2 ring heterocyclic compounds

Summary

Summary: A class of heterocyclic compounds that include a two-ring fused structure. Both aromatic and non-aromatic ring structures are included in this category.

Top Publications

  1. Xu Z, Kozlowski M. Conformational control of flexible molecules: design and synthesis of novel chiral 1,5-diaza-cis-decalins. J Org Chem. 2002;67:3072-8 pubmed
  2. Petit C, Bay G, Pernin F, Délye C. Prevalence of cross- or multiple resistance to the acetyl-coenzyme A carboxylase inhibitors fenoxaprop, clodinafop and pinoxaden in black-grass (Alopecurus myosuroides Huds.) in France. Pest Manag Sci. 2010;66:168-77 pubmed publisher
    ..This illustrates the necessity to use metabolisable herbicides cautiously where black-grass has evolved non-target-site-based resistance. ..
  3. Nishina K, Mikawa K, Kodama S, Obara H. ONO1714, a new inducible nitric oxide synthase inhibitor, attenuates sepsis-induced diaphragmatic dysfunction in hamsters. Anesth Analg. 2001;92:959-66 pubmed
    ..Pretreatment with ONO1714, a new selective inducible nitric oxide synthase inhibitor, attenuated sepsis-induced diaphragmatic dysfunction in hamsters. ..
  4. Defossemont G, Mincher D. Stereospecific synthesis of chiral caprolactone monomers from D-glucose. Carbohydr Res. 2003;338:563-5 pubmed
    ..The lactone was fully characterised and available for ring-opening polymerisation. ..
  5. Ku Y, Grieme T, Raje P, Sharma P, Morton H, Rozema M, et al. A practical and scaleable synthesis of A-224817.0, a novel nonsteroidal ligand for the glucocorticoid receptor. J Org Chem. 2003;68:3238-40 pubmed
    ..The process was accomplished efficiently to produce 1A in 25% overall yield and >99% purity with simple and practical isolation and purification procedures. ..
  6. Sienaert R, Naesens L, Brancale A, Carangio A, Andrei G, Snoeck R, et al. Metabolic and pharmacological characteristics of the bicyclic nucleoside analogues (BCNAs) as highly selective inhibitors of varicella-zoster virus (VZV). Nucleosides Nucleotides Nucleic Acids. 2003;22:995-7 pubmed
  7. Becker C, Andre J, Zeau B, Rettori M, Guardiola Lemaître B, Hamon M, et al. Melatonin MT(1/2) receptor stimulation reduces cortical overflow of cholecystokinin-like material in a model of anticipation of social defeat in the rat. Neuropharmacology. 2004;46:1158-67 pubmed
    ..p.). These data indicated that MT(1/2) receptor stimulation can exert anxiolytic-like effects associated with inhibition of cortical CCKergic neurotransmission in rats anticipating social defeat. ..
  8. Takamatsu Y, Shimada K, Yamaguchi K, Kuroki S, Chijiiwa K, Tanaka M. Inhibition of inducible nitric oxide synthase prevents hepatic, but not pulmonary, injury following ischemia-reperfusion of rat liver. Dig Dis Sci. 2006;51:571-9 pubmed
    ..These data show that generation of peroxynitrite could be involved in the pathogenesis of liver injury but not lung injury after hepatic I/R. Inhibition of iNOS could be applied for attenuation of liver injury following hepatic I/R. ..
  9. Reindl W, Yuan J, Kramer A, Strebhardt K, Berg T. A pan-specific inhibitor of the polo-box domains of polo-like kinases arrests cancer cells in mitosis. Chembiochem. 2009;10:1145-8 pubmed publisher
    ..This communication explores the concept of inhibiting Plk1 with a small-molecule inhibitor of the protein-protein interactions required for Plk1 function. ..

More Information

Publications114 found, 100 shown here

  1. Gustin D, Sehon C, Wei J, Cai H, Meduna S, Khatuya H, et al. Discovery and SAR studies of a novel series of noncovalent cathepsin S inhibitors. Bioorg Med Chem Lett. 2005;15:1687-91 pubmed
    ..Optimization of the ketobenzimidazole moiety led to the discovery of the lead compound JNJ 10329670, which represents a novel class of selective, noncovalent, reversible, and orally bioavailable inhibitors of cathepsin S. ..
  2. Escolano C, Amat M, Bosch J. Chiral oxazolopiperidone lactams: versatile intermediates for the enantioselective synthesis of piperidine-containing natural products. Chemistry. 2006;12:8198-207 pubmed
  3. Zhu M, Whigan D, Chang S, Dockens R. Disposition and metabolism of [14C]brasofensine in rats, monkeys, and humans. Drug Metab Dispos. 2008;36:24-35 pubmed
    ..These primary metabolites and glucuronides of demethyl brasofensine (M1 and M2) were major circulating metabolites in humans and were also observed in rat and monkey plasma. ..
  4. Ramstrom H, Bourotte M, Philippe C, Schmitt M, Haiech J, Bourguignon J. Heterocyclic bis-cations as starting hits for design of inhibitors of the bifunctional enzyme histidine-containing protein kinase/phosphatase from Bacillus subtilis. J Med Chem. 2004;47:2264-75 pubmed
    ..This typical heterocycle is linked through a C12 alkyl chain to a second scaffold that can bear a cationic or a noncationic moiety but in all cases should present an aromatic ring in its vicinity. ..
