Giovanni Appendino

Summary

Country: Italy

Publications

  1. ncbi request reprint Cannabinoids: occurrence and medicinal chemistry
    G Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    Curr Med Chem 18:1085-99. 2011
  2. ncbi request reprint Oligomeric acylphloroglucinols from myrtle (Myrtus communis)
    Giovanni Appendino
    DiSCAFF, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 65:334-8. 2002
  3. ncbi request reprint Daucane phytoestrogens: a structure-activity study
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 65:1612-5. 2002
  4. ncbi request reprint Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): the homovanillyl moiety
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    Bioorg Med Chem Lett 17:132-5. 2007
  5. pmc Polyacetylenes from sardinian Oenanthe fistulosa: a molecular clue to risus sardonicus
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 72:962-5. 2009
  6. ncbi request reprint SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 68:1213-7. 2005
  7. ncbi request reprint Macrocyclic diterpenoids from Euphorbia hyberna L. subsp. insularis and their reaction with oxyphilic reagents
    G Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Viale Ferrucci 33, 28100 Novara, Italy
    Fitoterapia 73:576-82. 2002
  8. ncbi request reprint Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 67:532-6. 2004
  9. ncbi request reprint Arzanol, an anti-inflammatory and anti-HIV-1 phloroglucinol alpha-Pyrone from Helichrysum italicum ssp. microphyllum
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 70:608-12. 2007
  10. ncbi request reprint A new P-glycoprotein inhibitor from the caper spurge (Euphorbia lathyris)
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 66:140-2. 2003

Collaborators

Detail Information

Publications85

  1. ncbi request reprint Cannabinoids: occurrence and medicinal chemistry
    G Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    Curr Med Chem 18:1085-99. 2011
    ..sativa, the medicinal chemistry of cannabinoids, and their distribution in plants, highlighting the impact that research in these hot fields could have for modern medicinal chemistry and pharmacology...
  2. ncbi request reprint Oligomeric acylphloroglucinols from myrtle (Myrtus communis)
    Giovanni Appendino
    DiSCAFF, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 65:334-8. 2002
    ..Myrtucommulone A showed significant antibacterial activity against multidrug-resistant (MDR) clinically relevant bacteria, while semimyrtucommulone was less active...
  3. ncbi request reprint Daucane phytoestrogens: a structure-activity study
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 65:1612-5. 2002
    ..Homologation and vinylation were both detrimental for activity, as were methylation of the p-hydroxyl substituent and the introduction of oxygen functions on the adjacent carbons...
  4. ncbi request reprint Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): the homovanillyl moiety
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    Bioorg Med Chem Lett 17:132-5. 2007
    ..The ROPA motif provided an enhancement of potency sufficient to expand the range of vanillyl surrogates to structural elements (e.g., an unsubstituted phenyl ring) that afford inactive analogues in compounds from the capsaicin series...
  5. pmc Polyacetylenes from sardinian Oenanthe fistulosa: a molecular clue to risus sardonicus
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 72:962-5. 2009
    ....
  6. ncbi request reprint SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 68:1213-7. 2005
    ..Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties...
  7. ncbi request reprint Macrocyclic diterpenoids from Euphorbia hyberna L. subsp. insularis and their reaction with oxyphilic reagents
    G Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Viale Ferrucci 33, 28100 Novara, Italy
    Fitoterapia 73:576-82. 2002
    ..Dehydration, isomerization of the exocyclic double and acyl rearrangement were, however, observed after reduction of the 9-keto group...
  8. ncbi request reprint Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 67:532-6. 2004
    ..Despite a close structural similarity, compounds 2a and 2b induced apoptosis in Jurkat leukemia cells in mechanistically different ways...
  9. ncbi request reprint Arzanol, an anti-inflammatory and anti-HIV-1 phloroglucinol alpha-Pyrone from Helichrysum italicum ssp. microphyllum
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 70:608-12. 2007
    ..Arzanol inhibited HIV-1 replication in T cells and the release of pro-inflammatory cytokines in LPS-stimulated primary monocytes, qualifying as a novel plant-derived anti-inflammatory and antiviral chemotype worth further investigation...
  10. ncbi request reprint A new P-glycoprotein inhibitor from the caper spurge (Euphorbia lathyris)
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 66:140-2. 2003
    ..The results established lathyrane diterpenoids as a novel chemotype for P-glycoprotein inhibitors...
