Issue 9, 2018

Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications

Abstract

We present the first comprehensive and systematic review on the structurally diverse toco-chromanols and -chromenols found in photosynthetic organisms, including marine organisms, and as metabolic intermediates in animals. The focus of this work is on the structural diversity of chromanols and chromenols that result from various side chain modifications. We describe more than 230 structures that derive from a 6-hydroxy-chromanol- and 6-hydroxy-chromenol core, respectively, and comprise di-, sesqui-, mono- and hemiterpenes. We assort the compounds into a structure–activity relationship with special emphasis on anti-inflammatory and anti-carcinogenic activities of the congeners. This review covers the literature published from 1970 to 2017.

Graphical abstract: Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications

Supplementary files

Article information

Article type
Review Article
Submitted
09 Nov 2017
Accepted
18 Jan 2018
First published
26 Jan 2018
This article is Open Access
Creative Commons BY license

RSC Adv., 2018,8, 4803-4841

Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications

M. Birringer, K. Siems, A. Maxones, J. Frank and S. Lorkowski, RSC Adv., 2018, 8, 4803 DOI: 10.1039/C7RA11819H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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