Synthesis of 4'-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines

Yong Wong; Gregory Osmond; Kenneth I Brewer; Douglas S Tyler; Merritt B Andrus

doi:10.1016/j.bmcl.2009.12.006

Synthesis of 4'-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines

Bioorg Med Chem Lett. 2010 Feb 1;20(3):1198-201. doi: 10.1016/j.bmcl.2009.12.006. Epub 2009 Dec 5.

Authors

Yong Wong¹, Gregory Osmond, Kenneth I Brewer, Douglas S Tyler, Merritt B Andrus

Affiliation

¹ Department of Chemistry and Biochemistry, Brigham Young University, C100 BNSN, Provo, UT 84602, USA.

PMID: 20022501
DOI: 10.1016/j.bmcl.2009.12.006

Abstract

4'-Ester analogs of the disease preventative agent resveratrol were synthesized and evaluated for their potential as anti-melanoma and pancreatic cancer agents. A decarbonylative Heck coupling was used to assemble the protected stilbene core structure. The 4'-acetate and the palmitoate analogs demonstrated selective activity with DM443 and DM738 cells over normal NHDF cells.

Publication types

Comparative Study
Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / metabolism
Antineoplastic Agents / therapeutic use
Cell Line, Tumor
Dose-Response Relationship, Drug
Drug Resistance, Neoplasm*
Drug Screening Assays, Antitumor* / methods
Esters
HL-60 Cells
Humans
Melanoma / drug therapy*
Melanoma / metabolism
Melanoma / pathology
Pancreatic Neoplasms / drug therapy*
Pancreatic Neoplasms / metabolism
Pancreatic Neoplasms / pathology
Resveratrol
Stilbenes / chemical synthesis*
Stilbenes / metabolism
Stilbenes / therapeutic use
Structure-Activity Relationship

Substances

Antineoplastic Agents
Esters
Stilbenes
Resveratrol