mannich bases

Summary

Summary: Ketonic amines prepared from the condensation of a ketone with formaldehyde and ammonia or a primary or secondary amine. A Mannich base can act as the equivalent of an alpha,beta unsaturated ketone in synthesis or can be reduced to form physiologically active amino alcohols.

Top Publications

  1. Kocabalkanli A, Ates O, Otuk G. Synthesis of Mannich bases of some 2,5-disubstituted 4-thiazolidinones and evaluation of their antimicrobial activities. Arch Pharm (Weinheim). 2001;334:35-9 pubmed
    ..5; 39; 156; and 78 micrograms/mL respectively) and compounds 5c and 5h against S. flexneri (MIC: both 312.5 micrograms/mL). The minimal inhibitory concentrations of these compounds were determined using the micro dilution method...
  2. Chipeleme A, Gut J, Rosenthal P, Chibale K. Synthesis and biological evaluation of phenolic Mannich bases of benzaldehyde and (thio)semicarbazone derivatives against the cysteine protease falcipain-2 and a chloroquine resistant strain of Plasmodium falciparum. Bioorg Med Chem. 2007;15:273-82 pubmed
    A targeted series of phenolic Mannich bases of benzaldehyde and (thio)semicarbazone derivatives were synthesized and evaluated in vitro against the malarial cysteine protease falcipain-2 and a chloroquine resistant strain (W2) of ..
  3. Gul H, Denizci A, Erciyas E. Antimicrobial evaluation of some Mannich bases of acetophenones and representative quaternary derivatives. Arzneimittelforschung. 2002;52:773-7 pubmed
    1-Aryl-3-dimethylamino-1-propanone hydrochlorides Ia-f (series I) as mono-Mannich bases bis(beta-aroylethyl)ethylamine hydrochlorides IIa, IIb, IId, IIe (series II) as bis-Mannich bases, 3-aroyl-4-aryl-1-ethyl-4-piperidinol ..
  4. Ivanova Y, Momekov G, Petrov O, Karaivanova M, Kalcheva V. Cytotoxic Mannich bases of 6-(3-aryl-2-propenoyl)-2(3H)-benzoxazolones. Eur J Med Chem. 2007;42:1382-7 pubmed
    A series of 12 new Mannich bases with chalcone core structure were synthesized as potential antineoplastic agents, via N-aminomethylation of two parent 6-(3-aryl-2-propenoyl)-2(3H)-benzoxazolones...
  5. Joshi S, Khosla N, Tiwari P. In vitro study of some medicinally important Mannich bases derived from antitubercular agent. Bioorg Med Chem. 2004;12:571-6 pubmed
    Biologically active Mannich bases with heteroaromatic ring system have been synthesised employing Mannich reaction of isonicotinyl hydrazide with various sulphonamides/secondary amines...
  6. Pandeya S, Sriram D, Nath G, De Clercq E. Synthesis and antimicrobial activity of Schiff and Mannich bases of isatin and its derivatives with pyrimidine. Farmaco. 1999;54:624-8 pubmed
    ..reacted with 4-(4'-chlorophenyl)-6-(4"-methyl phenyl)-2-aminopyrimidine to form Schiff bases and the N-Mannich bases of these compounds were synthesized by reacting them with formaldehyde and several secondary amines...
  7. Sridhar S, Saravanan M, Ramesh A. Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives. Eur J Med Chem. 2001;36:615-25 pubmed
    ..b>Mannich bases exhibited higher activity than the corresponding Schiff bases.
  8. Kaminski K, Obniska J, Chlebek I, Liana P, Pekala E. Synthesis and biological properties of new N-Mannich bases derived from 3-methyl-3-phenyl- and 3,3-dimethyl-succinimides. Part V. Eur J Med Chem. 2013;66:12-21 pubmed publisher
    ..Additionally, eleven 3-phenyl-3-methyl-pyrrolidine-2,5-diones as more promising in the anticonvulsant screening were evaluated in the Vibrio harveyi test to estimate their anti/mutagenic activity...
  9. Pandeya S, Sriram D, Nath G, Declercq E. Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4'-chlorophenyl)thiazol-2-yl] thiosemicarbazide. Eur J Pharm Sci. 1999;9:25-31 pubmed
    ..have been reacted with N-[4-(4'-chlorophenyl)thiazol-2-yl] thiosemicarbazide to form Schiff bases and the N-Mannich bases of these compounds were synthesized by reacting them with formaldehyde and three secondary amines...

