Synthesis and anticancer activity of some 1H-inden-1-one substituted (Heteroaryl)acetamide derivatives

KARABURUN A. Ç., GÜNDOĞDU KARABURUN N., YURTTAŞ L., Kayagil I., Demirayak S.

Letters in Drug Design and Discovery, vol.16, no.2, pp.111-118, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 2
  • Publication Date: 2018
  • Doi Number: 10.2174/1570180815666180606081042
  • Journal Name: Letters in Drug Design and Discovery
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.111-118
  • Keywords: Anticancer activity, aurone analogue, benzothiazoleacetamide, 2,3-dihydro-1H-inden-1-one, thiazoleacetamide, leukaemia
  • Istanbul Medipol University Affiliated: Yes

Abstract

Background: The synthesis of 2-[3/4-((6-substituted-1-oxo-2,3-dihydro-1H-inden-2-ylidene)methyl)phenoxy]-N-(heteroaryl)acetamide derivatives and the investigation of their anticancer activity were studied. Methods: 2-(3/4-Hydroxybenzylidene)-6-substituted-2,3-dihydro-1H-inden-1-ones were reacted with suitable 2-chloroacetamides to give 2-[3/4-((6-substituted-1-oxo-2,3-dihydro-1H-inden-2-ylidene) methyl)phenoxy]-N-(heteroaryl)acetamide derivatives. Results: The structure elucidation of the newly synthesised 16 compounds was performed by IR, 1H-NMR, mass spectroscopic data and elemental analyses. The anticancer screening was carried out in National Cancer Institute (NCI), USA. Conclusion: Compound 3e (2-(3-((6-chloro-1-oxo-2,3-dihydro-1H-inden-2-ylidene)methyl)phenoxy)-N-(thiazol-2-yl)acetamide), exhibited highest growth inhibition against the leukaemia (61.47%), non-small cell lung cancer (79.31%) and breast cancer (62.82%) cell lines.