  5. Kiran Y, Reddy P, Reddy C, Gunasekar D, Reddy N. Synthesis of [3-(3-chloro-4-fluorophenyl)-2-oxo-3,4-dihydro-2H-2lambda5- benzo[e][1,3,2]oxazaphosphinin-2-yl]-(aryl/alkyl) methanols and their bioactivity on sugarcane smut. J Agric Food Chem. 2007;55:6933-9 pubmed
    ..Thus, a new class of benzooxazaphosphininyl methanol derivatives that act in synergy both as antipathogens and as plant nutrients in the environment have been discovered...
  6. Beng T, Gawley R. Highly enantioselective catalytic dynamic resolution of N-Boc-2-lithiopiperidine: synthesis of (R)-(+)-N-Boc-pipecolic acid, (S)-(-)-coniine, (S)-(+)-pelletierine, (+)-beta-conhydrine, and (S)-(-)-ropivacaine and formal synthesis of (-)-lasubine II a. J Am Chem Soc. 2010;132:12216-7 pubmed publisher
    ..The CDR has been applied to the synthesis of (R)- and (S)-pipecolic acid derivatives, (+)-beta-conhydrine, (S)-(+)-pelletierine, and (S)-(-)-ropivacaine and the formal synthesis of (-)-lasubine II and (+)-cermizine C. ..
  7. Tanaka A, Tapper B, Popay A, Parker E, Scott B. A symbiosis expressed non-ribosomal peptide synthetase from a mutualistic fungal endophyte of perennial ryegrass confers protection to the symbiotum from insect herbivory. Mol Microbiol. 2005;57:1036-50 pubmed
    ..festucae metabolite responsible for ASW feeding deterrent activity...
  8. Hardcastle A, Tomlin P, Norris C, Richards J, Cordwell M, Boxall K, et al. A duplexed phenotypic screen for the simultaneous detection of inhibitors of the molecular chaperone heat shock protein 90 and modulators of cellular acetylation. Mol Cancer Ther. 2007;6:1112-22 pubmed
    ..In the acetylation arm, two compounds increased cellular acetylation, one of which inhibited histone deacetylase activity. A third compound decreased cellular histone acetylation, potentially through a novel mechanism of action. ..
  9. Hardcastle A, Boxall K, Richards J, Tomlin P, Sharp S, Clarke P, et al. Solid-phase immunoassays in mechanism-based drug discovery: their application in the development of inhibitors of the molecular chaperone heat-shock protein 90. Assay Drug Dev Technol. 2005;3:273-85 pubmed
    ..Finally, comparison is made between the use and applicability of this type of immunoassay and other techniques such as western blotting, immunohistochemistry, and flow cytometry analysis. ..
  10. Sandberg M, Borg L. Steroid effects on intracellular degradation of insulin and crinophagy in isolated pancreatic islets. Mol Cell Endocrinol. 2007;277:35-41 pubmed
  11. Aoki K, Takahashi M, Hashimoto M, Okuno T, Kurata K, Suzuki M. Total synthesis of both enantiomers of dictyochromenol and their (Z)-isomers. Biosci Biotechnol Biochem. 2002;66:1915-24 pubmed
    ..The results of this study reveal the relationship between the optical rotation of the resolved 1 enantiomers. ..
  12. Xu W, Huang X, Tang E. Solid-phase synthesis of 1,2-diheterocyclic-substituted (E)-olefins from a supported selenium resin. J Comb Chem. 2005;7:726-33 pubmed
    ..Key steps include a 1,3-dipolar cycloaddition and Porco's two-step, one-pot condensation and alpha-alkylation reaction of selenium resins. ..
  13. Overman L, Velthuisen E. Scope and facial selectivity of the Prins-pinacol synthesis of attached rings. J Org Chem. 2006;71:1581-7 pubmed
  14. Isidro Llobet A, Boas U, Jensen K, Alvarez M, Albericio F. THAL, a sterically unhindered linker for the solid-phase synthesis of acid-sensitive protected peptide acids. J Org Chem. 2008;73:7342-4 pubmed publisher
    ..5% TFA, respectively. This very high acid lability makes it useful for the synthesis of sensitive peptides. Free and tert-butyl-protected Leu-enkephalins have been synthesized as models to demonstrate the utility of the linker. ..
  15. Suzuki M, Takahashi Y, Mitome Y, Itoh T, Abe T, Masuda M. Brominated metabolites from an Okinawan Laurencia intricata. Phytochemistry. 2002;60:861-7 pubmed
    ..3.0]dodecene skeleton. Itomanol was found to be a selinane-type bromosesquiterpenoid, and is the first example of a selinane to be isolated from Japanese Laurencia species. ..
  16. Sone M, Hayashi H, Tominaga M, Nakashima T. Changes in cochlear blood flow due to endotoxin-induced otitis media. Ann Otol Rhinol Laryngol. 2004;113:450-4 pubmed
    ..The results showed a functional influence upon CBF by endotoxin-induced otitis media. The significance of prophylactic use of the drug is also discussed in regard to the effect on CBF following otitis media. ..