More Information

Publications82

  1. Plech T, Wujec M, Siwek A, Kosikowska U, Malm A. Synthesis and antimicrobial activity of thiosemicarbazides, s-triazoles and their Mannich bases bearing 3-chlorophenyl moiety. Eur J Med Chem. 2011;46:241-8 pubmed publisher
    ..A series of new Mannich bases (23-33) related to the structure of 1,2,4-triazole has been also synthesized...
  2. Gul M, Gul H, Vepsalainen J, Erciyas E, Hanninen O. Effect of acetophenone derived Mannich bases on cellular glutathione level in Jurkat cells. A possible mechanism of action. Arzneimittelforschung. 2001;51:679-82 pubmed
    The effect of the acetophenone derived mono Mannich bases 1-3 and bis Mannich base 7 (bis derivative of compound 3) on cellular glutathione level was investigated in Jurkat cells...
  3. Wang B, Shi Y, Ma Y, Liu X, Li Y, Song H, et al. Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings. J Agric Food Chem. 2010;58:5515-22 pubmed publisher
    ..9 and 84.9%) as 6h and 7c, respectively...
  4. Stepkowski S, Kao J, Wang M, Tejpal N, Podder H, Furian L, et al. The Mannich base NC1153 promotes long-term allograft survival and spares the recipient from multiple toxicities. J Immunol. 2005;175:4236-46 pubmed
    ..In contrast to CsA, NC1153 was not metabolized by cytochrome P450 3A4. Thus, NC1153 prolongs allograft survival without several toxic effects associated with current immunosuppressive drugs...
  5. Isloor A, Kalluraya B, Shetty P. Regioselective reaction: synthesis, characterization and pharmacological studies of some new Mannich bases derived from 1,2,4-triazoles. Eur J Med Chem. 2009;44:3784-7 pubmed publisher
    ..These newly synthesized Schiff and Mannich bases were characterized by IR, (1)H NMR, mass spectral data and elemental analyses...
  6. Wenzel I, Wong P, Maes L, Müller T, Krauth Siegel R, Barrett M, et al. Unsaturated Mannich bases active against multidrug-resistant Trypanosoma brucei brucei strains. ChemMedChem. 2009;4:339-51 pubmed publisher
    A series of unsaturated Mannich bases possessing two electrophilic sites was recently identified as irreversible inhibitors of trypanothione reductase from Trypanosoma cruzi...
  7. Reddy M, Su C, Chiou W, Liu Y, Chen R, Bastow K, et al. Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents. Bioorg Med Chem. 2008;16:7358-70 pubmed publisher
    ..We synthesized Mannich bases of heterocyclic chalcones (9-47) using a one-step Claisen-Schmidt condensation of heterocyclic aldehydes with ..
  8. Shaw A, Chang C, Hsu M, Lu P, Yang C, Chen H, et al. Synthesis and structure-activity relationship study of 8-hydroxyquinoline-derived Mannich bases as anticancer agents. Eur J Med Chem. 2010;45:2860-7 pubmed publisher
    To continue our early study on the structural modifications of clioquinol, more 8-hydroxyquinoline-derived Mannich bases were synthesized and examined for growth-inhibitory effect...
  9. Almajan G, Barbuceanu S, Almajan E, Draghici C, Saramet G. Synthesis, characterization and antibacterial activity of some triazole Mannich bases carrying diphenylsulfone moieties. Eur J Med Chem. 2009;44:3083-9 pubmed publisher
    A series of Mannich bases of 4-substituted 5-[4-(4-X-phenylsulfonyl)phenyl]-2,4-dihydro-3H-1,2,4-triazole-3-thiones, X=H, Cl, Br, 3 and 5 were synthesized and characterized on the basis of IR, NMR and elemental analyses...
  10. Shivarama Holla B, Veerendra B, Shivananda M, Poojary B. Synthesis characterization and anticancer activity studies on some Mannich bases derived from 1,2,4-triazoles. Eur J Med Chem. 2003;38:759-67 pubmed
    ..Aminomethylation of compounds 3 with formaldehyde and various secondary amines furnished Mannich bases 4 and 5...
  11. Lorand T, Kocsis B, Sohár P, Nagy G, József P, Kispal G, et al. Synthesis and antibacterial activity of fused Mannich ketones. Eur J Med Chem. 2002;37:803-12 pubmed
    ..coli. In B. subtilis, the influence of a topological descriptor (first-order valence-connectivity index, XV1) was also revealed; however, other strains did not yield meaningful QSAR with the set of descriptors employed...