  11. doi request reprint Antibacterial cannabinoids from Cannabis sativa: a structure-activity study
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, 28100 Novara, Italy
    J Nat Prod 71:1427-30. 2008
    ....
  12. ncbi request reprint The 1,2,3-triazole ring as a peptido- and olefinomimetic element: discovery of click vanilloids and cannabinoids
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    Angew Chem Int Ed Engl 46:9312-5. 2007
  13. ncbi request reprint The role of natural products in the ligand deorphanization of TRP channels
    G Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Via Bovio 6, 28100 Novara, Italy
    Curr Pharm Des 14:2-17. 2008
    ....
  14. doi request reprint Genepolide, a sesterpene gamma-lactone with a novel carbon skeleton from mountain wormwood (Artemisia umbelliformis)
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 72:340-4. 2009
    ..The wide occurrence of this structural motif in sesquiterpenoids makes this issue worth a systematic investigation...
  15. doi request reprint Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): The side chain benzylic methylene
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    Bioorg Med Chem Lett 20:97-9. 2010
    ....
  16. ncbi request reprint Oxyhomologues of anandamide and related endolipids: chemoselective synthesis and biological activity
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Via Bovio 9, 28100 Novara, Italy
    J Med Chem 49:2333-8. 2006
    ....
  17. ncbi request reprint A meroterpenoid NF-kappaB inhibitor and drimane sesquiterpenoids from Asafetida
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 69:1101-4. 2006
    ..This, coupled to a negligible cytotoxicity, qualifies 2a as a new anti-inflammatory chemotype, and its occurrence in asafetida might rationalize the use of this gum resin to alleviate and prevent colon inflammatory disturbances...
  18. ncbi request reprint N-Acylvanillamides: development of an expeditious synthesis and discovery of new acyl templates for powerful activation of the vanilloid receptor
    Giovanni Appendino
    Endocannabinoid Research Group, Istituto per la Chimica di Molecole di Interesse Biologico, CNR, Via Campi Flegrei 34, Comprensorio A Olivetti, Building 70, 80078 Pozzuoli NA, Italy
    J Med Chem 45:3739-45. 2002
    ..Nevertheless, a series of new highly active leads was identified, validating the pharmacological potential of the unnatural combination of natural building blocks to provide new bioactive compounds...
  19. ncbi request reprint Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis)
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 67:2108-10. 2004
    ..The outstanding activity of 1a, its low toxicity, and the evidence for definite structure-activity relationships make this prenylated 4-hydroxycoumarin an interesting antibacterial chemotype worth further investigation...
  20. ncbi request reprint Antibacterial galloylated alkylphloroglucinol glucosides from myrtle (Myrtus communis)
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 69:251-4. 2006
    ..Despite their close similarity, significant antibacterial activity was shown only by one of these compounds (3b, gallomyrtucommulone B), while the G3 hormone (4) was inactive...
  21. ncbi request reprint Development of the first ultra-potent "capsaicinoid" agonist at transient receptor potential vanilloid type 1 (TRPV1) channels and its therapeutic potential
    Giovanni Appendino
    Dipartimento di Scienze Chimiche Alimentari, Farmaceutiche e Farmacologiche, Novarra, Italy
    J Pharmacol Exp Ther 312:561-70. 2005
    ....
  22. ncbi request reprint Structure--activity relationships of the estrogenic sesquiterpene ester ferutinin. Modification of the terpenoid core
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy
    J Nat Prod 67:1557-64. 2004
    ..Conversely, oxidative modifications of the double bond that placed a hydroxyl on the alpha-face of the molecule proved detrimental. Taken together, these observations identified the substitution at C-8/C-9 as critical for activity...
  23. ncbi request reprint First "hybrid" ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Via Bovio 6, 28100 Novara, Italy
    FEBS Lett 580:568-74. 2006
    ..Both types of compounds might find application in the treatment of inflammation, and represent new molecular probes to investigate the endocannabinoid-endovanilloid signalling system...
  24. doi request reprint Conformationally constrained fatty acid ethanolamides as cannabinoid and vanilloid receptor probes
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Novara, Italy
    J Med Chem 52:3001-9. 2009
    ....
