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
  • [41] Synthesis and antioxidant activity of some thiazolidin-4-one derivatives
    El Nezhawy, Ahmed O. H.
    Ramla, Mostafa M.
    Khalifa, Nagy M.
    Abdulla, Mohamed M.
    MONATSHEFTE FUR CHEMIE, 2009, 140 (05): : 531 - 539
  • [42] Two new cyclobutane derivatives of thiazolidin-4-ones: Synthesis, spectroscopic characterization, DFT quantum chemical calculations and determination of protonation constants
    Ekici, Oner
    Cukurovali, Alaaddin
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1322
  • [43] Synthesis and antioxidant activity of some thiazolidin-4-one derivatives
    Ahmed O. H. El Nezhawy
    Mostafa M. Ramla
    Nagy M. Khalifa
    Mohamed M. Abdulla
    Monatshefte für Chemie - Chemical Monthly, 2009, 140 : 531 - 539
  • [44] Synthesis, characterization and antibacterial activity of 2-[(substituted phenyl)]-3-[(2-methyl-4-thiazolyl)acetamido]-thiazolidin-4-ones
    Rao, GK
    Chakraborty, SP
    Pai, PNS
    Murty, MS
    ASIAN JOURNAL OF CHEMISTRY, 2005, 17 (03) : 2013 - 2015
  • [45] Synthesis, Characterization, Theoretical Study, Antioxidant Activity and in Vitro Cytotoxicity Study of Novel Formazan Derivatives Toward MCF-7 Cells
    Alqaraghuli, Hasanain Gomhor J.
    Kadhim, Zainab Y.
    Seewan, Ameena N.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2022, 65 (06): : 181 - 188
  • [46] Evaluation of the Anticancer Activity of Calcium Ions Introduced into Human Breast Adenocarcinoma Cells MCF-7/WT and MCF-7/DOX by Electroporation
    Biezunska-Kusiak, Katarzyna
    Kulbacka, Julita
    Choromanska, Anna
    Rembialkowska, Nina
    Michel, Olga
    Saczko, Jolanta
    PHARMACEUTICALS, 2023, 16 (06)
  • [47] Synthesis of Some New Heteroylhydrazono-1,3-thiazolidin-4-ones
    Hassan, Alaa A.
    Mohamed, Nasr K.
    Abd El-Haleem, Lamiaa E.
    Braese, Stefan
    Nieger, Martin
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (05) : 1368 - 1372
  • [48] Antioxidant and cytotoxic activity of isoindole compounds in breast cancer cells (MCF-7)
    Mesci, Seda
    Gul, Melek
    Eryilmaz, Serpil
    Lis, Tadeusz
    Szafert, Slawomir
    Yildirim, Tuba
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1217
  • [49] Triorganotin (IV) carboxylates as potential anticancer agents: Their synthesis, physiochemical characterization, and cytotoxic activity against HeLa and MCF-7 cancer cells
    Uddin, Noor
    Rashid, Faisal
    Haider, Ali
    Tirmizi, Syed Ahmed
    Raheel, Ahmad
    Imran, Muhammad
    Zaib, Sumera
    Diaconescu, Paula L.
    Iqbal, Jamshed
    Ali, Saqib
    APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (04)
  • [50] A new calcium 2,5-dihydroxybenzoate: Synthesis, characterization and antioxidant studies and stress mediated cytotoxity in MCF-7 cells
    Kalinowska, Monika
    Mazur, Liliana
    Jablonska-Trypuc, Agata
    Lewandowski, Wlodzimierz
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2018, 22 (06) : 742 - 756