  12. Pandeya S, Yogeeswari P, Sriram D, De Clercq E, Pannecouque C, Witvrouw M. Synthesis and screening for anti-HIV activity of some N-Mannich bases of isatin derivatives. Chemotherapy. 1999;45:192-6 pubmed
    The effect of about 12 new compounds of Mannich bases of isatin against HIV-1 (IIIB) and HIV-2 (ROD) strains in MT 4 cells was studied. The screening method employed was MTT...
  13. Ali M, Shaharyar M. Oxadiazole mannich bases: synthesis and antimycobacterial activity. Bioorg Med Chem Lett. 2007;17:3314-6 pubmed
    A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against M...
  14. Reichwald C, Shimony O, Sacerdoti Sierra N, Jaffe C, Kunick C. A new Heck reaction modification using ketone Mannich bases as enone precursors: parallel synthesis of anti-leishmanial chalcones. Bioorg Med Chem Lett. 2008;18:1985-9 pubmed publisher
    A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors...
  15. Zhao Y, Wei W, Su Z, Ma G. Poly (ethylene glycol) prodrug for anthracyclines via N-Mannich base linker: design, synthesis and biological evaluation. Int J Pharm. 2009;379:90-9 pubmed publisher
    ..This high molecular prodrug was also found to be more efficacious against S-180 xenografted tumor than equivalent amount of doxorubicin...
  16. Lorand T, Kocsis B, Sohár P, Nagy G, Kispal G, Krane H, et al. Synthesis and antibacterial study of unsaturated Mannich ketones. Eur J Med Chem. 2001;36:705-17 pubmed
    ..60 nM mL(-1) for 18) and proved to be efficient antibacterial agents against the Gram-positive strains. Minimum inhibitory concentrations varied from 1.56 to 100 microg mL(-1). The mechanism of action was examined, too...
  17. Sridhar S, Pandeya S, Stables J, Ramesh A. Anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin derivatives. Eur J Pharm Sci. 2002;16:129-32 pubmed
    In the present study, anticonvulsant activity of hydrazones, Schiff and Mannich bases of isatin were evaluated by maximal electroshock method (MES) and metrazol-induced convulsions (MET) at 30, 100 and 300 mg/kg dose levels...
  18. Gul H, Ojanen T, Hanninen O. Antifungal evaluation of bis Mannich bases derived from acetophenones and their corresponding piperidinols and stability studies. Biol Pharm Bull. 2002;25:1307-10 pubmed
    ..The fact that some acetophenone-derived Mannich bases had shown antifungal activities in our previous studies led us to design and synthesize acetophenone-derived ..
  19. Manavathu E, Dimmock J, Vashishtha S, Chandrasekar P. Proton-pumping-ATPase-targeted antifungal activity of a novel conjugated styryl ketone. Antimicrob Agents Chemother. 1999;43:2950-9 pubmed
    ..Vanadate-inhibited hydrolysis of ATP by membrane fractions of C. albicans was completely inhibited by 50 microM NC1175, suggesting that the target of action of NC1175 in these fungi may include H(+)-ATPase...
  20. Bekircan O, Bektas H. Synthesis of Schiff and Mannich bases of isatin derivatives with 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-ones. Molecules. 2008;13:2126-35 pubmed
    ..Isatin and 5-chloroisatin were added to 3 to form Schiff bases 4 and N-Mannich bases 5 of these compounds were synthesized by reacting with formaldehyde and piperidine...
  21. Davioud Charvet E, McLeish M, Veine D, Giegel D, Arscott L, Andricopulo A, et al. Mechanism-based inactivation of thioredoxin reductase from Plasmodium falciparum by Mannich bases. Implication for cytotoxicity. Biochemistry. 2003;42:13319-30 pubmed
    ..The high-throughput screening of 350000 compounds has identified Mannich bases as a new class of TrxR mechanism-based inhibitors...
  22. Alam M, Nazreen S, Haider S, Shafi S, yar M, Hamid H, et al. Synthesis of some new s-alkylated 1,2,4-triazoles, their mannich bases and their biological activities. Arch Pharm (Weinheim). 2012;345:203-14 pubmed publisher
    ..Compounds containing nitro, chloro, bromo and fluoro group showing better activity. All the compounds from 7a, 7b and 7e were active against gram positive bacteria (S. aureus)...
