Synthesis and biological evaluation of new 4-thiazolidinone derivatives of flurbiprofen

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Suzgun P., ŞENKARDEŞ S., Gurboga M., BİNGÖL ÖZAKPINAR Ö., Kucukguzel S. G.

ORGANIC COMMUNICATIONS, vol.16, no.1, pp.11-23, 2023 (ESCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 1
  • Publication Date: 2023
  • Doi Number: 10.25135/acg.oc.144.2212.2653
  • Journal Name: ORGANIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus, Academic Search Premier, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.11-23
  • Keywords: Hydrazone, 4-thiazolidinone, MTT, antiproliferative activity, flurbiprofen, ANTIMICROBIAL ACTIVITY, HYDRAZIDE DERIVATIVES, ANTI-HCV, ANTICANCER, HYDRAZONES, PREDICTION, ETODOLAC, NS5B
  • Marmara University Affiliated: Yes

Abstract

In this study, the synthesis and characterization of 2-(2-fluorobiphenyl-4-yl)-N '-[(substituted methylene]propanehydrazides (3a-s) and 2-(2-fluoro-[1,1'-biphenyl]-4-yl)-N-(5-methyl-2-(substituted aryl)-4oxothiazolidin-3-yl)propanamides (4a-s) are described and also the antiproliferative effect of the compounds on HT 29, HeLa, A549 and MCF-7 cancer cell lines is investigated. Additionally, mouse embryonic fibroblast cells NIH3T3 were also evaluated to determine the selectivity. The results showed that the identified compounds did not cause any toxicity against NIH3T3 cell line. Moreover, N-(2-(3,5-Bis(trifluoromethyl)phenyl)-5-methyl-4-oxothiazolidin-3-yl)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanamide (4h) had the most growth inhibitory effect (55.97% inhibition) on HT-29 colorectal adenocarcinoma cell line. The results obtained from the study show that the compound 4h, which has no cytotoxic effect on normal cells, may be an alternative in the treatment of colon cancer.