Synthesis, characterization, anticancer, and antioxidant activity of some new thiazolidin-4-ones in MCF-7 cells

被引:0
|
作者
Arun M. Isloor
Dhanya Sunil
Prakash Shetty
Shridhar Malladi
K. S. R. Pai
Naseer Maliyakkl
机构
[1] National Institute of Technology,Medicinal Chemistry Laboratory, Department of Chemistry
[2] Manipal University,Department of Chemistry, Manipal Institute of Technology
[3] Manipal University,Department of Printing and Media Engineering, Manipal Institute of Technology
[4] Manipal University,Department of Pharmacology, Manipal College of Pharmaceutical Sciences
来源
关键词
Thiazolidin-4-one; Cytotoxicity; DNA fragmentation; Antioxidant activity;
D O I
暂无
中图分类号
学科分类号
摘要
There are limited studies centring on the potential of thiazolidin-4-ones as anticancer agents. In this study, a new series of 2-(3-substituted-1H-pyrazol-4-yl)-3-(3-substituted-5-sulfanyl-1,2,4-triazol-4-yl)-1,3-thiazolidin-4-one (4a–o) have been synthesized by cyclo-condensation reaction of 5-substituted-4-[(3-substituted-1H-pyrazol-4-ylmethylidene)amino]-2H-1,2,4-triazole-3-thione (3a–o) and thioglycolic acid. The structures of all the synthesized compounds were confirmed by elemental analysis, spectral techniques like IR, 1H NMR, and mass spectroscopy. Few compounds exhibited dose-dependent cytotoxic effect in MTT assay in human breast cancer (MCF-7) cells. Apoptotic degradation of DNA due to action of potent thiazolidin-4-ones was analysed by agarose gel electrophoresis and visualized by ethidium bromide staining (comet assay). A concentration-dependent increase in tail length and olive tail moment was observed when treated with thiazolidin-4-ones. In vitro antioxidant studies like DPPH and ABTS-free radical scavenging assays-indicated moderate activity of thiazolidin-4-ones.
引用
收藏
页码:758 / 767
页数:9
相关论文
共 50 条
  • [31] Studies on thiazolidin-4-ones .20. Synthesis and antimicrobial activity of 2-aryl-5H/methyl/carboxymethyl-3-[4-(3,4,5-trimethoxybenzamido)-benzoylamino]thiazolidin-4-ones
    Joshi, N
    Patel, P
    Parekh, H
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (08): : 867 - 870
  • [32] Synthesis of novel 3-allylseleno-6-alkylthiopyridazines: their anticancer activity against MCF-7 cells
    Chaewon Kim
    Saet-Byeul Kim
    Myung-Sook Park
    Archives of Pharmacal Research, 2014, 37 : 452 - 458
  • [33] Synthesis of novel 3-allylseleno-6-alkylthiopyridazines: their anticancer activity against MCF-7 cells
    Kim, Chaewon
    Kim, Saet-Byeul
    Park, Myung-Sook
    ARCHIVES OF PHARMACAL RESEARCH, 2014, 37 (04) : 452 - 458
  • [34] Anticancer activity of VmCT1 analogs against MCF-7 cells
    Pedron, Cibele Nicolaski
    Andrade, Gislaine Patricia
    Sato, Roseli Hiromi
    Torossian Torres, Marcelo Der
    Cerchiaro, Giselle
    Ribeiro, Anderson Orzari
    Oliveira, Vani Xavier, Jr.
    CHEMICAL BIOLOGY & DRUG DESIGN, 2018, 91 (02) : 588 - 596
  • [35] A CONVENIENT ONE-POT SYNTHESIS OF HEXAHYDROQUINOLINES AND THEIR EVALUATION OF ANTICANCER ACTIVITY AGAINST MCF-7 CELLS
    Jadhavar, Suresh C.
    Kasraliker, Hanmant M.
    Goswami, Santosh V.
    Bhusare, Sudhakar R.
    HETEROCYCLIC LETTERS, 2016, 6 (04): : 717 - 723
  • [36] Thiazolidin-4-ones from 4-(methylthio)benzaldehyde and 4-(methylsulfonyl)benzaldehyde: Synthesis, antiglioma activity and cytotoxicity
    Schuch da Silva, Daniel
    Hoffmann da Silva, Cesar Emiliano
    Pereira Soares, Mayara Sandrielly
    Hofstatter Azambuja, Juliana
    Rosa de Carvalho, Taise
    Cristiane Zimmer, Georgia
    Piccinin Frizzo, Clarissa
    Braganhol, Elizandra
    Spanevello, Roselia Maria
    Cunico, Wilson
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 124 : 574 - 582
  • [37] Anticancer Activity of Nerolidol Through Apoptosis on MCF-7 Human Breast Cells
    Fan, Yaping
    Gao, Jinfang
    Xin, Jian
    LATIN AMERICAN JOURNAL OF PHARMACY, 2023, 42 (04): : 942 - 948
  • [38] Ultrasound-Assisted Synthesis, Anticonvulsant Activity, and Docking Study of Indole-Appended Thiazolidin-4-ones
    Nikalje, Anna Pratima G.
    Shaikh, Sameer I.
    Mulay, Abhineet
    Khan, Firoz A. K.
    Sangshetti, Jaiprakash N.
    Shaikh, Shoaib
    ARCHIV DER PHARMAZIE, 2014, 347 (10) : 756 - 767
  • [39] Anticancer activity of novel benzimidazole derivatives against MCF-7 cancer cells
    Ozdemir, Aysun
    Uzunoglu, Sumeyye
    Caliskan, Burcu
    Banoglu, Erden
    Ark, Mustafa
    FASEB JOURNAL, 2017, 31
  • [40] Sulfonamide derivatives of thiazolidin-4-ones with anticonvulsant activity against two seizure models: synthesis and pharmacological evaluation
    Siddiqui, Nadeem
    Arshad, M. Faiz
    Khan, Suroor A.
    Ahsan, Waquar
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2010, 25 (04) : 485 - 491