Isolation of a novel carotenoid, OH-chlorobactene glucoside hexadecanoate, and related rare carotenoids from Rhodococcus sp. CIP and their antioxidative activities

Biosci Biotechnol Biochem. 2011;75(11):2142-7. doi: 10.1271/bbb.110441. Epub 2011 Nov 7.

Abstract

In the course of screening for antioxidative carotenoids from bacteria, we isolated and identified a novel carotenoid, OH-chlorobactene glucoside hexadecanoate (4), and rare carotenoids, OH-chlorobactene glucoside (1), OH-γ-carotene glucoside (2) and OH-4-keto-γ-carotene glucoside hexadecanoate (3) from Rhodococcus sp. CIP. The singlet oxygen ((1)O(2)) quenching model of these carotenoids showed potent antioxidative activities IC(50) 14.6 µM for OH-chlorobactene glucoside hexadecanoate (4), 6.5 µM for OH-chlorobactene glucoside (1), 9.9 µM for OH-γ-carotene glucoside (2) and 7.3 µM for OH-4-keto-γ-carotene glucoside hexadecanoate (3).

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology
  • Carotenoids / chemistry*
  • Carotenoids / isolation & purification
  • Carotenoids / pharmacology
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Inhibitory Concentration 50
  • Molecular Structure
  • Oxidative Stress
  • Palmitates / chemistry*
  • Palmitates / isolation & purification
  • Palmitates / pharmacology
  • Phylogeny
  • RNA, Ribosomal, 16S / genetics
  • Rhodococcus / chemistry*
  • Rhodococcus / classification
  • Singlet Oxygen / chemistry

Substances

  • Antioxidants
  • Glucosides
  • OH-chlorobactene glucoside
  • OH-chlorobactene glucoside hexadecanoate
  • OH-gamma-carotene glucoside
  • Palmitates
  • RNA, Ribosomal, 16S
  • Singlet Oxygen
  • Carotenoids