  17. Lewgowd W, Stanczak A. Cinnoline derivatives with biological activity. Arch Pharm (Weinheim). 2007;340:65-80 pubmed
    ..This chronological work summarizes almost all synthetic papers and patents concerning the biological properties of 107 cinnoline derivatives published over the last 50 years with 117 references. ..
  18. Mikawa K, Nishina K, Takao Y, Obara H. ONO-1714, a nitric oxide synthase inhibitor, attenuates endotoxin-induced acute lung injury in rabbits. Anesth Analg. 2003;97:1751-5 pubmed
    ..Early posttreatment with ONO-1714, a nitric oxide synthase inhibitor, attenuated physiological, biochemical, and pathological changes in endotoxin-induced acute lung injury in rabbits. ..
  19. Yu Y, Matsuyama Y, Nakashima S, Yanase M, Kiuchi K, Ishiguro N. Effects of MPSS and a potent iNOS inhibitor on traumatic spinal cord injury. Neuroreport. 2004;15:2103-7 pubmed
    ..However, delayed single MPSS treatment 8 h after spinal cord injury was not effective. Early repeated MPSS treatment might allow greater recovery from acute spinal cord injury. ..
  20. Kiriazis A, Rüffer T, Jäntti S, Lang H, Yli Kauhaluoma J. Stereoselective aza Diels-Alder reaction on solid phase: a facile synthesis of hexahydrocinnoline derivatives. J Comb Chem. 2007;9:263-6 pubmed
    ..Trifluoroacetic acid-mediated cleavage of the polymer-bound cycloadducts yields fused nonaromatic hexahydrocinnolines in moderate yields in three steps. ..
  21. Kohno H, Takahashi M, Yasui Y, Suzuki R, Miyamoto S, Kamanaka Y, et al. A specific inducible nitric oxide synthase inhibitor, ONO-1714 attenuates inflammation-related large bowel carcinogenesis in male Apc(Min/+) mice. Int J Cancer. 2007;121:506-13 pubmed
    ..Our findings may suggest that ONO-1714 could therefore serve as an effective agent for suppression of colitis-related colon cancer development in the Apc(Min/+) mice. ..
  22. Zartman A, Duong L, Fernandez Metzler C, Hartman G, Leu C, Prueksaritanont T, et al. Nonpeptide alpha(v)beta3 antagonists: identification of potent, chain-shortened 7-oxo RGD mimetics. Bioorg Med Chem Lett. 2005;15:1647-50 pubmed
    ..Potent, novel 7-oxo alpha(v)beta3 antagonists have been prepared. These antagonists offer decreased plasma protein binding and excellent pharmacokinetic profiles. ..
  23. Kuo G, Wang A, Emanuel S, Deangelis A, Zhang R, Connolly P, et al. Synthesis and discovery of pyrazine-pyridine biheteroaryl as a novel series of potent vascular endothelial growth factor receptor-2 inhibitors. J Med Chem. 2005;48:1886-900 pubmed
    ..Molecular docking studies were conducted in an attempt to rationalize the unexpected high VEGFR-2 selectivity of 15. ..
  24. Lee H, Kim H, Yoon T, Kim B, Kim S, Kim H, et al. Novel "protecting group-dependent" alkylation-RCM strategy to medium-sized oxacycles: first total synthesis of --isoprelaurefucin. J Org Chem. 2005;70:8723-9 pubmed
    ..This principle has been applied to a stereoselective and concise total synthesis of (-)-isoprelaurefucin (4) in 14 steps in 12% overall yield from known epoxide 8. ..
  25. Yuba T, Nagata K, Yamada T, Osugi S, Kuwahara H, Iwasaki Y, et al. A novel potent inhibitor of inducible nitric oxide synthase, ONO-1714, reduces hyperoxic lung injury in mice. Respir Med. 2007;101:793-9 pubmed
    ..ONO attenuated this finding. NOS play important roles in the pathogenesis of hyperoxic lung injury. Selective iNOS inhibitors may be useful for the treatment of hyperoxic lung injury. ..
  26. Shoair A, El Bindary A, El Sonbati A, Younes R. Stereochemistry of new nitrogen containing heterocyclic aldehyde. VI. Novel structural and properties models of uranyl with quinoline azodyes. Spectrochim Acta A Mol Biomol Spectrosc. 2001;57:1683-91 pubmed
    ..The existing literature on the coordination chemistry of these ligands are obscure. ..
  27. Rich J, McGavin R, Reimer K. Synthesis of an L-quinovose-containing disaccharide. Carbohydr Res. 2001;330:517-21 pubmed
    ..This synthon is used in the synthesis of a disaccharide containing the rare sugar, 6-deoxy-L-glucose, linked to the 3-C-hydroxymethyl group of methyl 2,3-O-isopropylidene 3-C-(hydroxymethyl)-beta-D-erythrofuranoside. ..
  28. Bray J, Zhang Z, Winneker R, Lyttle C. Regulation of gene expression by PRA-910, a novel progesterone receptor modulator, in T47D cells. Steroids. 2003;68:995-1003 pubmed
    ..Our data demonstrate that PRA-910 has a unique gene regulation profile distinct from both P4 and RU486. Further investigation of the underlying mechanism for these differences is ongoing. ..
