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 Tyler, Merritt B. Andrus

Research output: Contribution to journalArticle

15 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)1198-1201
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number3
DOIs
StatePublished - Feb 1 2010
Externally publishedYes

Fingerprint

Melanoma
Esters
Cells
Cell Line
Stilbenes
Pancreatic Neoplasms
Acetates
resveratrol

Keywords

  • Anticancer activity
  • Gemcitabine
  • Heck coupling
  • Melanoma
  • Resveratrol
  • Stilbene

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry
  • Medicine(all)

Cite this

Synthesis of 4′-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines. / Wong, Yong; Osmond, Gregory; Brewer, Kenneth I.; Tyler, Douglas; Andrus, Merritt B.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 20, No. 3, 01.02.2010, p. 1198-1201.

Research output: Contribution to journalArticle

Wong, Yong ; Osmond, Gregory ; Brewer, Kenneth I. ; Tyler, Douglas ; Andrus, Merritt B. / Synthesis of 4′-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines. In: Bioorganic and Medicinal Chemistry Letters. 2010 ; Vol. 20, No. 3. pp. 1198-1201.
@article{26e20bc8983649b9a4d6701190c671aa,
title = "Synthesis of 4′-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines",
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.",
keywords = "Anticancer activity, Gemcitabine, Heck coupling, Melanoma, Resveratrol, Stilbene",
author = "Yong Wong and Gregory Osmond and Brewer, {Kenneth I.} and Douglas Tyler and Andrus, {Merritt B.}",
year = "2010",
month = "2",
day = "1",
doi = "10.1016/j.bmcl.2009.12.006",
language = "English (US)",
volume = "20",
pages = "1198--1201",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "3",

}

TY - JOUR

T1 - Synthesis of 4′-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines

AU - Wong, Yong

AU - Osmond, Gregory

AU - Brewer, Kenneth I.

AU - Tyler, Douglas

AU - Andrus, Merritt B.

PY - 2010/2/1

Y1 - 2010/2/1

N2 - 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.

AB - 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.

KW - Anticancer activity

KW - Gemcitabine

KW - Heck coupling

KW - Melanoma

KW - Resveratrol

KW - Stilbene

UR - http://www.scopus.com/inward/record.url?scp=74049165053&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=74049165053&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2009.12.006

DO - 10.1016/j.bmcl.2009.12.006

M3 - Article

VL - 20

SP - 1198

EP - 1201

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 3

ER -