Synthesis of (E)-7-arylidene-5-(hydroxy(aryl)methyl)bicyclo[3.2.0] heptan-6-one derivatives as anti-cancer agents

Authors : Mustafa Ceylan, Bahar Zorlu, Ayşe Şahin Yağlioğlu, Nuray Akdoğan Üremiş, Meliha Burcu Gürdere, Meryem Keçeci Sarikaya, Yakup Budak

Pages : 149-156

Doi:10.54187/jnrs.1366848

View : 98 | Download : 117

Publication Date : 2023-12-31

Article Type : Research Paper

Abstract :7,7-Dichlorobicyclo [3.2.0]heptan-6-one was prepared by adding dichloroketene to cyclopentene. Reduction of 7,7-dichlorobicyclo[3.2.0]heptan-6-one with Zn in acetic acid afforded the bicyclo[3.2.0]heptan-6-one. (E)-7-Arylidene-5-(hydroxy(aryl)methyl)bicyclo [3.2.0]heptan-6-ones were synthesized by addition of related benzaldehydes to bicyclo[3.2.0]heptan-6-one. The anti-proliferative activities of synthesized compounds were elucidated against rat brain tumor (C6) and human cervical carcinoma cells (HeLa) cell lines. The most active compound was chloro derivative against C6 cell lines with IC50 = 2.45 μM value (5-FU, IC50 = 14.82 μM). Moreover, the most active compound was methyl derivative against HeLa cell lines with IC50 = 26.30 μM (5-FU, IC50 = 29.30 μM).
Keywords : α, β Unsaturated ketones, Anti proliferative activity, C6, HeLa, 5 Fu