  29. Henriet F, Marechal P. Black-grass resistance to herbicides: three years of monitoring in Belgium. Commun Agric Appl Biol Sci. 2009;74:471-8 pubmed
    ..Furthermore, it appeared that resistance was not confined to restricted areas listed above anymore. ..
  30. El Kemary M. Photophysical properties of 2,5-diphenyl-1,6,6a-trithiapentalene revealed by time-resolved spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc. 2001;57:177-83 pubmed
    ..Kinetic data are presented for intrinsic triplet lifetimes, self-quenching and quenching by oxygen. ..
  31. Koizumi T, Ogasawara H, Yamamato H, Tsushima K, Ruan Z, Jian M, et al. Effect of ONO1714, a specific inducible nitric oxide synthase inhibitor, on lung lymph filtration and gas exchange during endotoxemia in unanesthetized sheep. Anesthesiology. 2004;101:59-65 pubmed
    ..These findings suggest that nitric oxide release by the inducible nitric oxide synthase pathway partially contributes to the increased permeability of pulmonary edema and decreased oxygenation during endotoxemia in sheep. ..
  32. Kukita K, Katsuramaki T, Kikuchi H, Meguro M, Nagayama M, Kimura H, et al. Remnant liver injury after hepatectomy with the pringle maneuver and its inhibition by an iNOS inhibitor (ONO-1714) in a pig model. J Surg Res. 2005;125:78-87 pubmed
    ..These findings were inhibited in the ONO group. These results indicate that remnant liver injury appeared after hepatectomy with the Pringle maneuver. iNOS was involved in these injuries and the iNOS inhibitor attenuated the injury. ..
  33. Mikawa K, Kodama S, Nishina K, Obara H. ONO-1714, a new inducible nitric oxide synthase inhibitor, attenuates diaphragmatic dysfunction associated with cerulein-induced pancreatitis in rats. Crit Care Med. 2001;29:1215-21 pubmed
    ..This beneficial effect of ONO-1714 may be attributable, in part, to inhibition of diaphragmatic lipid peroxidation induced by nitric oxide-derived free radicals. ..
  34. Lykakis I, Zaravinos I, Raptis C, Stratakis M. Divergent synthesis of the co-isolated mycotoxins longianone, isopatulin, and (Z)-ascladiol via furan oxidation. J Org Chem. 2009;74:6339-42 pubmed publisher
    ..The route to isopatulin features a chemoenzymatic synthesis of (Z)-ascladiol, and the regioselective oxidation of (Z)-ascladiol to isopatulin with MnO(2). ..
  35. Takahashi M, Mutoh M, Shoji Y, Sato H, Kamanaka Y, Naka M, et al. Suppressive effect of an inducible nitric oxide inhibitor, ONO-1714, on AOM-induced rat colon carcinogenesis. Nitric Oxide. 2006;14:130-6 pubmed
    ..01). These results suggest that iNOS plays roles in both early and late stages of colon carcinogenesis. ..
  36. Xiao Y, Yang F, Li S, Gao J, Hu G, Lao S, et al. Furanodiene induces G2/M cell cycle arrest and apoptosis through MAPK signaling and mitochondria-caspase pathway in human hepatocellular carcinoma cells. Cancer Biol Ther. 2007;6:1044-50 pubmed
  37. Ruiz J, Afonso M, Palenzuela J. Synthesis of 2,5-disubstituted octahydroquinolin-4-ones via anintramolecular hetero Diels-Alder reaction. Molecules. 2007;12:194-204 pubmed
    ..The presence of an allylic stereogenic center induces some selectivity and thus only two cycloadducts are obtained in 70:30 ratio and good yield. ..
  38. Takahashi M, Kitahashi T, Ishigamori R, Mutoh M, Komiya M, Sato H, et al. Increased expression of inducible nitric oxide synthase (iNOS) in N-nitrosobis(2-oxopropyl)amine-induced hamster pancreatic carcinogenesis and prevention of cancer development by ONO-1714, an iNOS inhibitor. Carcinogenesis. 2008;29:1608-13 pubmed publisher
    ..Moreover, treatment with 200 p.p.m. ONO-1714 reduced the number of BOP-induced cholangiocellular tumors. These results suggest that iNOS plays roles in promoting pancreatic carcinogenesis in both early and late stages in hamsters. ..
  39. Lee S, Rho M, Nam J, Lim E, Kwon O, Kim Y, et al. Guineensine, an Acyl-CoA: cholesterol acyltransferase inhibitor, from the fruits of Piper longum. Planta Med. 2004;70:678-9 pubmed
    ..Its structure was identified by spectroscopic means (IR, UV, MS and NMR). Guineensine inhibited ACAT activity in a dose-dependent manner with an IC (50) value of 3.12 micro M. ..
