Synthesis and Antimicrobial Activity of New Tetrahydro-Naphthalene-Thiazolidinedione and Thiohydantoine Derivatives

被引:14
作者
Ates-Alagoz, Zeynep [1 ]
Altanlar, Nurten [2 ]
Buyukbingol, Erdem [1 ]
机构
[1] Ankara Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey
[2] Dept Microbiol, TR-06100 Ankara, Turkey
关键词
TETRAHYDRONAPHTHALENE-BENZIMIDAZOLE DERIVATIVES; SUBSTITUTED THIAZOLIDINEDIONES; STAPHYLOCOCCUS-AUREUS;
D O I
10.1002/jhet.256
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As part of an ongoing program aimed at recognizing novel antioxidant, antimicrobial, and anticancer molecules, herein we report the synthesis and biological evaluation of imidazolidin-4-one and thiazolidine-2,4-dione derivatives as antimicrobial agents. These compounds were prepared from 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-carboxaldehyde and 3-substituted phenacyl-2,4-thiazolidinediones using Knoevenagel reaction. The structures of compounds were confirmed by H-1 NMR, mass spectral data, and elemental analyses. The molecules were evaluated for in vitro antimicrobial activity against methicillin-resistant Staphylococcus aureus (NMSA) (standard), methicillin-resistant Staphylococcus aureus (isolated), Staphylococcus aureus (SA), Escherichia coli (EC), Bacillus subtilis (BS), and Candida albicans (CA). Compounds 3(a-g) and compound 4 showed equal and/or greater antimicrobial activity against MRSA and EC than ampicillin and sultamicillin.
引用
收藏
页码:1375 / 1379
页数:5
相关论文
共 25 条
[1]  
ALBUQUERQUE JFC, 1995, PHARMAZIE, V50, P387
[2]   Synthesis and potent antimicrobial activities of some novel retinoidal monocationic benzimidazoles [J].
Ates-Alagöz, Z ;
Alp, M ;
Kus, C ;
Yildiz, S ;
Buyukbingöl, E ;
Göker, H .
ARCHIV DER PHARMAZIE, 2006, 339 (02) :74-80
[3]   Antimicrobial activities of some tetrahydronaphthalene-benzimidazole derivatives [J].
Ates-Alagoz, Zeynep ;
Yildiz, Sulhiye ;
Buyukbingo, Erdem .
CHEMOTHERAPY, 2007, 53 (02) :110-113
[4]  
Ates-Alayoz Z, 2001, HETEROCYCL COMMUN, V7, P455
[5]  
Ayhan-Kilcigil G, 2000, ARZNEIMITTEL-FORSCH, V50, P154
[6]   4-THIAZOLIDINONES [J].
BROWN, FC .
CHEMICAL REVIEWS, 1961, 61 (05) :463-521
[7]   Linezolid versus teicoplanin in the treatment of Gram-positive infections in the critically ill: a randomized, double-blind, multicentre study [J].
Cepeda, JA ;
Whitehouse, T ;
Cooper, B ;
Hails, J ;
Jones, K ;
Kwaku, F ;
Taylor, L ;
Hayman, S ;
Shaw, S ;
Kibbler, C ;
Shulman, R ;
Singer, M ;
Wilson, APR .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2004, 53 (02) :345-355
[8]   New directions in antibacterial research [J].
Chu, DTW ;
Plattner, JJ ;
Katz, L .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (20) :3853-3874
[9]  
DE L, 1994, ARZNEIM FORS DRUG RE, V44, P831
[10]   RETINOBENZOIC ACIDS .6. RETINOID ANTAGONISTS WITH A HETEROCYCLIC RING [J].
EYROLLES, L ;
KAGECHIKA, H ;
KAWACHI, E ;
FUKASAWA, H ;
IIJIMA, T ;
MATSUSHIMA, Y ;
HASHIMOTO, Y ;
SHUDO, K .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) :1508-1517