  23. Pandeya S, Sriram D, Nath G, De Clercq E. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneimittelforschung. 2000;50:55-9 pubmed
    ..have been reacted with 3-(4'-pyridyl)-4-amino-5-mercapto-4-(H)-1,2,4-triazole to form Schiff bases and the N-Mannich bases of these compounds were synthesised by reacting them with formaldehyde and several secondary amines...
  24. Wenzel N, Chavain N, Wang Y, Friebolin W, Maes L, Pradines B, et al. Antimalarial versus cytotoxic properties of dual drugs derived from 4-aminoquinolines and Mannich bases: interaction with DNA. J Med Chem. 2010;53:3214-26 pubmed publisher
    ..A series of 4-aminoquinoline-based Mannich bases with variations in the aliphatic amino side chain were prepared via a three-steps synthesis...
  25. Pandeya S, Sriram D, Nath G, De Clercq E. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin derivatives with 3-amino-2-methylmercapto quinazolin-4(3H)-one. Pharm Acta Helv. 1999;74:11-7 pubmed
    ..5-bromo derivatives were added to 3-amino-2-methylmercapto quinazolin-4(3H)-one to form Schiff bases and the N-Mannich bases of these compounds were synthesized by reacting with formaldehyde and several secondary amines...
  26. Pandeya S, Sriram D, Nath G, De Clercq E. Synthesis, antibacterial, antifungal and anti-HIV activities of norfloxacin mannich bases. Eur J Med Chem. 2000;35:249-55 pubmed
    b>Mannich bases of norfloxacin were synthesized by reacting them with formaldehyde and several isatin derivatives. Their chemical structures have been confirmed by means of their IR, 1H-NMR data and by elemental analysis...
  27. Lee B, Bauer H, Melchers J, Ruppert T, Rattray L, Yardley V, et al. Irreversible inactivation of trypanothione reductase by unsaturated Mannich bases: a divinyl ketone as key intermediate. J Med Chem. 2005;48:7400-10 pubmed
    Trypanothione reductase is a flavoenzyme unique to trypanosomatid parasites. Here we show that unsaturated Mannich bases irreversibly inactivate trypanothione reductase from Trypanosoma cruzi, the causative agent of Chagas' disease...
  28. Yogeeswari P, Sriram D, Kavya R, Tiwari S. Synthesis and in-vitro cytotoxicity evaluation of gatifloxacin Mannich bases. Biomed Pharmacother. 2005;59:501-10 pubmed
    b>Mannich bases of gatifloxacin were synthesized by reacting them with formaldehyde and several isatin derivatives. Their chemical structures have been confirmed by means of their IR, 1H-NMR data and by elemental analysis...
  29. Dimmock J, Kandepu N, Das U, Zello G, Nienaber K. Antimycobacterial arylidenecyclohexanones and related Mannich bases. Pharmazie. 2004;59:502-5 pubmed
    Several series of 2-arylidenecyclohexanones and related Mannich bases as well as various 2,6-bis(arylidene)cyclohexanones were evaluated against Mycobacterium tuberculosis H37Rv. Using a concentration of 12...
  30. Pandeya S, Sriram D, Yogeeswari P, Ananthan S. Antituberculous activity of norfloxacin mannich bases with isatin derivatives. Chemotherapy. 2001;47:266-9 pubmed
    b>Mannich bases of norfloxacin were synthesized by reacting them with formaldehyde and several isatin derivatives. The compounds were evaluated in vitro against Mycobacterium tuberculosis H37R(v) at 12...
  31. Karthikeyan M, Prasad D, Poojary B, Subrahmanya Bhat K, Holla B, Kumari N. Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety. Bioorg Med Chem. 2006;14:7482-9 pubmed
    ..All newly synthesized compounds were screened for their antimicrobial activity. Compounds 3c, 4c, 4e and 4f exhibited promising antibacterial and compounds 3c, 5c, 5e and 5f showed good antifungal activity...
  32. Sistla A, Kertelj A, Shenoy N. Development of an intravenous formulation of SU010382 (prodrug of SU5416, an anti-angiogenesis agent). PDA J Pharm Sci Technol. 2008;62:200-10 pubmed
    ..The lyophilized formulation was stable for at least 6 months at 40 degrees C/75% relative humidity, reconstituted completely within 1 min, and was stable for at least 24 h at 25 degrees C following reconstitution. ..