  40. Clark R, Jahangir A, Alam M, Rocha C, Lin L, Bjorner B, et al. Identification of a 5-HT4 receptor antagonist clinical candidate through side-chain modification. Bioorg Med Chem Lett. 2005;15:1697-700 pubmed
  41. Tamayo A, Casabó J, Escriche L, Lodeiro C, Covelo B, Brondino C, et al. Color tuning of a nickel complex with a novel N2S2 pyridine-containing macrocyclic ligand. Inorg Chem. 2006;45:1140-9 pubmed
    ..X-ray structural analyses were carried out on the {[Ni(ClO4)(H2O)(L)][Ni(H2O)2(L)]}(ClO4)3, [Ni(CH3CN)(H2O)(L)](ClO4)2, [{Ni(L)}2(mu-Cl)2](ClO4)2, and [{Ni(L)}2(mu-Br)2]Br2 x 2 CH3NO2 complexes. ..
  42. Vinodkumar R, Vaidya S, Siva Kumar B, Bhise U, Bhirud S, Mashelkar U. Synthesis, anti-bacterial, anti-asthmatic and anti-diabetic activities of novel N-substituted-2-(4-phenylethynyl-phenyl)-1H-benzimidazoles and N-substituted 2[4-(4,4-dimethyl-thiochroman-6-yl-ethynyl)-phenyl)-1H-benzimidazoles. Eur J Med Chem. 2008;43:986-95 pubmed
    ..All the compounds synthesized were screened for their potential anti-bacterial, anti-asthmatic and anti-diabetic properties, which exhibited moderate activities in screening studies in vitro. ..
  43. Ryu C, Lee J. Synthesis and antifungal activity of 6-hydroxycinnolines. Bioorg Med Chem Lett. 2006;16:1850-3 pubmed
    ..6-Hydroxycinnolines 2 showed, in general, more potent antifungal activity against Candida species than the other cyclohexa-2,5-diene-1,4-diones. The results suggest that 6-hydroxycinnolines would be potent antifungal agents. ..
  44. Padwa A, Wang Q. Rhodium(I)-catalyzed nucleophilic ring-opening reactions of oxabicyclo adducts derived from the [4 + 2]-cycloaddition of 2-imido-substituted furans. J Org Chem. 2006;71:3210-20 pubmed
    ..Addition of the nucleophile then occurs from the least hindered terminus of the resulting pi-allyl rhodium(III) complex. Proton exchange followed by rhodium(I) decomplexation ultimately leads to the cis-diastereomer. ..
  45. Basak A, Mandal S, Kumar Das A, Bertolasi V. Benzene fused monocyclic enediynyl amides: synthesis, reactivity and DNA-cleavage activity in comparison to the corresponding sulfonamides. Bioorg Med Chem Lett. 2002;12:873-7 pubmed
    ..However, differential scanning calorimetry (DSC) measurements in the solid state and DNA-cleavage studies in aqueous buffer showed higher reactivity for the amides than the sulphonamides. ..
  46. Ueda S, Terauchi H, Yano A, Ido M, Matsumoto M, Kawasaki M. 4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor. Bioorg Med Chem Lett. 2004;14:313-6 pubmed
    ..Further modifications of this compound resulted in a remarkable increase in both the in vivo and in vitro inhibitory activity and selectivity for iNOS. ..
  47. McPhail K, Davies Coleman M. (3Z)-Bromofucin from a South African sea hare. Nat Prod Res. 2005;19:449-52 pubmed
    ..Standard spectroscopic methods were used to establish the structure of this compound. ..
  48. Snider B, Grabowski J. Total synthesis of (-)-senepodine G and (-)-cermizine C. J Org Chem. 2007;72:1039-42 pubmed
  49. Zhu Y, Wu C, Li H, Zou X, Si X, Hu F, et al. Design, synthesis, and quantitative structure-activity relationship study of herbicidal analogues of pyrazolo[5,1-d][1,2,3,5]tetrazin-4(3H)ones. J Agric Food Chem. 2007;55:1364-9 pubmed
    ..The optimal pi parameters for R1 and R4 for herbicidal activity are 0.72 and 0.68, respectively. In general, these compounds showed greater herbicidal activity toward B. campestris than E. crus-galli. ..
  50. Muehlebach M, Boeger M, Cederbaum F, Cornes D, Friedmann A, Glock J, et al. Aryldiones incorporating a [1,4,5]oxadiazepane ring. Part I: Discovery of the novel cereal herbicide pinoxaden. Bioorg Med Chem. 2009;17:4241-56 pubmed publisher
    ..Pinoxaden 6, a novel graminicide for use in wheat and barley incorporating a [1,4,5]oxadiazepane ring, eventually emerged as a development candidate from the discovery and optimization process. ..
  51. Mbaze L, Lado J, Wansi J, Shiao T, Chiozem D, Mesaik M, et al. Oxidative burst inhibitory and cytotoxic amides and lignans from the stem bark of Fagara heitzii (Rutaceae). Phytochemistry. 2009;70:1442-7 pubmed publisher
    ..All compounds exhibited a clear suppressive effect on phagocytosis response upon activation with serum opsonized zymosan at the range of IC(50)=2.0-6.5 microM, but no cytotoxic effect was observed (IC(50)>100 microM). ..
  52. Makara G, Ewing W, Ma Y, Wintner E. Synthesis of bicyclic pyrimidine derivatives as ATP analogues. J Org Chem. 2001;66:5783-9 pubmed
    ..Alternative reduction conditions with tin(II) chloride and structure-reactivity studies are discussed as well. ..
