Synthesis of (Z)-5-(substituted benzylidene)-2-((substituted phenyl) amino)thiazol-4(5H)-one analogues with antitubercular activity

被引：8

作者：

Shelke, Rohini N. ^{[1
]}

Pansare, Dattatraya N. ^{[2
]}

Sarkate, Aniket P. ^{[3
]}

Karnik, Kshipra S. ^{[3
]}

Sarkate, Ajinkya P. ^{[4
]}

Shinde, Devanand B. ^{[5
]}

Thopate, Shankar R. ^{[1
]}

机构：

[1] Ahmednagar Coll, Prof John Barnabas Post Grad Sch Biol Studies, Dept Chem, Ahmednagar, India

[2] Deogiri Coll, Dept Chem, Aurangabad, Maharashtra, India

[3] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem Technol, Aurangabad 431004, Maharashtra, India

[4] Poona Coll Pharm, Dept Pharmaceut Chem, Pune, Maharashtra, India

[5] Shivaji Univ, Kolhapur, Maharashtra, India

来源：

JOURNAL OF TAIBAH UNIVERSITY FOR SCIENCE | 2019年 / 13卷 / 01期

关键词：

Synthesis; 4-thiazolidinone; Mycobacterium tuberculosis; hybrid; benzyl; cytotoxicity; ANTIMICROBIAL EVALUATION; MYCOBACTERIUM-TUBERCULOSIS; CONVENTIONAL SYNTHESIS; ANTIMALARIAL ACTIVITY; FACILE SYNTHESIS; DERIVATIVES; THIAZOLIDINONES; ANTIFUNGAL; INHIBITORS;

D O I：

10.1080/16583655.2019.1622846

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

We initiated a program to synthesize thiazolidinone derivatives as antitubercular agent by preparing hybrid molecules having the similar features of reported potent antitubercular agents. We desire to state the advancement and execution of a methodology allowing for the synthesis of some new (Z)-5-(substituted benzylidene)-2-((substituted phenyl) amino)thiazol-4(5H)-one analogues with antitubercular activity. A highly efficient protocol was developed for the synthesis with excellent yields as well as evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis MTB H37Ra and M. bovis BCG strains. Among these synthesized compounds 6a, 6c, 6e, 6f and 6i showed marginal antitubercular activity in the series along with no significant cytotoxicity against the MCF-7 and A549 human cancer cell lines. [GRAPHICS] .

引用

页码：678 / 686

页数：9

共 33 条

[1] Novel inhibitors of an emerging target in Mycobacterium tuberculosis;: Substituted thiazolidinones as inhibitors of dTDP-rhamnose synthesis
Babaoglu, K
Page, MA
Jones, VC
McNeil, MR
Dong, CJ
Naismith, JH
Lee, RE
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (19) : 3227 - 3230
[2] Bhat A.R., 1988, J INDIAN PHARM SCI, V50, P169
[3] Synthesis and preliminary evaluation of some pyrazine containing thiazolines and thiazolidinones as antimicrobial agents
Bonde, CG
Gaikwad, NJ
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (09) : 2151 - 2161
[4] New 6-phenylimidazo[2,1-b]thiazole derivatives:: Synthesis and antifungal activity
Çapan, G
Ulusoy, N
Ergenç, N
Kiraz, M
[J]. MONATSHEFTE FUR CHEMIE, 1999, 130 (11): : 1399 - 1407
[5] INVITRO EVALUATION OF CELL BIOMATERIAL INTERACTION BY MTT ASSAY
CIAPETTI, G
CENNI, E
PRATELLI, L
PIZZOFERRATO, A
[J]. BIOMATERIALS, 1993, 14 (05) : 359 - 364
[6] SYNTHESIS AND ANTIHISTAMINIC ACTIVITY OF SOME THIAZOLIDIN-4-ONES
DIURNO, MV
MAZZONI, O
PISCOPO, E
CALIGNANO, A
GIORDANO, F
BOLOGNESE, A
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (15) : 2910 - 2912
[7] Subunits of the Histone Chaperone CAF1 Also Mediate Assembly of Protamine-Based Chromatin
Doyen, Cecile M.
Moshkin, Yuri M.
Chalkley, Gillian E.
Bezstarosti, Karel
Demmers, Jeroen A. A.
Rathke, Christina
Renkawitz-Pohl, Renate
Verrijzer, C. Peter
[J]. CELL REPORTS, 2013, 4 (01): : 59 - 65
[8] GIRI S, 1990, Indian Journal of Pharmaceutical Sciences, V52, P108
[9] Synthesis and studies on some new fluorine containing triazolothiadiazines as possible antibacterial, antifungal and anticancer agents
Holla, B. Shivarama
Rao, B. Sooryanarayana
Sarojini, B. K.
Akberali, P. M.
Kumari, N. Suchetha
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (05) : 657 - 663
[10] New cyclohexylidenehydrazide and 4-aza-1-thiaspiro[4.5]decan-3-one derivatives of 3-phenyl-4(3H)-quinazolinones
Karali, N
Ilhan, E
Gursoy, A
Kiraz, M
[J]. FARMACO, 1998, 53 (05): : 346 - 349

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