Synthesis and antimicrobial agents of thiazolidinone derivatives from benzocyclohepetenone

被引:7
作者
Jilla, Lavanya
Kolluri, Prashanth Kumar
Bujji, Sushmitha
J. P. Naikal, Subhashini [1 ,2 ]
机构
[1] Osmania Univ, Dept Chem, Univ Coll Sci, Hyderabad 500007, Telangana, India
[2] Osmania Univ, Univ Coll Technol, Hyderabad 500007, Telangana, India
关键词
BIOLOGICAL EVALUATION; 4-THIAZOLIDINONE; DESIGN; POTENT; ANTIBIOTICS;
D O I
10.1002/jhet.4117
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of benzosuberone coupled piperazin-1-yl thiazolidin-4-one derivatives6a-jwere synthesized from 3-(2-[9-chloro-2,3-dimethyl-6,7-dihydro-5H-benzo[7]annulen-8-yl]-4-oxothiazolidin-3-yl)propanoic acid (4) and substituted piperazines/secondary amines5a-jusing 1-hydroxy benzotriazole, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride and triethyl amine in good yields and their structures were characterized by(1)H NMR,C-13 NMR, IR, and Mass spectra. The newly synthesized compounds were evaluated for their antimicrobial activity against bacterial strains and a fungal strain. Compounds6fand6gwere indicated promising and broad spectrum antibacterial activity.
引用
收藏
页码:4078 / 4087
页数:10
相关论文
共 30 条
[1]   Novel antibacterial agents for the treatment of serious Gram-positive infections [J].
Abbanat, D ;
Macielag, M ;
Bush, K .
EXPERT OPINION ON INVESTIGATIONAL DRUGS, 2003, 12 (03) :379-399
[2]   Novel 2,4-dichlorophenoxy acetic acid substituted thiazolidin-4-ones as anti-inflammatory agents: Design, synthesis and biological screening [J].
Ali, Yakub ;
Alam, Mohammad Sarwar ;
Hamid, Hinna ;
Husain, Asif ;
Dhulap, Abhijeet ;
Bano, Sameena ;
Kharbanda, Chetna .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (04) :1017-1025
[3]  
Amsterdam D, 1996, ANTIBIOTICSIN LAB ME, P52
[4]   Synthesis and pharmacological screening of some novel antihypertensive agents possessing 5-Benzylidene-2-(phenylimino)-thiazolidin-4-one ring [J].
Bhalgat, Chetan M. ;
Darda, Pooja V. ;
Bothara, Kailash G. ;
Bhandari, Shashikant V. ;
Gandhi, Jotsna ;
Ramesh, B. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 76 :580-588
[5]   Synthesis, biological evaluation and quantitative structure-active relationships of 1,3-thiazolidin-4-one derivatives. A promising chemical scaffold endowed with high antifungal potency and low cytotoxicity [J].
Carradori, Simone ;
Bizzarri, Bruna ;
D'Ascenzio, Melissa ;
De Monte, Celeste ;
Grande, Rossella ;
Rivanera, Daniela ;
Zicari, Alessanda ;
Mari, Emanuela ;
Sabatino, Manuela ;
Patsilinakos, Alexandros ;
Ragno, Rino ;
Secci, Daniela .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 140 :274-292
[6]   Synthetic bicyclic iminosugar derivatives fused thiazolidin-4-one as new potential HIV-RT inhibitors [J].
Chen, Hua ;
Yang, Tianyu ;
Wei, Sinan ;
Zhang, Hongzhi ;
Li, Rui ;
Qin, Zhanbin ;
Li, Xiaoliu .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (23) :7041-7044
[7]   The enantioselective construction of chiral spirooxindole-based 4-thiazolidinone via asymmetric catalytic formal [3+2] annulation using a bifunctional catalyst [J].
Cheng, Ping ;
Guo, Wengang ;
Chen, Ping ;
Liu, Yan ;
Du, Xin ;
Li, Can .
CHEMICAL COMMUNICATIONS, 2016, 52 (16) :3418-3421
[8]   The future challenges facing the development of new antimicrobial drugs [J].
Coates, A ;
Hu, YM ;
Bax, R ;
Page, C .
NATURE REVIEWS DRUG DISCOVERY, 2002, 1 (11) :895-910
[9]   FAVELANONE, A NOVEL TETRACYCLIC CYCLOPROPANE DERIVATIVE FROM THE BRAZILIAN PLANT, CNIDOSCOLUS-PHYLLACANTHUS [J].
ENDO, Y ;
OHTA, T ;
NOZOE, S .
TETRAHEDRON LETTERS, 1991, 32 (40) :5555-5558
[10]   NOVEL 4-THIAZOLIDINONE DERIVATIVES AS AGONISTS OF BENZODIAZEPINE RECEPTORS: DESIGN, SYNTHESIS AND PHARMACOLOGICAL EVALUATION [J].
Faizi, Mehrdad ;
Jahani, Reza ;
Ebadi, Seyed Abbas ;
Tabatabai, Sayyed Abbas ;
Rezaee, Elham ;
Lotfaliei, Mehrnaz ;
Amini, Mohsen ;
Almasirad, Ali .
EXCLI JOURNAL, 2017, 16 :52-62