An efficient synthetic strategy for obtaining 4-methoxy carbon isotope labeled combretastatin a-4 phosphate and other Z-combretastatins

George Pettit, Mathew D. Minardi, Fiona Hogan, Pat M. Price

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Human cancer and other clinical trials under development employing combretastatin A-4 phosphate (1b, CA4P) should benefit from the availability of a [11C]-labeled derivative for positron emission tomography (PET). In order to obtain a suitable precursor for addition of a [11C]methyl group at the penultimate step, several new synthetic pathways to CA4P were evaluated. Geometrical isomerization (Z to E) proved to be a challenge, but it was overcome by development of a new CA4P synthesis suitable for 4-methoxy isotope labeling.

Original languageEnglish (US)
Pages (from-to)399-403
Number of pages5
JournalJournal of Natural Products
Volume73
Issue number3
DOIs
StatePublished - Mar 26 2010

Fingerprint

Carbon Isotopes
Isotope Labeling
Positron emission tomography
Isomerization
Isotopes
Positron-Emission Tomography
Labeling
Phosphates
Clinical Trials
Availability
Derivatives
Neoplasms
combretastatin
fosbretabulin

ASJC Scopus subject areas

  • Complementary and alternative medicine
  • Molecular Medicine
  • Organic Chemistry
  • Analytical Chemistry
  • Pharmaceutical Science
  • Pharmacology
  • Drug Discovery

Cite this

An efficient synthetic strategy for obtaining 4-methoxy carbon isotope labeled combretastatin a-4 phosphate and other Z-combretastatins. / Pettit, George; Minardi, Mathew D.; Hogan, Fiona; Price, Pat M.

In: Journal of Natural Products, Vol. 73, No. 3, 26.03.2010, p. 399-403.

Research output: Contribution to journalArticle

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