Literature DB >> 11827031

Bisabosquals, novel squalene synthase inhibitors. II. Physico-chemical properties and structure elucidation.

K Minagawa1, S Kouzuki, K Nomura, Y Kawamura, H Tani, Y Terui, H Nakai, T Kamigauchi.   

Abstract

The squalene synthase inhibitor bisabosqual A was isolated from the culture broth of Stachybotrys sp. RF-7260, and its structure was determined on the basis of spectroscopic methods including detailed 2D NMR analyses. The structures of bisabosquals B, C and D isolated from Stachybotrys ruwenzoriensis RF-6853 were determined by spectroscopic methods and chemical reactions. The absolute stereochemistry of bisabosquals A, B and D was determined by X-ray crystallographic analysis. They have novel cis-fused tetracyclic structures with a bisabolane-type sesquiterpene and phenol moieties.

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Year:  2001        PMID: 11827031     DOI: 10.7164/antibiotics.54.896

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


  5 in total

1.  Enantioselective inhibition of squalene synthase by aziridine analogues of presqualene diphosphate.

Authors:  Ali Koohang; Jessica L Bailey; Robert M Coates; Hans K Erickson; David Owen; C Dale Poulter
Journal:  J Org Chem       Date:  2010-07-16       Impact factor: 4.354

2.  Synthesis of the alkenyl-substituted tetracyclic core of the bisabosquals.

Authors:  Jingye Zhou; Mercedes Lobera; Bobbianna J Neubert-Langille; Barry B Snider
Journal:  Tetrahedron       Date:  2007-10-01       Impact factor: 2.457

3.  Total synthesis of (±)-bisabosqual A.

Authors:  Christopher W am Ende; Zhou Zhou; Kathlyn A Parker
Journal:  J Am Chem Soc       Date:  2012-12-28       Impact factor: 15.419

4.  Three-component three-bond forming cascade via palladium photoredox catalysis.

Authors:  Peter Bellotti; Maximilian Koy; Christian Gutheil; Steffen Heuvel; Frank Glorius
Journal:  Chem Sci       Date:  2020-12-07       Impact factor: 9.825

5.  New Bisabosquals from Stachybotrys sp. PH30583 Elicited on Solid Media.

Authors:  Bao-Hui Ruan; Shu-Quan Li; Xue-Qiong Yang; Ya-Bin Yang; Ya-Mei Wu; Li-Jiao Shi; Hai-Yue Yin; Hao Zhou; Zhong-Tao Ding
Journal:  Molecules       Date:  2018-06-29       Impact factor: 4.411

  5 in total

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