Synthesis and structure-activity relationship study of 2-(substituted benzylidene)-7-(4-fluorophenyl)-5-(furan-2-yl)-2H-thiazolo[3,2-a]pyrimidin-3(7H)-one derivatives as anticancer agents
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- Panneer Selvam Theivendran
- Department of Pharmaceutical Chemistry, PES's Rajaram and TarabaiBandekar College of Pharmacy
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- Karthick Viswanathen
- Department of Biotechnology, Acharya Nagarjuna University
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- Vijayaraj Kumar Palanirajan
- School of Pharmacy, UCSI (University College Sadaya International) University
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- Ashraf Ali Mohamed
- Institute for Research in Molecular Medicine (INFORM), University of Sains Malaysia
書誌事項
- タイトル別名
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- Synthesis and structure-activity relationship study of 2-(substituted benzylidene)-7-(4-fluorophenyl)-5-(furan-2-yl)-2<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidin-3(7<i>H</i>)-one derivatives as anticancer agents
- 公開日
- 2012
- 資源種別
- journal article
- DOI
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- 10.5582/ddt.2012.v6.4.198
- 公開者
- 特定非営利活動法人 バイオ＆ソーシャル・サイエンス推進国際研究交流会
この論文をさがす
説明
The synthesis and structure-activity relationship (SAR) study of a series of 2-(substituted benzylidene)-7-(4-fluorophenyl)-5-(furan-2-yl)-2H-thiazolo[3,2-a]pyrimidin-3(7H)-one (4a-4j) derivatives as anticancer agents are described. This series of thiazolopyrimidines were synthesized by the reaction of 7-(4-fluoro phenyl)-5-(furan-2-yl)-2H-thiazolo[3,2-a] pyrimidin-3(7H)-one (3) with appropriate substituted aldehydes in the presence of anhydrous sodium acetate and glacial acetic acid. Their structures were confirmed by IR, 1H-NMR, mass, and elemental analyses. These novel thiazolopyrimidine derivatives were screened for their anticancer activity on the U937 human histocytic lymphoma cell line by 3-(4,5-dimethyl thiazole-2-yl)-2,5-diphenyltetrazoliumbromide (MTT) assay. The comparison of anticancer activity of thiazolopyrimidine was performed considering their structures. This study was done using 2-(substituted benzylidene)-7-(4-fluorophenyl)-5-(furan-2-yl)-2Hthiazolo[3,2-a]pyrimidin-3(7H)-one (4a-4j) as a basic model, showing that i) presence of a hydrogen donor/acceptor domain [thiazolo[3,2-a]pyrimidin-3(7H)-one] on the thiazolopyrimidine ring; ii) presence of a hydrophobic [(4-fluorophenyl)] aryl ring system on the thiazolopyrimidine ring; iii) presence of an electron donor moiety [5-(furan-2-yl)] on the thiazolopyrimidine ring; iv) ortho and para substitution of the distal aryl ring [2-(substituted benzylidene)] function strongly influenced anticancer activity. Among these compounds (4a-4j) para substituted derivatives 4c, 4e, 4f, 4g, 4h, and 4j showed significant anticancer activity.
収録刊行物
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- Drug Discoveries & Therapeutics
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Drug Discoveries & Therapeutics 6 (4), 198-204, 2012
特定非営利活動法人 バイオ＆ソーシャル・サイエンス推進国際研究交流会