  33. Li J, Liu G, Zhao X, Du J, Qu H, Chu W, et al. Formal synthesis of (±)-morphine. Chem Asian J. 2013;8:1105-9 pubmed publisher
    ..Asymmetric tandem alcoholysis/oxa-Michael addition was also feasible for the enantiocontrolled synthesis of morphine. ..
  34. Bolakatti G, Maddi V, Mamledesai S, Ronad P, Palkar M, Swamy S. Synthesis and evaluation of antiinflammatory and analgesic activities of a novel series of coumarin Mannich bases. Arzneimittelforschung. 2008;58:515-20 pubmed publisher
    A novel series of coumarinyl Mannich bases (3a-1) have been synthesized by reacting 3-acetyl coumarin (1) with various substituted secondary amines (2a-1) in presence of paraformaldehyde...
  35. Chen J, Lou J, Liu T, Wu R, Dong X, He Q, et al. Synthesis and in-vitro antitumor activities of some mannich bases of 9-alkyl-1,2,3,4-tetrahydrocarbazole-1-ones. Arch Pharm (Weinheim). 2009;342:165-72 pubmed publisher
    ..Preliminary mechanism research indicated that the most promising compound, 2-diethylaminomethyl-9-methyl-1,2,3,4-tetrahydrocarbazole-1-one 5c, exhibited a potential inhibitory effect against microtubule. ..
  36. Yin L, Kanai M, Shibasaki M. Nucleophile generation via decarboxylation: asymmetric construction of contiguous trisubstituted and quaternary stereocenters through a Cu(I)-catalyzed decarboxylative Mannich-type reaction. J Am Chem Soc. 2009;131:9610-1 pubmed publisher
    ..Therefore, this is a general catalytic asymmetric method for the synthesis of beta(2,2,3)-amino acid derivatives, a group of important chiral building blocks for pharmaceutical lead compounds. ..
  37. Dubs C, Hamashima Y, Sasamoto N, Seidel T, Suzuki S, Hashizume D, et al. Mechanistic studies on the catalytic asymmetric Mannich-type reaction with dihydroisoquinolines and development of oxidative Mannich-type reactions starting from tetrahydroisoquinolines. J Org Chem. 2008;73:5859-71 pubmed publisher
    ..This oxidation protocol was applicable to N-acryloyl-protected THIQs, allowing the efficient synthesis of optically active tetrahydrobenzo[a]quinolizidine derivatives via intramolecular Michael reaction. ..
  38. Uraguchi D, Koshimoto K, Ooi T. Flexible synthesis, structural determination, and synthetic application of a new C1-symmetric chiral ammonium betaine. Chem Commun (Camb). 2010;46:300-2 pubmed publisher
  39. Nithinchandra -, Kalluraya B, Aamir S, Shabaraya A. Regioselective reaction: synthesis, characterization and pharmacological activity of some new Mannich and Schiff bases containing sydnone. Eur J Med Chem. 2012;54:597-604 pubmed publisher
    ..The structures of Schiff bases (8) and Mannich bases (9) were characterized on the basis of IR, NMR, mass spectra1 data and elemental analysis...
  40. Maria K, Dimitra H, Maria G. Synthesis and anti-inflammatory activity of chalcones and related Mannich bases. Med Chem. 2008;4:586-96 pubmed
    Chalcones and Mannich bases have been reported to present antiinflammatory activities as well as inhibitory activities on several factors implicated in inflammation disorders...
  41. Jose G, Suresha Kumara T, Sowmya H, Sriram D, Guru Row T, Hosamani A, et al. Synthesis, molecular docking, antimycobacterial and antimicrobial evaluation of new pyrrolo[3,2-c]pyridine Mannich bases. Eur J Med Chem. 2017;131:275-288 pubmed publisher
    In this report, we describe the synthesis and biological evaluation of a new series of pyrrolo[3,2-c]pyridine Mannich bases (7a-v)...
  42. Harada S, Handa S, Matsunaga S, Shibasaki M. Direct catalytic asymmetric Mannich-type reactions of N-(2-hydroxyacetyl)pyrrole as an ester-equivalent donor. Angew Chem Int Ed Engl. 2005;44:4365-8 pubmed
  43. Issa S, Walchshofer N, Kassab I, Termoss H, Chamat S, Geahchan A, et al. Synthesis and antiproliferative activity of oxazinocarbazole and N,N-bis(carbazolylmethyl)amine derivatives. Eur J Med Chem. 2010;45:2567-77 pubmed publisher
    ..A dose-effect study between 12.5 and 100 microM sorted two compounds with a significant activity: 5t and 7e against leukemic cell lines CEM, Jurkat and Raji with IC50 values around 12 microM. ..