  25. doi request reprint Flavonoid-induced autophagy in hormone sensitive breast cancer cells
    Elisa Brunelli
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche and Drug and Food Biotechnology Center, Universita degli Studi del Piemonte Orientale Amedeo Avogadro, Via Bovio 6, 28100 Novara, Italy
    Fitoterapia 80:327-32. 2009
    ..Moreover, biochemical analysis showed that IsoB reduced Akt phosphorylation and p21(Cip1) expression in T47-D cells. These data show that the prenylflavone moiety is a versatile platform for the induction and modulation of bioactivity...
  26. ncbi request reprint Development of the first potent and specific inhibitors of endocannabinoid biosynthesis
    Tiziana Bisogno
    Endocannabinoid Research Group, Istituto di Chimica Biomolecolare, C N R, Via Campi Flegrei, 34 80078 Pozzuoli NA, Italy
    Biochim Biophys Acta 1761:205-12. 2006
    ..8-0.1 and 3.7-3.2 microM, respectively). Thus, we report the first potent and specific inhibitors of the biosynthesis of 2-AG that may be used as pharmacological tools to investigate the biological role of this endocannabinoid...
  27. ncbi request reprint The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Novara, Italy
    J Med Chem 48:4663-9. 2005
    ....
  28. doi request reprint 8-Prenylnaringenin inhibits epidermal growth factor-induced MCF-7 breast cancer cell proliferation by targeting phosphatidylinositol-3-OH kinase activity
    Elisa Brunelli
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche and Drug and Food Biotechnology Center, Universita degli Studi del Piemonte Orientale Amedeo Avogadro, Via Bovio 6, Novara, Italy
    J Steroid Biochem Mol Biol 113:163-70. 2009
    ..These findings suggest that inhibition of PI(3)K is a novel mechanism which contributes to 8PN activity to inhibit cancer cell survival and EGF induced proliferation...
  29. doi request reprint Synthesis and biological evaluation of 12-aminoacylphorboids
    Alberto Pagani
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Novara, Italy
    J Nat Prod 73:447-51. 2010
    ..Selective PKC binding, rather than COX inhibition, might explain the paradoxical anti-inflammatory activity of extracts containing aminoacylphorboids in the mouse ear edema assay...
  30. ncbi request reprint Structure-activity relationships of ring C-secotaxoids. 1. Acylative modifications
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Viale Ferrucci 33, 28100 Novara, Italy
    J Nat Prod 67:184-8. 2004
    ....
  31. ncbi request reprint Oxyhomologation of the amide bond potentiates neuroprotective effects of the endolipid N-palmitoylethanolamine
    Grazia Lombardi
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche, e Farmacologiche, University of Piemonte Orientale Amedeo Avogadro, Via Bovio, 6, 28100 Novara, Italy
    J Pharmacol Exp Ther 320:599-606. 2007
    ....
  32. ncbi request reprint Homologues and isomers of noladin ether, a putative novel endocannabinoid: interaction with rat cannabinoid CB(1) receptors
    Giovanni Appendino
    DiSCAFF, Viale Ferrucci 33, 28100 Novara, Italy
    Bioorg Med Chem Lett 13:43-6. 2003
    ..The results showed that a C-20 tetra-unsaturated moiety is necessary for high affinity, and that a series of alkyl glyceryl ethers of potential occurrence in brain tissues have less affinity than 2-AGE for CB(1) receptors...
  33. pmc Halogenation of a capsaicin analogue leads to novel vanilloid TRPV1 receptor antagonists
    Giovanni Appendino
    DiSCAFF, Viale Ferrucci 33, 28100 Novara, Italy
    Br J Pharmacol 139:1417-24. 2003
    ....
  34. doi request reprint Antiproliferative effects on tumour cells and promotion of keratinocyte wound healing by different lichen compounds
    Bruno Burlando
    Dipartimento di Scienze dell Ambiente e della Vita, Universita del Piemonte Orientale, 15100 Alessandria, Italy
    Planta Med 75:607-13. 2009
    ..In conclusion, (+)-usnic acid might be a particularly interesting compound for the prevention of hyperproliferation syndromes, while (+)-usnic and gyrophoric acids qualify as interesting leads in the promotion of tissue regeneration...
  35. ncbi request reprint A structure-activity relationship study on N-arachidonoyl-amino acids as possible endogenous inhibitors of fatty acid amide hydrolase
    Maria Grazia Cascio
    Endocannabinoid Research Group, Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, Comprensorio A Olivetti, Building 70, 80078 Pozzuoli NA, Italy
    Biochem Biophys Res Commun 314:192-6. 2004
    ..Taken together, these data support the view that an enhancement of endogenous anandamide levels underlies in part the analgesic effects of NAGly in rodents...
