Baker's yeast catalyzed one-pot synthesis of bioactive 2-[benzylidene(or pyrazol-4-ylmethylene) hydrazono]-1,3-thiazolidin-4-one-5-yl-acetic acids

被引：12
作者：
Chavan, Anusaya S. [1 ]
Kharat, Arun S. [2 ]
Bhosle, Manisha R. [1 ]
Mane, Ramrao A. [1 ]
机构：
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
[2] Dr Babasaheb Ambedkar Marathwada Univ, Dept Biotechnol, Sub Campus, Osmanabad, India
来源：
HETEROCYCLIC COMMUNICATIONS | 2018年 / 24卷 / 02期
关键词：
baker's yeast; 2-hydrazono-4-thiazolidinon-5-yl-acetic acids; one-pot multicomponent reaction; ultrasonication; ANTIMICROBIAL ACTIVITIES; DERIVATIVES; THIAZOLIDINONE; ANTICANCER; 2-HYDRAZOLYL-4-THIAZOLIDINONES; ULTRASONICATION; ANALOGS; LIPASE; AGENTS; CELLS;
D O I：
10.1515/hc-2017-0130
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and simple one-pot protocol has been developed for synthesis of substituted derivatives of 2-hydrazono-4-thiazolidinone-5-acetic acids 4a-j and 6a-g by cyclocondensation of aryl/pyrazolyl aldehyde, thiosemicarbazide and maleic anhydride in acetonitrile in the presence of readily available whole cell biocatalyst, baker's yeast (Saccharomyces cerevisiae). The reaction is enhanced by ultrasonication.
引用
收藏
页码：103 / 107
页数：5
相关论文
共 41 条
[1]  
Apar DK, 2008, CHEM BIOCHEM ENG Q, V22, P113
[2]   Saccharomyces cerevisiae catalyzed one pot synthesis of isoindolo[2,1-a]quinazoline performed under ultrasonication [J].
Avalani, Jemin R. ;
Patel, Devji S. ;
Raval, Dipak K. .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2013, 90 :70-75
[3]  
BHATT JJ, 1994, INDIAN J CHEM B, V33, P189
[4]   Synthesis and antihyperglycemic evaluation of new 2-hydrazolyl-4-thiazolidinone-5-carboxylic acids having pyrazolyl pharmacophores [J].
Bhosle, Manisha R. ;
Mali, Jyotirling R. ;
Pal, Savita ;
Srivastava, Arvind K. ;
Mane, Ramrao A. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (12) :2651-2654
[5]   Identification of the catalytic triad of the lipase/acyltransferase from Aeromonas hydrophila [J].
Brumlik, MJ ;
Buckley, JT .
JOURNAL OF BACTERIOLOGY, 1996, 178 (07) :2060-2064
[6]   Synthesis of 2-(5-((5-(4-chlorophenyl)furan-2-yl)methylene)-4-oxo-2-thioxo-thiazolidin-3-yl)acetic acid derivatives and evaluation of their cytotoxicity and induction of apoptosis in human leukemia cells [J].
Chandrappa, S. ;
Kavitha, C. V. ;
Shahabuddin, M. S. ;
Vinaya, K. ;
Kumar, C. S. Ananda ;
Ranganatha, S. R. ;
Raghavan, Sathees C. ;
Rangappa, K. S. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (06) :2576-2584
[7]   Treatment of health-care-associated infections caused by Gram-negative bacteria: a consensus statement [J].
Chopra, Ian ;
Schofield, Christopher ;
Everett, Martin ;
O'Neill, Alex ;
Miller, Keith ;
Wilcox, Mark ;
Frere, Jean-Marie ;
Dawson, Mike ;
Czapiewski, Lloyd ;
Urleb, Uros ;
Courvalin, Patrice .
LANCET INFECTIOUS DISEASES, 2008, 8 (02) :133-139
[8]   BAKERS-YEAST MEDIATED TRANSFORMATIONS IN ORGANIC-CHEMISTRY [J].
CSUK, R ;
GLANZER, BI .
CHEMICAL REVIEWS, 1991, 91 (01) :49-97
[9]   Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazonol-4-oxo-3-phenyl-5-thiazolidineacetic acids [J].
de Aquino, Thiago M. ;
Liesen, Andre P. ;
da Silva, Rosa E. A. ;
Lima, Vania T. ;
Carvalho, Cristiane S. ;
de Faria, Antnio R. ;
de Araujo, Janete M. ;
de Lima, Jose G. ;
Alves, Antonio J. ;
de Melo, Edesio J. T. ;
Goes, Alexandre J. S. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (01) :446-456
[10]   Synthesis, characterization and in vitro antimicrobial activity of novel 2-thioxo-4-thiazolidinones and 4,4′-bis (2-thioxo-4-thiazolidinone-3-yl)diphenylsulfones [J].
El-Gaby, Mohamed S. A. ;
Ali, Gameel A. M. El-Hag ;
El-Maghraby, Ahmed A. ;
El-Rahman, Mohamed T. Abd ;
Helal, Mohamed H. M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (10) :4148-4152
12345