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Title 

New tricyclic geldanamycin analogues from an engineered strain of Streptomyces hygroscopicus JCM4427

Authors 

S S HongX F CaiB Y HwangH S LeeB N SuYoung-Soo HongD Lee

Publisher 

Elsevier

Issue Date 

2010

Citation 

Tetrahedron Letters, vol. 51, no. 2, pp. 351-353

Keywords 

Streptomyces hygroscopicusTricyclic geldanamycin analogues

Abstract 

Two tricyclic geldanamycin analogues, DHQ5 (1) and DHQ6 (2), were produced by a combinatorial mutant (AC15) contained a site-directed mutagenesis on the geldanamycin polyketide synthase (PKS) gene with inactivation of the post-PKS tailoring genes (gel7) of Streptomyces hygroscopicus JCM4427. The structural diversity of tricyclic geldanamycin analogues is due to the formation of unusual additional rings, which are formed by alkylation of the C-21 position by C-12 in DHQ5 (1) and by electrophilic addition of the C-15 hydroxyl group to the double bond (C-8-C-9), which leads to the migration of the double bond (to C-7-C-8) and the elimination of a carbamoyloxy group in DHQ6 (2).

ISSN 

0040-4039

Link 

http://dx.doi.org/10.1016/j.tetlet.2009.11.018

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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