  44. Malhotra M, Sharma R, Sanduja M, Kumar R, Jain J, Deep A. Synthesis, characterization and evaluation of mannich bases as potent antifungal and hydrogen peroxide scavenging agents. Acta Pol Pharm. 2012;69:355-61 pubmed
    ..phenol (3) was synthesized and used as key intermediate for the synthesis of new Mannich bases. All the synthesized compounds were evaluated for their antifungal activity against three fungal strains ..
  45. Sriram D, Yogeeswari P, Meena K. Synthesis, anti-HIV and antitubercular activities of isatin derivatives. Pharmazie. 2006;61:274-7 pubmed
    ..1 microg/ml), and Mycobacterium tuberculosis (MIC: 1.22 microg/ml). ..
  46. Pirrung M, Pansare S. Trityl isothiocyanate support for solid-phase synthesis. J Comb Chem. 2001;3:90-6 pubmed
    ..A variety of thioureas [7] can be easily prepared by the reaction of [1] with amines. The supported thioureas are directly and efficiently converted to 2-aminothiazole-5-carboxylates [8] by reaction with methyl 2-chloroacetoacetate. ..
  47. Hernández Toribio J, Gómez Arrayás R, Carretero J. Direct Mannich reaction of glycinate Schiff bases with N-(8-quinolyl)sulfonyl imines: a catalytic asymmetric approach to anti-alpha,beta-diamino esters. J Am Chem Soc. 2008;130:16150-1 pubmed publisher
    ..A remarkable feature of this catalyst system is that it allows the construction of products with a tetrasubstituted carbon stereocenter at C-alpha in a highly diastereo- and enantiocontrolled manner. ..
  48. Kumbhare R, Vijay Kumar K, Janaki Ramaiah M, Dadmal T, Pushpavalli S, Mukhopadhyay D, et al. Synthesis and biological evaluation of novel Mannich bases of 2-arylimidazo[2,1-b]benzothiazoles as potential anti-cancer agents. Eur J Med Chem. 2011;46:4258-66 pubmed publisher
    A new series of Mannich bases of 2-arylimidazo[2,1-b]benzothiazoles were synthesized and evaluated for their anti-cancer activity. These compounds showed better cytotoxicity activity with IC(50) values ranging from 2.8 to 8...
  49. Zeng H, Li H, Shao H. One-pot three-component Mannich-type reactions using sulfamic acid catalyst under ultrasound irradiation. Ultrason Sonochem. 2009;16:758-62 pubmed publisher
    ..Most importantly, beta-aminocarbonyl compounds with ortho-substituted aromatic amines are obtained in acceptable to good yields by this methodology for the first time. ..
  50. Ji L, Long Q, Yang D, Xie J. Identification of mannich base as a novel inhibitor of Mycobacterium tuberculosis isocitrate by high-throughput screening. Int J Biol Sci. 2011;7:376-82 pubmed
    ..So, a new family of compound was first reported to inhibit the activity of Mycobacterium tuberculosis ICL. This family of compound might offer new avenue to explore better anti-tuberculosis and fungi drugs. ..
  51. Malinka W, Swiatek P. Indole Mannich bases and their antimycobacterial effect. Acta Pol Pharm. 2004;61:107-11 pubmed
    ..From the preliminary microbiological data it is possible to observe that a simple increasing of lipophilicity of the compounds tested to above logPcalc> or =3.8 significantly increases the potencies of their antitubercular action. ..
  52. Gul M, Atalay M, Gul H, Nakao C, Lappalainen J, Hanninen O. The effects of some Mannich bases on heat shock proteins HSC70 and GRP75, and thioredoxin and glutaredoxin levels in Jurkat cells. Toxicol In Vitro. 2005;19:573-80 pubmed
    b>Mannich bases interact with cellular thiols and inactivate thioredoxin reductase...
  53. Gökçe M, Bakir G, Sahin M, Kupeli E, Yesilada E. Synthesis of new Mannich bases of arylpyridazinones as analgesic and anti-inflammatory agents. Arzneimittelforschung. 2005;55:318-25 pubmed
    ..On the basis of the available data, the structure-activity relationship of the series of 2-[[4-(substituted-phenyl/benzyl)-1-piperazinyl]methyl]-6-(4-methoxyphenyl)-3(2H) pyridazinones is also discussed...