  36. ncbi request reprint Synthesis and biological evaluation of methoxylated analogs of the newer generation taxoids IDN5109 and IDN5390
    Luciano Barboni
    Dipartimento di Scienze Chimiche, Universita di Camerino, Via S Agostino 1, 62032 Camerino MC, Italy
    Bioorg Med Chem Lett 15:5182-6. 2005
    ..The biological evaluation of these compounds (5 and 6, respectively) showed a general increase of cytotoxicity, as observed in first-generation anticancer taxanes...
  37. doi request reprint A regiodivergent synthesis of ring a C-prenylflavones
    Alberto Minassi
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Novara, Italy
    Org Lett 10:2267-70. 2008
    ....
  38. ncbi request reprint Efficacy and safety of Meriva®, a curcumin-phosphatidylcholine complex, during extended administration in osteoarthritis patients
    Gianni Belcaro
    Irvine3 Circulation Vascular Laboratory, Department of Biomedical Sciences, Chieti Pescara University, Italy
    Altern Med Rev 15:337-44. 2010
    ..This, coupled with an excellent tolerability, suggests that Meriva is worth considering for the long-term complementary management of osteoarthritis...
  39. ncbi request reprint Effect of chirality and lipophilicity in the functional activity of evodiamine and its analogues at TRPV1 channels
    Luciano De Petrocellis
    Istituto di Cibernetica, Endocannabinoid Research Group, Consiglio Nazionale delle Ricerche, Pozzuoli, Italy
    Br J Pharmacol 171:2608-20. 2014
    ..Evodiamine is structurally different from all known TRPV1 activators, and has significant clinical potential as a thermogenic agent. Nevertheless, the molecular bases for its actions are still poorly understood...
  40. doi request reprint Dissecting the pharmacophore of curcumin. Which structural element is critical for which action?
    Alberto Minassi
    Dipartimento di Scienze del Farmaco, Universita del Piemonte Orientale, Via Bovio 6, 28100, Novara, Italy
    J Nat Prod 76:1105-12. 2013
    ..Taken together, these observations show that Michael reactivity is a critical element of the curcumin pharmacophore, but also reveal a surprising sensitivity of bioactivity to C-prenylation of the vanillyl moiety. ..
  41. ncbi request reprint Noladin ether, a putative novel endocannabinoid: inactivation mechanisms and a sensitive method for its quantification in rat tissues
    Filomena Fezza
    Endocannabinoid Research Group, Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, Comprensorio Olivetti, Fabbricato 70, 80078, Pozzuoli, Naples, Italy
    FEBS Lett 513:294-8. 2002
    ..Further data suggested that 2-AGE is taken up by cells via the anandamide/2-arachidonoyl glycerol (2-AG) membrane transporter(s), and biosynthesized in a different way as compared to 2-AG...
  42. ncbi request reprint 8-Prenylnaringenin, inhibits estrogen receptor-alpha mediated cell growth and induces apoptosis in MCF-7 breast cancer cells
    Elisa Brunelli
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche and Drug and Food Biotechnology Center, Universita degli Studi del Piemonte Orientale Amedeo Avogadro, Via Bovio 6, 28100 Novara, Italy
    J Steroid Biochem Mol Biol 107:140-8. 2007
    ..Taken together, our finding show that 8PN is an interesting new chemotype to explore the biology of ERs...
  43. doi request reprint Anti-inflammatory and vascularprotective properties of 8-prenylapigenin
    Tiziana Paoletti
    DISCAFF Department, University of Piemonte Orientale Amedeo Avogadro, Novara, Italy
    Eur J Pharmacol 620:120-30. 2009
    ....
  44. ncbi request reprint Recreational drug discovery: natural products as lead structures for the synthesis of smart drugs
    Giovanni Appendino
    Dipartimento di Scienze del Farmaco, Universita del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy
    Nat Prod Rep 31:880-904. 2014
    ....
  45. ncbi request reprint Clinically useful vanilloid receptor TRPV1 antagonists: just around the corner (or too early to tell)?
