Isolation of a Novel Carotenoid, OH-chlorobactene Glucoside Hexadecanoate, and Related Rare Carotenoids from Rhodococcus sp. CIP and Their Antioxidative Activities

Ayako OSAWA; Asami KASAHARA; Shoko MASTUOKA; Sören GASSEL; Gerhard SANDMANN; Kazutoshi SHINDO

doi:10.1271/bbb.110441

Organic Chemistry Regular Papers

Isolation of a Novel Carotenoid, OH-chlorobactene Glucoside Hexadecanoate, and Related Rare Carotenoids from Rhodococcus sp. CIP and Their Antioxidative Activities

Ayako OSAWA, Asami KASAHARA, Shoko MASTUOKA, Sören GASSEL, Gerhard SANDMANN, Kazutoshi SHINDO

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Keywords: OH-chlorobactene glucoside ester, antioxidative activity, Rhodococcus sp. CIP

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Supplementary material

2011 Volume 75 Issue 11 Pages 2142-2147

DOI https://doi.org/10.1271/bbb.110441

View "Advance Publication" version (November 7, 2011).

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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 (¹O₂) quenching model of these carotenoids showed potent antioxidative activities IC₅₀ 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).

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