Synthesis and biological evaluation of novel aryloxyacetic acid hydrazide derivatives as anticancer agents. Issue 17 (2nd September 2021)

• Record Type: Journal Article
• Authors: Şenkardeş, Sevil; Erdoğan, Ömer; Çevik, Özge; Küçükgüzel, Ş. Güniz
• Is Part Of: Synthetic communications. Volume 51:Issue 17(2021)
• Page Start: 2634
• Page End: 2643
• Publication Date: 2021-09-02
• Subjects: Anticancer activity -- caspase-3 -- cresol -- cytotoxicity -- hydrazone -- synthesis; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2021.1945105
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: In our continuing search for new anticancer agents, herein we report the synthesis of 2-(4-chloro-3-methylphenoxy)- N '-[(aryl)methylidene]acetohydrazides 3a–j and the evaluation of their anticancer activities on cell viability, morphological changes and caspase-3 activity in cancer cell lines including gastric cancer (MKN45), cervical cancer (HeLa) and breast cancer (MDA-MB-231) cells. 2-(4-chloro-3-methylphenoxy)- N '-[(4-phenylthiophen-2-yl)methylidene] acetohydrazide 3g presented the strongest growth inhibition against MKN45 gastric cancer cell lines with the IC50 value of 1.471 ± 0.23 μM. Moreover, compounds 3b and 3g showed high potency against the HeLa and MDA-MB-231 cell lines having IC50 in the range of 2.38–9.72 μM. These compounds are more selective for the tested human cancer cells than for the mouse fibroblast cell line (NIH/3T3). As a result of the studies conducted in order to understand the molecular mechanism, compounds 3b and 3g enhanced expression of the caspase-3 pro-apoptotic proteins levels besides caspase-3 gene. Graphical Abstract: UF0001