    Giovanni Appendino
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Universita del Piemonte Orientale, Novara, Italy
    Prog Med Chem 44:145-80. 2006
  46. ncbi request reprint Synthesis and NMR-driven conformational analysis of taxol analogues conformationally constrained on the C13 side chain
    L Barboni
    Dipartimento di Scienze Chimiche, Universita di Camerino, Italy
    J Med Chem 44:1576-87. 2001
    ..By contrast, epimerization at 2',3' and homologation of the tether to CH2-CH2 were both detrimental for activity. The decreased activity of these analogues is apparently due to configurational and steric factors, respectively...
  47. ncbi request reprint Unnatural natural products from the transannular cyclization of lathyrane diterpenes
    G Appendino
    Universita del Piemonte Orientale, DiSCAFF, Viale Ferrucci 33, 28100 Novara, Italy
    Org Lett 3:1609-12. 2001
    ..Apparently, Nature is far from having fully exploited the built-in reactivity of these compounds to generate chemical diversity...
  48. doi request reprint Protective effect of the oligomeric acylphloroglucinols from Myrtus communis on cholesterol and human low density lipoprotein oxidation
    Antonella Rosa
    Dipartimento Biologia Sperimentale, Sezione Patologia Sperimentale, Universita degli Studi di Cagliari, Cittadella Universitaria, SS 554, Km 4 5, 09042 Monserrato CA, Italy
    Chem Phys Lipids 155:16-23. 2008
    ....
  49. pmc The CB1/VR1 agonist arvanil induces apoptosis through an FADD/caspase-8-dependent pathway
    Rocio Sancho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Avda de Menendez Pidal s n, Cordoba 14004, Spain
    Br J Pharmacol 140:1035-44. 2003
    ..This arvanil-apoptotic activity is TRPV1 and CB-independent, and can be of importance for the development of potential anti-inflammatory and antitumoral drugs...
  50. ncbi request reprint Modified jatrophane diterpenes as modulators of multidrug resistance from Euphorbia dendroides L
    Gabriella Corea
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, I 80131, Napoli, Italy
    Bioorg Med Chem 11:5221-7. 2003
    ....
  51. doi request reprint Denbinobin, a naturally occurring 1,4-phenanthrenequinone, inhibits HIV-1 replication through an NF-kappaB-dependent pathway
    Gonzalo Sanchez-Duffhues
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Cordoba, Spain
    Biochem Pharmacol 76:1240-50. 2008
    ....
  52. ncbi request reprint Involvement of reactive oxygen species in capsaicinoid-induced apoptosis in transformed cells
    Antonio Macho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Facultad de Medicina, Universidad de Cordoba, Avda de Menendez Pidal s n, 14004, Cordoba, Spain
    Free Radic Res 37:611-9. 2003
    ....
  53. ncbi request reprint Jatrophane diterpenes as P-glycoprotein inhibitors. First insights of structure-activity relationships and discovery of a new, powerful lead
    Gabriella Corea
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, I 80131 Naples, Italy
    J Med Chem 46:3395-402. 2003
    ..The most powerful compound of the series, euphodendroidin D (4), outperformed cyclosporin by a factor of 2 to inhibit Pgp-mediated daunomycin transport...
  54. ncbi request reprint Non-pungent capsaicinoids from sweet pepper synthesis and evaluation of the chemopreventive and anticancer potential
    Antonio Macho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Univ de Córdoba, Avda de Menendez Pidal s n, Spain
    Eur J Nutr 42:2-9. 2003
    ....
  55. ncbi request reprint Daphnane-type diterpene orthoesters and their biological activities
    Weidong He
    Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, Ghent, B 9000, Belgium
    Mini Rev Med Chem 2:185-200. 2002
    ..The occurrence, biological activity, and molecular pharmacology of these compounds will be reviewed...
  56. ncbi request reprint N-oleoyldopamine, a novel endogenous capsaicin-like lipid that produces hyperalgesia
    Constance J Chu
    Department of Psychology, Brown University, Providence, Rhode Island 02912, USA
    J Biol Chem 278:13633-9. 2003
    ..Analysis of the activity of six additional synthetic and potentially endogenous N-acyldopamine indicated the requirement of a long unsaturated fatty acid chain for an optimal functional interaction with VR1 receptors...
  57. ncbi request reprint Anandamide inhibits nuclear factor-kappaB activation through a cannabinoid receptor-independent pathway
    Rocio Sancho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Cordoba, Spain
    Mol Pharmacol 63:429-38. 2003
    ..These findings provide new mechanistic insights into the anti-inflammatory and proapoptotic activities of AEA, and should foster the synthesis of improved analogs amenable to pharmaceutical development as anti-inflammatory agents...
