5-Hydroxy-seco-carotenoids from Pittosporum tobira

Phytochemistry. 2006 Oct;67(19):2120-5. doi: 10.1016/j.phytochem.2006.05.040. Epub 2006 Aug 1.

Abstract

Three 5-hydroxy-seco-carotenoids were isolated from seeds of Pittosporum tobira. These structures were determined to be (3S,3'S,5'?)-3,3'-di(tetradecanoyloxy)-5'-hydroxy-5,6,5',6'-diseco-beta,beta-carotene-5,6,6'-trione (1), (3S,5?,3'S,5'R,6'S,9'Z)-3-tetradecanoyloxy-5',6'-epoxy-5,3'-dihydroxy-5',6'-dihydro-5,6-seco-beta,beta-caroten-6-one (2), and (3S,5?,3'S,5'R,6'R)-3-tetradecanoyloxy-5,3',5'-trihydroxy-6',7'-didehydro-5',6'-dihydro-5,6-seco-beta,beta-caroten-6-one (3) based on analysis of UV-vis, IR, FAB MS, and NMR spectroscopic data.

MeSH terms

  • Carotenoids / chemistry*
  • Carotenoids / isolation & purification
  • Magnetic Resonance Spectroscopy / methods
  • Molecular Conformation
  • Molecular Structure
  • Rosales / chemistry*
  • Seeds / chemistry
  • Spectrometry, Mass, Fast Atom Bombardment / methods

Substances

  • (3S,3'S,5')-3,3'-di(tetradecanoyloxy)-5'-hydroxy-5,6,5',6'-diseco-beta,beta-carotene-5,6,6'-trione
  • Carotenoids