Literature DB >> 1624367

The squalestatins, novel inhibitors of squalene synthase produced by a species of Phoma. II. Structure elucidation.

P J Sidebottom1, R M Highcock, S J Lane, P A Procopiou, N S Watson.   

Abstract

Three novel fungal metabolites 1-3 isolated from cultures of a Phoma sp. C2932, are potent and selective inhibitors of squalene synthase. Their structures have been determined by a combination of spectroscopic, X-ray crystallographic and chemical methods; these natural products incorporate the highly functionalised bicyclic core, [1S-(1 alpha, 3 alpha, 4 beta, 5 alpha, 6 alpha, 7 beta]-4,6,7-trihydroxy- 2,8-dioxabicyclo-[3.2.1]octane-3,4,5-tricarboxylic acid.

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Year:  1992        PMID： 1624367     DOI： 10.7164/antibiotics.45.648

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN： 0021-8820            Impact factor:   2.649


  5 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  Squalestatin is an inhibitor of carotenoid biosynthesis in Plasmodium falciparum.

Authors:  Heloisa B Gabriel; Marcia F Silva; Emília A Kimura; Gerhard Wunderlich; Alejandro M Katzin; Mauro F Azevedo
Journal:  Antimicrob Agents Chemother       Date:  2015-03-16       Impact factor: 5.191

3.  Enantiospecific total synthesis of the squalene synthase inhibitors (-)-CJ-13,982 and its enantiomer from a common intermediate.

Authors:  Dayna Sturgess; Zongjia Chen; Jonathan M White; Mark A Rizzacasa
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

4.  Zaragozic acids: a family of fungal metabolites that are picomolar competitive inhibitors of squalene synthase.

Authors:  J D Bergstrom; M M Kurtz; D J Rew; A M Amend; J D Karkas; R G Bostedor; V S Bansal; C Dufresne; F L VanMiddlesworth; O D Hensens
Journal:  Proc Natl Acad Sci U S A       Date:  1993-01-01       Impact factor: 11.205

5.  Substrate selectivity of an isolated enoyl reductase catalytic domain from an iterative highly reducing fungal polyketide synthase reveals key components of programming.

Authors:  Douglas M Roberts; Christoph Bartel; Alan Scott; David Ivison; Thomas J Simpson; Russell J Cox
Journal:  Chem Sci       Date:  2016-09-26       Impact factor: 9.825
  5 in total

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