  58. ncbi request reprint Biological properties of jatrophane polyesters, new microtubule-interacting agents
    Antonella Miglietta
    Department of Experimental Medicine and Oncology, Universita di Torino, Corso Raffaello 30, 10125 Torino, Italy
    Cancer Chemother Pharmacol 51:67-74. 2003
    ..have not been evaluated in depth. We investigated the microtubule-interacting and antiproliferative activities of these drugs and the molecular mechanisms underlying their effects...
  59. ncbi request reprint Antioxidant activity of capsinoids
    Antonella Rosa
    Dipartimento Biologia Sperimentale, Sezione Patologia Sperimentale, Universita degli Studi di Cagliari, Cittadella Universitaria, SS 554, Km 4 5, 09042 Monserrato, Cagliari, Italy
    J Agric Food Chem 50:7396-401. 2002
    ..Vanillyl nonanoate, a simple capsinoid mimic, was also tested on cell cultures for cytotoxic activity and the capacity to inhibit FeCl(3)-induced oxidation...
  60. ncbi request reprint Inhibition of NF-kappaB activation and expression of inflammatory mediators by polyacetylene spiroketals from Plagius flosculosus
    Marco A Calzado
    Department of Chemistry and Biochemistry, University of Bern, Switzerland
    Biochim Biophys Acta 1729:88-93. 2005
    ..Accordingly, compound 1, which is also found in the widely used medicinal herb chamomile, interfered with the LPS-induced production of IL-1, IL-6, TNF, and PGE2 in primary human monocytes...
  61. ncbi request reprint Diterpenoids from Cascarilla (Croton eluteria Bennet)
    Ernesto Fattorusso
    Dipartimento di Chimica delle Sostanze Naturali, Universita degli Studi di Napoli Federico II, Via Montesano 49, Italy
    J Agric Food Chem 50:5131-8. 2002
    ..Cascarillin was shown to be a mixture of interconverting gamma-lactols and not a gamma-hydroxyaldehyde as previously reported...
  62. ncbi request reprint Neurotrophic and antileukemic daphnane diterpenoids from Synaptolepis kirkii
    Weidong He
    Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, Ghent, Belgium
    Bioorg Med Chem 10:3245-55. 2002
    ..Full spectroscopic data of the new and known natural products are reported here for the first time. Pronounced neurotrophic and substantial antileukaemia activities of these compounds were found in in vitro assays...
  63. ncbi request reprint Immunosuppressive activity of capsaicinoids: capsiate derived from sweet peppers inhibits NF-kappaB activation and is a potent antiinflammatory compound in vivo
    Rocio Sancho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Cordoba, Spain
    Eur J Immunol 32:1753-63. 2002
    ..Taken together, these results suggest that CPT and related synthetic analogues target specific pathways involved in inflammation, and hold considerable potential for dietary health benefits as well as for pharmaceutical development...
  64. ncbi request reprint Synthesis and biological evaluation of hyperforin analogues. Part I. Modification of the enolized cyclohexanedione moiety
    Luisella Verotta
    Dipartimento di Chimica Organica e Industriale, Universita di Milano, via Venezian 21, 20133 Milano, Italy
    J Nat Prod 65:433-8. 2002
    ....
  65. doi request reprint Differential effects of phorbol-13-monoesters on human immunodeficiency virus reactivation
    Nieves Marquez
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Facultad de Medicina, Avda de Menendez Pidal s n, 14004 Universidad de Córdoba, Spain
    Biochem Pharmacol 75:1370-80. 2008
    ..Nevertheless, this compound induces a translocation pattern of the PKC isotypes alpha and delta to cellular compartments distinctly different from that elicited by prostratin and PMA...
  66. ncbi request reprint Minor diterpenoids from cascarilla (Croton eluteria Bennet) and evaluation of the cascarilla extract and cascarillin effects on gastric acid secretion
    Giovanni Appendino
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, 80131 Napoli, Italy
    J Agric Food Chem 51:6970-4. 2003
    ..These preliminary results provide the first rationale for the use of cascarilla in bitter preparations aimed at improving digestion...
  67. ncbi request reprint Antioxidant activity of oligomeric acylphloroglucinols from Myrtus communis L
    Antonella Rosa
    Dipartimento Biologia Sperimentale, Sezione Patologia Sperimentale, Universita degli Studi di Cagliari, Cittadella Universitaria, SS 554, Km 4 5, 09042 Monserrato, Cagliari, Italy
    Free Radic Res 37:1013-9. 2003
    ..The results of these studies established semimyrtucommulone as a novel dietary antioxidant lead...
