Synthesis and biological evaluation of some 1,3,4-oxadiazole derivatives

被引:140
作者
Manjunatha, K. [1 ]
Poojary, Boja [1 ]
Lobo, Prajwal L. [1 ]
Fernandes, Jennifer [2 ]
Kumari, N. Suchetha [3 ]
机构
[1] Mangalore Univ, Dept Chem, Mangalagangothri 574199, Karnataka, India
[2] NGSM Coll Pharm, Dept Pharmachem, Derlakatte 574160, Karnataka, India
[3] KS Hegde Med Acad, Dept Biochem, Derlakatte 574162, Karnataka, India
关键词
1,3,4-Oxadiazol-2-thiones; Ibuprofen; 4-Methylthiophenyl; Antimicrobial activity; Anti-inflammatory activity; NONSTEROIDAL ANTIINFLAMMATORY DRUGS; ANTIMICROBIAL ACTIVITIES; CIPROFLOXACIN;
D O I
10.1016/j.ejmech.2010.08.039
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The acid hydrazides (2) derived from ibuprofen and 4-methylthiophenyl acetic acids have been subjected to cyclization with carbon disulphide under basic conditions to yield 1,3,4-oxadiazol-2-thiones (3) which on aminomethylation with formaldehyde and secondary amines afforded a series of Mannich bases (4 and 5). Purity of the compounds has been confirmed by TLC. Structures of these compounds were established on the basis of elemental analyses and spectral studies. The newly synthesized compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and antimicrobial activities. (C) 2010 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:5225 / 5233
页数:9
相关论文
共 34 条
[1]   GASTROINTESTINAL DAMAGE ASSOCIATED WITH THE USE OF NONSTEROIDAL ANTIINFLAMMATORY DRUGS [J].
ALLISON, MC ;
HOWATSON, AG ;
TORRANCE, CJ ;
LEE, FD ;
RUSSELL, RI .
NEW ENGLAND JOURNAL OF MEDICINE, 1992, 327 (11) :749-754
[2]   Synthesis and anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation activities of some new 2-[(2,6-dichloroanilino) phenyl]acetic acid derivatives [J].
Amir, M ;
Shikha, K .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (06) :535-545
[3]  
Arthington-Skaggs BA, 2000, J CLIN MICROBIOL, V38, P2254
[4]   Synthesis and antimicrobial evaluation of some new thiadiazinotriazinones carrying 4-methylthiobenzyl moiety [J].
Ashok, Mithun ;
Holla, B. Shivarama .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (07) :1599-1608
[5]  
Barry A., 1991, ANTIBIOTICS LAB MED
[6]  
BHATT JJ, 1994, INDIAN J CHEM B, V33, P189
[7]   ROLE OF DIRECT TISSUE CONTACT IN THE PRODUCTION OF GASTRO-INTESTINAL ULCERS BY ANTI-INFLAMMATORY DRUGS IN RATS [J].
CIOLI, V ;
ROSSI, V ;
PUTZOLU, S ;
BARCELLONA, PS ;
CORRADINO, C .
TOXICOLOGY AND APPLIED PHARMACOLOGY, 1979, 50 (02) :283-289
[8]   Ciprofloxacin - An updated review of its pharmacology, therapeutic efficacy and tolerability [J].
Davis, R ;
Markham, A ;
Balfour, JA .
DRUGS, 1996, 51 (06) :1019-1074
[9]  
EDDY NB, 1953, J PHARMACOL EXP THER, V107, P385
[10]   COMPARATIVE INVITRO ACTIVITIES OF CIPROFLOXACIN AND OTHER 4-QUINOLONES AGAINST MYCOBACTERIUM-TUBERCULOSIS AND MYCOBACTERIUM-INTRACELLULARE [J].
FENLON, CH ;
CYNAMON, MH .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1986, 29 (03) :386-388