  54. Handa S, Gnanadesikan V, Matsunaga S, Shibasaki M. Heterobimetallic transition metal/rare earth metal bifunctional catalysis: a Cu/Sm/Schiff base complex for syn-selective catalytic asymmetric nitro-Mannich reaction. J Am Chem Soc. 2010;132:4925-34 pubmed publisher
    ..Catalytic asymmetric synthesis of nemonapride is also demonstrated using the catalyst derived from Sm(5)O(O-iPr)(13)...
  55. Noble A, Anderson J. Nitro-Mannich reaction. Chem Rev. 2013;113:2887-939 pubmed publisher
  56. El Gendy A, el Banna H. Synthesis and antihypertensive activity of certain Mannich Bases of 2-ethoxycarbonylindoles and 5H-pyridazin. Arch Pharm Res. 2001;24:21-6 pubmed
    This manuscript reports the synthesis of two series of Mannich Bases 3-12 and 21-40 obtained respectively by the reaction of either 2-ethoxycarbonylindoles 1-2 or 5H-pyridazino [4,5b]inoles 17-20 as a substrate with formalin and the ..
  57. Huczyński A, Rutkowski J, Borowicz I, Wietrzyk J, Maj E, Brzezinski B. One-pot synthesis and cytotoxicity studies of new Mannich base derivatives of polyether antibiotic--lasalocid acid. Bioorg Med Chem Lett. 2013;23:5053-6 pubmed publisher
    ..A novel chemoselective one-pot synthesis of these Mannich bases was developed...
  58. Larouche Gauthier R, Bélanger G. Synthesis of the tricyclic core of alkaloid securinol B using a cascade of Vilsmeier-Haack and Mannich cyclizations. Org Lett. 2008;10:4501-4 pubmed publisher
    ..This cascade of cyclizations constitutes a new synthetic strategy that was applied to the construction of the tricyclic core of alkaloid securinol B...
  59. Saraswathi M, Rohini R, Ranaprathapsingh -, Nayeem N. Report: synthesis and evaluation of mannich bases of Benzimidazo [1,2-c] quinazolin- 6(5h)-thione for antimicrobial activity. Pak J Pharm Sci. 2010;23:459-62 pubmed
    ..and secondary aliphatic amines, similarly treatment of (1) with different ketones afforded respective mannich bases (3 e-h). All derivatives synthesized were characterized from IR and 1HNMR spectral data's...
  60. Fustero S, Jimenez D, Sanz Cervera J, Sánchez Roselló M, Esteban E, Simón Fuentes A. Highly enantioselective synthesis of fluorinated gamma-amino alcohols through proline-catalyzed cross-Mannich reaction. Org Lett. 2005;7:3433-6 pubmed
    ..The applied strategy allows for the introduction of diversity into both the beta-fluoroalkyl and alpha-alkyl groups of these compounds. [reaction: see text]..
  61. Kumaria N, Dwivedi A, Maikhuri J, Gupta G, Habib S, Dhar J, et al. Substituted acrylophenones and related mannich bases as possible spermicides and inhibitors of HIV envelope glycoprotein-CD4 interaction. Eur J Med Chem. 2002;37:855-64 pubmed
    ..01% concentration. Compounds 2a, 2c, 3a, 4a and 4e also inhibited the interaction between recombinant HIV Env and CD4. Out of these, compound 2c was found to be most active...
  62. Mete E, Gul H, Bilginer S, Algul O, Topaloglu M, Gulluce M, et al. Synthesis and antifungal evaluation of 1-aryl-2-dimethyl- aminomethyl-2-propen-1-one hydrochlorides. Molecules. 2011;16:4660-71 pubmed publisher
    ..The fact that several acetophenone-derived Mannich bases had shown remarkable antifungal activities in our previous studies led us to design and synthesize some ..
  63. Görlitzer K, Gabriel B, Frohberg P, Wobst I, Drutkowski G, Wiesner J, et al. [Thieno[2,3-c]quinolines - synthesis and biological investigation]. Pharmazie. 2004;59:439-42 pubmed
    ..chloroquine analogue 7, whereas the amodiaquine and the cycloquine analogues 8 and 9 are obtained using phenol Mannich bases. The hydroxamic acid 4 has a moderate effect on eicosanoid biosynthesis in human whole blood...