  68. ncbi request reprint Protective effect of capsinoid on lipid peroxidation in rat tissues induced by Fe-NTA
    Antonella Rosa
    Dip Biologia Sperimentale, Sez Patologia Sperimentale, Universita degli Studi di Cagliari, Cittadella Universitaria, Monserrato, Italy
    Free Radic Res 39:1155-62. 2005
    ..The protective effect of SCPT and two analogues (vanillyl alcohol and vanillin) during the linoleic acid and cholesterol oxidation was investigated in in vitro systems, providing evidence of definite structure-activity relationships...
  69. ncbi request reprint Iodinated N-acylvanillamines: potential "multiple-target" anti-inflammatory agents acting via the inhibition of t-cell activation and antagonism at vanilloid TRPV1 channels
    Nieves Marquez
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Facultad de Medicina, Universidad de Cordoba, Cordoba, Spain
    Mol Pharmacol 69:1373-82. 2006
    ..Our findings provide new mechanistic insights into the biological activities of N-alkylvanillamines and should foster the synthesis of improved analogs amenable to pharmaceutical development as analgesic and anti-inflammatory agents...
  70. ncbi request reprint Cytotoxic germacrane sesquiterpenes from the aerial parts of Santolina insularis
    Giovanni Appendino
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, Italy
    J Nat Prod 68:853-7. 2005
    ..Compounds 8 and 10 showed a potent and selective cytotoxic activity against the human colon carcinoma cell line...
  71. ncbi request reprint A prenylbisabolane with NF-kappaB inhibiting properties from Cascarilla (Croton eluteria)
    Claudio Campagnuolo
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, I 80131 Napoli, Italy
    Bioorg Med Chem 13:4238-42. 2005
    ..The corresponding known enone 4 and the eudesmane sesquiterpene 2 were also obtained. Compound 3 proved active in selectively inhibiting the induction of NF-kappaB by tumor necrosis factor-alpha in T cells...
  72. ncbi request reprint Advances in the universal NMR database approach. 2'-substituted taxanes as probes for an improved protocol of diastereomeric differentiation
    Paolo Dambruoso
    Dipartimento di Scienze Farmaceutiche, Facolta di Farmacia, Universita di Salerno, Via Ponte Don Melillo, 84084 Fisciano SA, Italy
    Org Lett 7:983-6. 2005
    ..On this basis, a modified UDB-based strategy, especially tailored to the configurational assignment of densely substituted diastereomeric fragments, is proposed...
  73. ncbi request reprint Hyperforin inhibits cancer invasion and metastasis
    Massimo Dona
    Department of Experimental Biomedical Sciences, Medical School of Padova, Italy
    Cancer Res 64:6225-32. 2004
    ..These observations qualify Hyp-DCHA as an interesting lead compound to prevent and contrast cancer spread and metastatic growth...
  74. ncbi request reprint Basiliolides, a class of tetracyclic C19 dilactones from Thapsia garganica, release Ca(2+) from the endoplasmic reticulum and regulate the activity of the transcription factors nuclear factor of activated T cells, nuclear factor-kappaB, and activator prot
    Carmen Navarrete
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Facultad de Medicina, Avda de Menendez Pidal s n, Universidad de Cordoba, 14004 Cordoba, Spain
    J Pharmacol Exp Ther 319:422-30. 2006
    ..In contrast, basiliolide C, where the 15-carbon is oxidized to an acetoxymethine, was much less active. These findings qualify these compounds as new probes to investigate intracellular calcium homeostasis...
  75. ncbi request reprint Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT
    Nieves Marquez
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Cordoba, Spain
    Planta Med 70:1016-21. 2004
    ..These findings provide new insights into the molecular mechanisms involved in the immunomodulatory and anti-inflammatory activities of natural furanocoumarins...
  76. ncbi request reprint Modulation of chemoselectivity by protein additives. Remarkable effects in the oxidation of hyperforin
    Luisella Verotta
    Dipartimento di Chimica Organica e Industriale, via Venezian 21, 20133 Milano, Italy
    J Org Chem 69:7869-74. 2004
    ..The use of protein additives allows a straightforward and multigram preparation of the enollactone 6, an interesting multifunctionalized scaffold for bioactivity induction and/or modulation...