  53. Acharya A, Ostresh J, Houghten R. Novel approaches for the solid-phase synthesis of biheterocyclic dihydroimidazole analogues. J Comb Chem. 2002;4:214-22 pubmed
    ..Following cleavage, the resulting compounds, obtained in moderate yield and good purity, were characterized by LC-MS and 1H NMR and 13C NMR spectroscopy. ..
  54. Rageh N. Electronic spectra, solvatochromic behavior and acid-base properties of some azo cinnoline compounds. Spectrochim Acta A Mol Biomol Spectrosc. 2004;60:103-9 pubmed
    ..The acidity constants of the para nitro compound were determined from the spectra in aquous-methanolic solution of varying pH values. The effect of temperature on the longer wavelength visible band of p-NO(2) has been investigated. ..
  55. Nakashima S, Matsuyama Y, Yu Y, Katayama Y, Ito Z, Ishiguro N. Expression of GDNF in spinal cord injury and its repression by ONO-1714. Neuroreport. 2005;16:17-20 pubmed
    ..GDNF-positive cells were also counted after immunohistochemical stainings. ONO-1714 diminished the early stage production of GDNF after injury as well as it reduced the production of nitric oxide produced by iNOS and apoptotic cells. ..
  56. Gomtsyan A, Bayburt E, Schmidt R, Zheng G, Perner R, Didomenico S, et al. Novel transient receptor potential vanilloid 1 receptor antagonists for the treatment of pain: structure-activity relationships for ureas with quinoline, isoquinoline, quinazoline, phthalazine, quinoxaline, and cinnoline moieties. J Med Chem. 2005;48:744-52 pubmed
  57. Abe M, Hayashi Y, Murai A, Shibata K, Sakata N, Igarashi R, et al. Effects of inducible nitric oxide synthase inhibitors on asthma depending on administration schedule. Free Radic Biol Med. 2006;40:1083-95 pubmed
    ..Although iNOS inhibitors may be beneficial for asthma, repeated administration may be detrimental because of extensive reduction of NO and downregulation of SOD. ..
  58. Amagata T, Johnson T, Cichewicz R, Tenney K, Mooberry S, Media J, et al. Interrogating the bioactive pharmacophore of the latrunculin chemotype by investigating the metabolites of two taxonomically unrelated sponges. J Med Chem. 2008;51:7234-42 pubmed publisher
    ..Among the cytotoxic derivatives, compound 9 did not exhibit microfilament-disrupting activity at 5 microM. The implications of this observation and the value of further therapeutic study on key latrunculin derivatives are discussed. ..
  59. Mitrovic V, Seferovic P, Dodic S, Krotin M, Neskovic A, Dickstein K, et al. Cardio-renal effects of the A1 adenosine receptor antagonist SLV320 in patients with heart failure. Circ Heart Fail. 2009;2:523-31 pubmed publisher
    ..SLV320 might improve glomerular filtration rate while simultaneously promoting natriuresis and diuresis. Clinical Trial Registration- clinicaltrials.gov Indentifier: NCT00160134. ..
  60. Lunniss C, Eldred C, Aston N, Craven A, Gohil K, Judkins B, et al. Addressing species specific metabolism and solubility issues in a quinoline series of oral PDE4 inhibitors. Bioorg Med Chem Lett. 2010;20:137-40 pubmed publisher
    ..Additional SAR studies aimed at improving the solubility of 9 are also described. ..
  61. Sah A, Rao C, Saarenketo P, Kolehmainen E, Rissanen K. Synthesis, characterisation and crystal structures of Schiff bases from the reaction of 4,6-O-ethylidene-beta-D-glucopyranosylamine with substituted salicylaldehydes. Carbohydr Res. 2001;335:33-43 pubmed
    ..The compounds exhibited interesting lattice structures assisted through weak interactions of the type O-H...O and C-H...O. The lattice structure of one of these compounds exhibited channels filled with chloroform molecules. ..
  62. Klapars A, Parris S, Anderson K, Buchwald S. Synthesis of medium ring nitrogen heterocycles via a tandem copper-catalyzed C-N bond formation-ring-expansion process. J Am Chem Soc. 2004;126:3529-33 pubmed
    ..In some instances, the intermediate beta-lactam is observable but can be converted to the aza-heterocycle by catalysis. Acetic acid was found to be superior to transition metal complexes as a catalyst for this ring-expansion process. ..
  63. Zhou C, Yu W, Chan P, Che C. Ruthenium porphyrin catalyzed tandem sulfonium/ammonium ylide formation and [2,3]-sigmatropic rearrangement. A concise synthesis of (+/-)-platynecine. J Org Chem. 2004;69:7072-82 pubmed
    ..By employing [Ru(II)(TTP)(CO)] as catalyst, the cyclic ammonium ylide [2,3]-sigmatropic rearrangement reaction was successfully applied for the total synthesis of (+/-)-platynecine starting from cis-2-butenediol. ..
