Issue 4, 2008

Knipholone and related 4-phenylanthraquinones: structurally, pharmacologically, and biosynthetically remarkable natural products

Abstract

Covering: up to May 2008

This review gives the first comprehensive overview of the rapidly emerging young class of 4-phenylanthraquinones isolated from the three genera Bulbine, Bulbinella, and Kniphofia, all from the plant family Aphodelaceae: their occurrence, structural elucidation (with particular emphasis on the phenomenon of axial chirality), partial and total synthesis, their pharmacological (i.a., antimalarial and antitumoral) activities, and their biosynthetic origin (from acetate units). Particular emphasis is given to the stereostructure of knipholone, the most abundant of these naturally occurring phenylanthraquinones. The most recent highlight is the discovery of the first dimeric representatives, named joziknipholones, involving interesting phenomena of—partially or fully restricted—rotation at the sp2–sp2 and sp2–sp3 axes.

Graphical abstract: Knipholone and related 4-phenylanthraquinones: structurally, pharmacologically, and biosynthetically remarkable natural products

Article information

Article type
Review Article
Submitted
04 Mar 2008
First published
23 Jun 2008

Nat. Prod. Rep., 2008,25, 696-718

Knipholone and related 4-phenylanthraquinones: structurally, pharmacologically, and biosynthetically remarkable natural products

G. Bringmann, J. Mutanyatta-Comar, M. Knauer and B. M. Abegaz, Nat. Prod. Rep., 2008, 25, 696 DOI: 10.1039/B803784C

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