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Synthesis and Anticancer Activity of Some 1H-inden-1-one Substituted (Heteroaryl)Acetamide Derivatives

[ Vol. 16 , Issue. 2 ]

Author(s):

Ahmet Cagri Karaburun, Nalan Gundogdu-Karaburun*, Leyla Yurttas, Ismail Kayagil and Seref Demirayak   Pages 111 - 118 ( 8 )

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.

Keywords:

Anticancer activity, aurone analogue, benzothiazoleacetamide, 2, 3-dihydro-1H-inden-1-one, thiazoleacetamide, leukaemia.

Affiliation:

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Department of Chemistry, Faculty of Arts & Science, Mehmet Akif Ersoy University, 15030 Burdur, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Medipol University, Istanbul, 34083

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