  64. Fujiwara H, Wada K, Hiraoka T, Hayashi T, Sugimoto T, Nakazumi H, et al. Stable metallic behavior and antiferromagnetic ordering of Fe(III) d spins in (EDO-TTFVO)2.FeCl4. J Am Chem Soc. 2005;127:14166-7 pubmed
  65. Miles J, Mitchell L, Percy J, Singh K, Uneyama E. Total syntheses of conformationally locked difluorinated pentopyranose analogues and a pentopyranosyl phosphate mimetic. J Org Chem. 2007;72:1575-87 pubmed
  66. Wachter M, Rüedi P. Synthesis and characterization of the enantiomerically pure cis- and trans-2,4-dioxa-3-fluoro-3-phosphadecalins as inhibitors of acetylcholinesterase. Chem Biodivers. 2009;6:283-94 pubmed publisher
    ..The inhibitors display pronounced stereoselectivity, and several of them are significantly stronger than diisopropyl fluorophosphate that is generally used as a potent standard. ..
  67. Mehta G, Roy S. Enantioselective total synthesis of (+)-eupenoxide and (+)-phomoxide: revision of structures and assignment of absolute configuration. Org Lett. 2004;6:2389-92 pubmed
    ..These synthetic studies necessitate the revision of the assigned stereostructures of the natural products and reveal their absolute configuration. ..
  68. Cohen M, Zhang C, Shokat K, Taunton J. Structural bioinformatics-based design of selective, irreversible kinase inhibitors. Science. 2005;308:1318-21 pubmed
    ..Thus, two amino acids that distinguish RSK from other protein kinases are sufficient to confer inhibitor sensitivity. ..
  69. Cheung K, Matthews T, James K, Rowlands M, Boxall K, Sharp S, et al. The identification, synthesis, protein crystal structure and in vitro biochemical evaluation of a new 3,4-diarylpyrazole class of Hsp90 inhibitors. Bioorg Med Chem Lett. 2005;15:3338-43 pubmed
    ..Some initial structure-activity relationships are discussed, as well as the crystal structure of CCT018159 bound to Hsp90. ..
  70. Evans P, Lai K, Sawyer J. Regio- and enantioselective intermolecular rhodium-catalyzed [2+2+2] carbocyclization reactions of 1,6-enynes with methyl arylpropiolates. J Am Chem Soc. 2005;127:12466-7 pubmed
    ..Additional studies on the development and application of this novel methodology to the total synthesis of natural products are currently underway. ..
  71. Sztanke K, Pasternak K, Rzymowska J, Sztanke M, Kandefer Szerszen M. Synthesis, structure elucidation and identification of antitumoural properties of novel fused 1,2,4-triazine aryl derivatives. Eur J Med Chem. 2008;43:1085-94 pubmed
    ..For these compounds the influence on the central nervous system of mice in behavioural tests was examined. Molecular structure for free base of the intermediate 4 was confirmed by (1)H-(1)H COSY, HMBC and HMQC correlations. ..
  72. Cheng G, Wang X, Su D, Liu H, Liu F, Hu Y. Preparation of enantiopure substituted piperidines containing 2-alkene or 2-alkyne chains: application to total syntheses of natural quinolizidine-alkaloids. J Org Chem. 2010;75:1911-6 pubmed publisher
  73. Besalú E, Ponec R, De Julián Ortiz J. Virtual generation of agents against Mycobacterium tuberculosis. A QSAR study. Mol Divers. 2003;6:107-20 pubmed
    ..Based on this prediction some new structures were proposed as especially promising candidates for active anti-tuberculotic drugs. ..
  74. Tominaga Y, Jorgensen W. General model for estimation of the inhibition of protein kinases using Monte Carlo simulations. J Med Chem. 2004;47:2534-49 pubmed
  75. Chen F, Peng C, Tsai I, Chen I. Antitubercular constituents from the stem wood of Cinnamomum kotoense. J Nat Prod. 2005;68:1318-23 pubmed
    ..The known butanolides, isoobtusilactone A (6) and lincomolide B (7), showed in vitro antitubercular activities with MIC values of 22.48 and 10.16 microM, respectively, against Mycobacterium tuberculosis 90-221387...
  76. Sharp S, Boxall K, Rowlands M, Prodromou C, Roe S, Maloney A, et al. In vitro biological characterization of a novel, synthetic diaryl pyrazole resorcinol class of heat shock protein 90 inhibitors. Cancer Res. 2007;67:2206-16 pubmed
    ..g., aqueous solubility, independence from NQO1 and P-glycoprotein). These compounds form the basis for further structure-based optimization to identify more potent inhibitors suitable for clinical development. ..
  77. Ma E, Wang X, Li Y, Sun X, Tai W, Li T, et al. Induction of apoptosis by furanodiene in HL60 leukemia cells through activation of TNFR1 signaling pathway. Cancer Lett. 2008;271:158-66 pubmed publisher
    ..Taken together, furanodiene could inhibit the growth of leukemia cells via induction of apoptosis, and TNFR1-mediated extrinsic apoptotic pathways explains furanodiene-induced apoptosis. ..
  78. Pattarawarapan M, Reyes S, Xia Z, Zaccaro M, Saragovi H, Burgess K. Selective formation of homo- and heterobivalent peptidomimetics. J Med Chem. 2003;46:3565-7 pubmed
    ..To illustrate the procedure, a series of bivalent peptidomimetics directed toward the Trk receptors were prepared and screened via fluorescent activated cell sorting scan assays. ..
