Pterandric acid - its isolation, synthesis and stereochemistry

Muhammad A. Haleem, Simone CAPPELLARI, Anita J. Marsaioli, Beryl B. Sympson

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

Some plant families have a specialized type of pollination system, with floral lipid rewards for pollinators, which is common. In neotropical Malpighiaceae species like Pterandra pyroidea, this specialized type of pollination system is apparently shifting from floral oils/lipids to pollen reward. Mass spectrometric analysis (GC/MS-EI) indicated that P. pyroidea floral oil has a unique chemical composition, i.e., few fatty acid constituents possessing acetoxy groups at positions 5 and 7, which is distinct from the other floral oils of sympatric Malpighiaceae species. The structure of the major floral oil constituent, a novel fatty acid, anti-5,7-diacetoxydocosanoic acid, was confirmed based on synthesis, mass fragmentation, and 1H and 13C NMR analyses; the compound is herein named pterandric acid.

Original languageEnglish (US)
Pages (from-to)99-102
Number of pages4
JournalNatural Product Communications
Volume10
Issue number1
StatePublished - Jan 1 2015
Externally publishedYes

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Keywords

  • Byrsonic acid
  • Floral rewards
  • Long chain fatty acids
  • Malpighiaceae
  • Oil collecting bees
  • Pterandric acid

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Plant Science
  • Complementary and alternative medicine

Cite this

Haleem, M. A., CAPPELLARI, S., Marsaioli, A. J., & Sympson, B. B. (2015). Pterandric acid - its isolation, synthesis and stereochemistry. Natural Product Communications, 10(1), 99-102.