  64. Saczewski J, Hinc K, Obuchowski M, Gdaniec M. The tandem Mannich-electrophilic amination reaction: a versatile platform for fluorescent probing and labeling. Chemistry. 2013;19:11531-5 pubmed publisher
  65. Obniska J, Kopytko M, Zagorska A, Chlebek I, Kaminski K. Synthesis and anticonvulsant properties of new Mannich bases derived from 3-aryl-pyrrolidine-2,5-diones. Part 1. Arch Pharm (Weinheim). 2010;343:333-41 pubmed publisher
    A series of new Mannich bases of N-[(4-arylpiperazin-1-yl)-methyl]-3-(chlorophenyl)-pyrrolidine-2,5-diones 10-23 have been synthesized and evaluated for their anticonvulsant activity in maximum electroshock (MES) and subcutaneous ..
  66. Gul H, Gul M, Vepsalainen J, Erciyas E, Hanninen O. Cytotoxicity of some azines of acetophenone derived mono-Mannich bases against Jurkat cells. Biol Pharm Bull. 2003;26:631-7 pubmed
    Acetophenone derived mono-Mannich bases (Ig1-Ig4), 1-aryl-3-amino-1-propanone hydrochlorides, which are known to have cytotoxicity in Jurkat cells, were synthesized...
  67. Li W, Song B, Bhadury P, Li L, Wang Z, Zhang X, et al. Chiral cinchona alkaloid-derived thiourea catalyst for enantioselective synthesis of novel ?-amino esters by Mannich reaction. Chirality. 2012;24:223-31 pubmed publisher
    ..A simultaneous activation of the two imine functionalities and malonate by the bifunctional chiral organocatalyst is proposed to account for the good yields (71-91%) and high enantiomeric excess (89.4-98.5%) under mild conditions...
  68. Lou S, Taoka B, Ting A, Schaus S. Asymmetric Mannich reactions of beta-keto esters with acyl imines catalyzed by cinchona alkaloids. J Am Chem Soc. 2005;127:11256-7 pubmed
    ..The cinchonine-catalyzed reaction provides access to highly functionalized building blocks used in the asymmetric synthesis of a dihydropyrimidone and beta-amino alcohol...
  69. Mazzei M, Nieddu E, Miele M, Balbi A, Ferrone M, Fermeglia M, et al. Activity of Mannich bases of 7-hydroxycoumarin against Flaviviridae. Bioorg Med Chem. 2008;16:2591-605 pubmed
    Some Mannich bases of 7-hydroxycoumarin (2) and their simple derivatives (3 and 4) were prepared and tested against viruses containing single-stranded, positive-sense RNA genomes (ssRNA(+))...
  70. Mete E, Gul H, Kazaz C. Synthesis of 1-Aryl-3-phenethylamino-1-propanone hydrochlorides as possible potent cytotoxic agents. Molecules. 2007;12:2579-88 pubmed
    ..This study may serve as a guide for the conditions of the reactions to synthesizecompounds having similar chemical structures...
  71. Gul M, Gul H, Das U, Hanninen O. Biological evaluation and structure-activity relationships of bis-(3-aryl-3-oxo-propyl)-methylamine hydrochlorides and 4-aryl-3-arylcarbonyl-1-methyl-4-piperidinol hydrochlorides as potential cytotoxic agents and their alkylating ability towards cell. Arzneimittelforschung. 2005;55:332-7 pubmed
    ..Among the series 1 (bis-Mannich bases) and 3 (corresponding piperidinols), compounds la, 1c and 1e showed cytotoxic potency which was approximately ..
  72. Joshi S, Manikpuri A, Tiwari P. Synthesis and biological study of medicinally important Mannich bases derived from 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a pentahydroxy naphthacene carboxamide. Bioorg Med Chem Lett. 2007;17:645-8 pubmed
    The paper describes synthesis and antibacterial study of biologically active Mannich bases of carboxamide derivative employing Mannich reaction of 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a pentahydroxy naphthacene ..
  73. Jesudason E, Sridhar S, Malar E, Shanmugapandiyan P, Inayathullah M, Arul V, et al. Synthesis, pharmacological screening, quantum chemical and in vitro permeability studies of N-Mannich bases of benzimidazoles through bovine cornea. Eur J Med Chem. 2009;44:2307-12 pubmed publisher
    A novel series of N-Mannich bases of benzimidazole derivatives were synthesized and characterized by (1)H NMR, IR spectral studies and elemental analysis. The compounds were screened for analgesic and anti-inflammatory activity...