Synthesis and Topoisomerase I inhibitory properties of klavuzon derivatives

Akcok I., Mete D., Sen A., Kasaplar P., KORKMAZ K. S. , Cagir A.

BIOORGANIC CHEMISTRY, vol.71, pp.275-284, 2017 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 71
  • Publication Date: 2017
  • Doi Number: 10.1016/j.bioorg.2017.02.012
  • Title of Journal : BIOORGANIC CHEMISTRY
  • Page Numbers: pp.275-284
  • Keywords: alpha,beta-Unsaturated delta-lactone, Klavuzon, Anti-proliferative activity, Topoisomerase I inhibition, HUMAN CANCER-CELLS, CYTOTOXIC ACTIVITY, GONIOTHALAMIN, CAMPTOTHECIN, INVOLVEMENT, MECHANISM, APOPTOSIS, CLEAVAGE, DRUGS, LINES


Klavuzon is a naphthalen-1-yl substituted alpha,beta-unsaturated delta-lactone derivative, and is one of the antiproliferative members of this class of compounds. Asymmetric and racemic syntheses of novel alpha,beta unsaturated delta-lactone derivatives are important to investigate their potential for the treatment of cancer. In this study, asymmetric and racemic syntheses of heteroatom-substituted klavuzon derivatives are reported. The syntheses were completed by a well-known three-step procedure. Anti-proliferative activity of seven novel racemic klavuzon derivatives were reported against MCF-7, PC3, HCT116 p53+/+ and HCT116 p53-/- cancer cell lines. Topoisomerase I inhibitory properties of 5,6-dihydro-2H-pyran-2-one derivatives were also studied. (C) 2017 Elsevier Inc. All rights reserved.