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

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

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

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 language	English (US)
Pages (from-to)	1198-1201
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	20
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2009.12.006
State	Published - Feb 1 2010
Externally published	Yes

Keywords

Anticancer activity
Gemcitabine
Heck coupling
Melanoma
Resveratrol
Stilbene

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2009.12.006

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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 Tyler, {Douglas S.} and Andrus, {Merritt B.}",

note = "Funding Information: We are grateful for support provided by the Brigham Young University Cancer Research Center. This work was also supported by a Merit Review Grant to DST. ",

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doi = "10.1016/j.bmcl.2009.12.006",

language = "English (US)",

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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 S.

AU - Andrus, Merritt B.

N1 - Funding Information: We are grateful for support provided by the Brigham Young University Cancer Research Center. This work was also supported by a Merit Review Grant to DST.

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

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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