Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 17, Issue 1, Pages 311-318Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2008.10.069
Keywords
(R)-Goniothalamin; Cytotoxic activity; Conformationally constrained analogues; Cancer cell lines
Funding
- Biotechnology and Bioengineering Research Central Research Laboratories
- TUBITAK (The Scientific and Technological Research Council of Turkey) [105T429]
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(R)-Goniothalamin, is a member of styryl lactones, possesses selective cytotoxicity against cancer cell lines. In this work, replacement of styryl substituent with 2-naphthyl and 3-quinoyl gave new analogues which may have less conformational changes compared to the lead compound. Anti-proliferative tests indicated that 2-naphthyl substituted (R)-5,6-dihydro-2H-pyran-2-one has slightly better cytotoxicity than (R)-goniothalamin. To clarify the effect of 2-naphthyl substituent additional aryl substituted (R)-5,6-dihydro-2H-pyran-2-ones have been synthesized enantioselectively and tested against PC-3 and MCF-7 cell lines. (C) 2008 Elsevier Ltd. All rights reserved.
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