Angucyclines: Biosynthesis, mode-of-action, new natural products, and synthesis.

Abstract:

:Covering: 1997 to 2010. The angucycline group is the largest group of type II PKS-engineered natural products, rich in biological activities and chemical scaffolds. This stimulated synthetic creativity and biosynthetic inquisitiveness. The synthetic studies used five different strategies, involving Diels-Alder reactions, nucleophilic additions, electrophilic additions, transition-metal mediated cross-couplings and intramolecular cyclizations to generate the angucycline frames. Biosynthetic studies were particularly intriguing when unusual framework rearrangements by post-PKS tailoring oxidoreductases occurred, or when unusual glycosylation reactions were involved in decorating the benz[a]anthracene-derived cores. This review follows our previous reviews, which were published in 1992 and 1997, and covers new angucycline group antibiotics published between 1997 and 2010. However, in contrast to the previous reviews, the main focus of this article is on new synthetic approaches and biosynthetic investigations, most of which were published between 1997 and 2010, but go beyond, e.g. for some biosyntheses all the way back to the 1980s, to provide the necessary context of information.

journal_name

Nat Prod Rep

journal_title

Natural product reports

authors

Kharel MK,Pahari P,Shepherd MD,Tibrewal N,Nybo SE,Shaaban KA,Rohr J

doi

10.1039/c1np00068c

subject

Has Abstract

pub_date

2012-02-01 00:00:00

pages

264-325

issue

2

eissn

0265-0568

issn

1460-4752

journal_volume

29

pub_type

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