Isolation of β-Cryptoxanthin-epoxides, Precursors of Cryptocapsin and 3'-Deoxycapsanthin, from Red Mamey (Pouteria sapota)

J Agric Food Chem. 2015 Jul 8;63(26):6059-65. doi: 10.1021/acs.jafc.5b01936. Epub 2015 Jun 22.

Abstract

From an extract of red mamey (Pouteria sapota) β-cryptoxanthin-5,6-epoxide, β-cryptoxanthin-5',6'-epoxide, 3'-deoxycapsanthin, and cryptocapsin were isolated and characterized by UV-vis spectroscopy, electronic circular dichroism (ECD), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS). Epoxidation of β-cryptoxanthin delivered the β-(5'R,6'S)- and (5'S,6'R)-cryptoxanthin-5',6'-epoxides, which were identified by HPLC-ECD analysis. These carotenoids among others are quite common in the fruits of Central America, and as they are natural provitamins A, they should play an important role in the diet of the mostly vitamin A deficient population of this region.

Keywords: HPLC-ECD analysis; carotenoids; mamey; tropical fruit.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Capsaicin / chemistry*
  • Capsaicin / isolation & purification
  • Carotenoids / chemistry*
  • Carotenoids / isolation & purification
  • Circular Dichroism
  • Cryptoxanthins / chemistry*
  • Cryptoxanthins / isolation & purification
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / isolation & purification
  • Fruit / chemistry
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Pouteria / chemistry*

Substances

  • 3'-deoxycapsanthin
  • Cryptoxanthins
  • Epoxy Compounds
  • Plant Extracts
  • Carotenoids
  • Capsaicin