Synthesis and in vitro microbial activities of amides of pyridoquinolone

Medicinal Chemistry Research

Volumn 20, Issue 7, 2011, Pages 1054-1067

  Patel, Navin B ^a   Patel, Sarvil D ^a   Chauhan, Hiren I ^a  

^a VEER NARMAD SOUTH GUJARAT UNIVERSITY   (India)

Author keywords

Antimicrobial activity; Phenyl thioureas; Pyridoquinolone; Sulfonamides

Indexed keywords

6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBONYL CHLORIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID (SUBSTITUTEDPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID PHENYLAMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2 METHYLPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2 NITROPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2,5 DIMETHYLPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(3 CHLOROPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(3 METHYLPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(3 NITROPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 CHLOROPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 METHOXYPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 METHYLPHENYL)AMIDE; 6 CHLORO 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 NITROPHENYL)AMIDE; 6 CHLORO1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO[1,7]PHENANTHROLINE 3 CARBOXYLICACID; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBONYL CHLORIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID PHENYLAMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2 METHOXYPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2 METHYLPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(2 NITROPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(3 NITROPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 CHLOROPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 METHOXYPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO [1,7]PHENANTHROLINE 3 CARBOXYLICACID(PHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO[1,7]PHENANTHROLINE 3 CARBOXYLICACID(3-CHLOROPHENYL)AMIDE; 6 HYDROXY 1 (2 HYDROXYETHYL) 4 OXO 1,4 DIHYDRO[1,7]PHENANTHROLINE 3 CARBOXYLICACID(4 NITROPHENYL)AMIDE; AMIDE; PYRIDOQUINOLONE; QUINOLONE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; CANDIDA ALBICANS; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ESCHERICHIA COLI; IN VITRO STUDY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION;

EID: 80054717420     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-010-9443-x     Document Type: Article

References (22)

1. Bhanot SK, Singh M, Chatterjee NR (2001) The chemical and biological aspects of fluoroquinolone: Reality and dreams. Current Pharma Design 7:313-317
2. Bhusari KP, Amnerkar ND, Khedekar PB, Kale MK, Bhole RP (2008) Synthesis and invitro antimicrobial activity of some new 4-amino-N-(1,3-benzothiazol-2-yl) benzenesulphonamide derivatives. Asian J Res Chem 1:53-57
3. Briganti F, Scozzafava A, Supuran CT (1997) Sulfonylamido derivatives of aminoglutethimide and their copper(II) complexes: Anovel class of antifungal compounds. Eur J Med Chem 32: 901-910 (Pubitemid 27521034)
4. Bromidge SM, Clarke SE, King FD, Lovell PJ, Newman H, Riley G, Routledge C, Serafinowska HT, Smith DR, Thomas DR (2002) Bicyclic piperazinylbenzenesulphonamides are potent and selective 5-HT6 receptor antagonists. Bioorg Med Chem Lett 12: 1357-1360 (Pubitemid 34454812)
5. Brown GM (1962) Biosynthesis of folic acid. J Bio Chem 237:536-540
6. Collee GJ, Fraser GA, Marmion PB, Simmon A (1996) Practical medical microbiology. Churcill Livinstone, Edinburg, pp 163-174
7. Dannhardt G, Fiebich BL, Schweppenhäuser J (2002) COX-1/COX-2 inhibitors based on the methanone moiety. Eur J Med Chem 37:147-161. (Pubitemid 34164680)
8. Hirpara KV, Patel SP, Parikh KA, Bhimani AS, Parekh HH (2004) Preparation, characterisation and antimicrobial activities of some novel nitriles and imidazolines. J Sci Islamic Rep Iran 15(2):135-138
9. Kamal A, Ahmed SK, Reddy KS, Khan MA, Shetty R, Siddhardha B, Murthy USN, Khan IA, Kumar M, Sharma S, Ram AB (2007) Anti-tubercular agents. Part IV: Synthesis and antimycobacterial evaluation of nitroheterocyclic-based 1,2,4-benzothiadiazines. Bioorg Med Chem Lett 17:5419-5422 (Pubitemid 47393700)
10. Lee JK, Chang SJ (1994) Quinolone(II): Synthesis of Fluorosubstituted pyrido[3,2-h] quinolone derivatives as potential antibacterials. Korean J Med Chem 4(2):92-100
11. Lee JK, Chang SJ (1996) Quinolone(III): Synthesis of pyrido[2,3-h] quinolone and pyrido [2,3-g] quinolone-3 carboxilic acid derivatives as potential antibacterials. Bull Korean Chem Soc 17:90-93
12. Lee JK, Lee SH, Chang SJ (1992) New quinolones(I); Synthesis of new pyrido[3,2-h] quinoline derivatives and their antibacterial activity. Bull Korean Chem Soc 13(5):571-573
13. Li JJ, Anderson GD, Burton EG, Cogburn JN, Collins JT, Garland DJ, Gregory SA, Huang H, Isakson PC (1995) 1,2-Diarylcyclopentenes as selective Cyclooxygenase-2 Inhibitors and orally active anti-inflammatory agents. J Med Chem 38:4570-4578
14. Maruyama T, Seki N, Onda K, Suzuki T, Kawazoe S, Hayakawa M, Matsui T, Takasu T, Ohta M (2009) Discovery of novel thiourea derivatives as potent and selective b3-adrenergic receptor agonists. Bioorg Med Chem 17:5510-5519
15. Mitscher LA (2005) Bacterial topoisomerase inhibitors: Quinolone and pyridone antibacterial agents. Chem Rev 105:559-592 (Pubitemid 40351634)
16. Reddy NS, Mallireddigari MR, Stephen C, Kiranmai G, Stanley B, Reddy P, Reddy R (2004) Synthesis of new coumarin 3-(N-aryl) sulfonamides and their anticancer activity. Bioorg Med Chem Lett 14:4093-4097 (Pubitemid 38844428)
17. Selvam P, Chandramohan M, De Clercq E, Witvrouw M, Pannecouque C (2001) Synthesis and anti-HIV activity of 4-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene) amino]-N(4,6-dimethyl-2-pyrimidinyl)-benzene sulfonamide and its derivatives. Eur J Pharma Sci 14:313-316 (Pubitemid 33001623)
18. Supuran CT, Scozzafava A, Jurca BC, Ilies MA (1998) Carbonic anhydrase inhibitors Carbonic anhydrase inhibitors-part 49: Synthesis of substituted ureido and thioureido derivatives of aromatic/heterocyclic sulfonamides with increased affinities for isozyme. Eur J Med Chem 33:83-93 (Pubitemid 28152310)
19. Sycheva TP, Kiseleva ID, Shchukina MN (1966) The synthesis of compounds with potential antitubercular activity. Chem Hetero Com 2:526-528
20. Turan-Zitouni G, Sivaci DM, Kaplancikli ZA, Ozdemir A (2002) Synthesis and antimicrobial activity of some pyridinyliminothiazoline derivatives. Farmaco 57:569-572 (Pubitemid 34765750)
21. Venkatesh P, Pandeya SN (2009) Synthesis, characterisation and antiinflammatory activity of some 2-amino benzothiazole derivatives. Int J Chemtech Res 1:1354-1358
22. Yan Z, Cai X, Yang X, Song B, Chen Z, Bhadury P, Hu D, Jin L, Xue W, Lu P (2009) Synthesis and antiviral activities of chiral thiourea derivatives. Chin J Chem 27(3):593-601