  79. Zeng Y, Reddy D, Hirt E, AUBE J. Domino reactions that combine an azido-Schmidt ring expansion with the Diels-Alder reaction. Org Lett. 2004;6:4993-5 pubmed
    ..Alternatively, an azido ketone can be used provided the ketone is deactivated by its presence in an enone. ..
  80. Xu J. A structurally diverse heterocyclic library: a benzothiazepine-fused beta-lactam library derived from reaction of 2,3-dihydro-1,5-benzothiazepines and acyl chlorides: synthesis and stereochemistry. Mol Divers. 2005;9:45-9 pubmed
    ..Stereochemistry of 1H-azeto[2,1-d][1,5]benzothiazepin-1-ones in the reaction process is discussed. ..
  81. Garcia E, Lete E, Sotomayor N. Conjugate additions of sulfur-stabilized anions to unsaturated lactams. Synthesis of polyfunctionalized benzo[a]quinolizinone systems. J Org Chem. 2006;71:6776-84 pubmed
    ..The polyfunctionalized hexahydrobenzo[a]quinolizinone systems obtained could be further elaborated toward emetine-like structures. ..
  82. Li J, Li J, Li J, Trehan A, Wong H, Krishnananthan S, et al. A synthesis of N-bridged 5,6-bicylic pyridines via a mild cyclodehydration using the burgess reagent and discovery of a novel carbamylsulfonylation reaction. Org Lett. 2008;10:2897-900 pubmed publisher
    ..A novel addition product was observed between the resulting pyrrolo- or imidazopyridine and an additional equivalent of the Burgess reagent, producing the corresponding sulfonylcarbamate adduct. ..
  83. Kumar A, Maurya R, Saxena D. Diversity-oriented synthesis of benzimidazole, benzoxazole, benzothiazole and quinazolin-4(3H)-one libraries via potassium persulfate-CuSO4-mediated oxidative coupling reactions of aldehydes in aqueous micelles. Mol Divers. 2010;14:331-41 pubmed publisher
    ..Short reaction times, large-scale synthesis, excellent chemoselectivity, excellent yields, as well as environmental friendliness are the main advantages of this diversity-oriented synthesis. ..
  84. Liu L, Niu S, Lu X, Chen X, Zhang H, Guo L, et al. Unique metabolites of Pestalotiopsis fici suggest a biosynthetic hypothesis involving a Diels-Alder reaction and then mechanistic diversification. Chem Commun (Camb). 2010;46:460-2 pubmed publisher
  85. Chen H, Xu C, Liu D, An S, Tan R. Buddlin, a new compound from Buddleja asiatica. Fitoterapia. 2005;76:588-9 pubmed
    ..A new compound, named buddlin (1), was isolated from the whole plant of Buddleja asiatica. Its structure was elucidated from spectral evidence...
  86. El Omari K, Liekens S, Bird L, Balzarini J, Stammers D. Mutations distal to the substrate site can affect varicella zoster virus thymidine kinase activity: implications for drug design. Mol Pharmacol. 2006;69:1891-6 pubmed
    ..The work described here shows that distal mutations that affect the VZVTK active-site may help in the design of more selective substrates for gene suicide therapy or as anti-varicella zoster virus drugs. ..
  87. Turunen B, Georg G. Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons. J Am Chem Soc. 2006;128:8702-3 pubmed
    ..Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond making and bond breaking, thus changing the mode of addition. ..
  88. Davoren J, Martin S. Enantioselective synthesis and structure revision of solandelactone E. J Am Chem Soc. 2007;129:510-1 pubmed
  89. Ashton T, Baker S, Hutchinson S, Scammells P. N6-substituted C5'-modified adenosines as A1 adenosine receptor agonists. Bioorg Med Chem. 2008;16:1861-73 pubmed
    ..The known partial agonist, N6-cyclopentyl-5'-deoxy-5'-ethylthioadenosine (2), also behaved as a full agonist in our assay. ..
  90. Hewgley J, Stahl S, Kozlowski M. Mechanistic study of asymmetric oxidative biaryl coupling: evidence for self-processing of the copper catalyst to achieve control of oxidase vs oxygenase activity. J Am Chem Soc. 2008;130:12232-3 pubmed publisher
    ..The oxygenated substrate, NapHOX, serves as a cofactor that combines with the (N2)Cu complexes to achieve highly selective, steady-state oxidase reactivity (aerobic oxidative biaryl coupling). ..
  91. Corbett J, Pan S, Markwalder J, Cordova B, Klabe R, Garber S, et al. 3,3a-Dihydropyrano[4,3,2-de]quinazolin-2(1H)-ones are potent non-nucleoside reverse transcriptase inhibitors. Bioorg Med Chem Lett. 2001;11:211-4 pubmed
    ..6 nM against wild-type virus in a whole cell antiviral assay and had an IC90 = 76 and 897 nM against the clinically significant K103N and K103N/L100I mutant viruses, respectively. ..
  92. Cullis P, Fawcett J, Griffith G, Harger M, Lee M. Mechanism and stereochemistry of diphosphate formation from dioxaphosphorinanes: a critical reassessment. J Am Chem Soc. 2001;123:4147-54 pubmed
    ..The isomerization apparently involves intermolecular exchange, with nucleophilic attack of the phosphate anion 6 on the equatorially substituted phosphorus atom of 7b with inversion of configuration at phosphorus. ..