  77. ncbi request reprint Calcium ionophoretic and apoptotic effects of ferutinin in the human Jurkat T-cell line
    Antonio Macho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Avda de Menendez Pidal s n, E 14004 Cordoba, Spain
    Biochem Pharmacol 68:875-83. 2004
    ..The evaluation of ferutinin analogs in calcium mobilization and apoptosis assays showed strict structure-activity relationships, with p-hydroxylation of the benzoyl moiety being requested for activity...
  78. ncbi request reprint Evaluation of the antioxidant and cytotoxic activity of arzanol, a prenylated alpha-pyrone-phloroglucinol etherodimer from Helichrysum italicum subsp.microphyllum
    Antonella Rosa
    Dipartimento di Biologia Sperimentale, Sez Patologia Sperimentale, Universita degli Studi di Cagliari, Cittadella Universitaria, SS 554, Km 4 5, 09042 Monserrato, Cagliari, Italy
    Chem Biol Interact 165:117-26. 2007
    ..The results of the present work suggest that the natural compound arzanol exerts useful antioxidant properties in different in vitro systems of lipid peroxidation...
  79. ncbi request reprint In vitro antimalarial activity of hyperforin, a prenylated acylphloroglucinol. A structure-activity study
    Luisella Verotta
    Dipartimento di Chimica Organica e Industriale, via Venezian 21, 20133 Milan, Italy
    Bioorg Med Chem Lett 17:1544-8. 2007
    ..Related phloroglucinols like the hop beta-acids and the enantiomers of usnic acid showed only marginal activity, suggesting that hyperforin is a new antimalarial chemotype...
  80. ncbi request reprint Immunosuppressive activity of endovanilloids: N-arachidonoyl-dopamine inhibits activation of the NF-kappa B, NFAT, and activator protein 1 signaling pathways
    Rocio Sancho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Cordoba, Spain
    J Immunol 172:2341-51. 2004
    ..These findings provide new mechanistic insights into the anti-inflammatory activities of NADA and highlight their potential to design novel therapeutic strategies to manage inflammatory diseases...
  81. ncbi request reprint Artarborol, a nor-caryophyllane sesquiterpene alcohol from Artemisia arborescens. stereostructure assignment through concurrence of NMR data and computational analysis
    Caterina Fattorusso
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, I 80131 Napoli, Italy
    Org Lett 9:2377-80. 2007
    ..In particular, comparison of experimental 13C NMR data with a Boltzmann-weighed average of 13C NMR chemical shifts, calculated by ab initio DFT method, supported the stereochemical assignment...
  82. ncbi request reprint Broad tuning of the human bitter taste receptor hTAS2R46 to various sesquiterpene lactones, clerodane and labdane diterpenoids, strychnine, and denatonium
    Anne Brockhoff
    Department of Molecular Genetics, German Institute of Human Nutrition Potsdam Rehbruecke, Arthur Scheunert Allee 114 116, 14558 Nuthetal, Germany
    J Agric Food Chem 55:6236-43. 2007
    ....
  83. ncbi request reprint Polyoxygenated eudesmanes and trans-chrysanthemanes from the aerial parts of Santolina insularis
    Ernesto Fattorusso
    Dipartimento di Chimica delle Sostanze Naturali, Universita di Napoli Federico II, via D Montesano 49, 80131 Naples, Italy
    J Nat Prod 67:37-41. 2004
    ..The presence of the p-menthane aldehyde eucamalol (7) gives credit to the widespread use of S. insularis to fend off mosquitoes...
  84. ncbi request reprint Characterization of anti-coagulant properties of prenylated coumarin ferulenol
    Monia Monti
    Dipartimento di Biochimica e Biologia Molecolare, Universita di Ferrara, Italy
    Biochim Biophys Acta 1770:1437-40. 2007
    ..Studies with ferulenol derivatives indicated the prenyl residue as major determinant of ferulenol activity...
  85. ncbi request reprint Mechanisms of HIV-1 inhibition by the lipid mediator N-arachidonoyldopamine
    Rocio Sancho
    Departamento de Biologia Celular, Fisiologia e Inmunologia, Universidad de Cordoba, Facultad de Medicina, Cordoba, Spain
    J Immunol 175:3990-9. 2005
    ..These findings provide new mechanistic insights into the biological activities of NADA, and highlight the potential of lipid mediators for the management of AIDS...