Literature DB >> 16524258

Cyanosporasides A and B, chloro- and cyano-cyclopenta[a]indene glycosides from the marine actinomycete "Salinispora pacifica".

Dong-Chan Oh1, Philip G Williams, Christopher A Kauffman, Paul R Jensen, William Fenical.   

Abstract

[structure: see text] Two structurally novel cyclopenta[a]indene glycosides, cyanosporasides A and B (1 and 2) have been isolated from the culture broth of a new species of the obligate marine actinomycete genus Salinispora. The structures and absolute stereochemistries of these compounds were determined by spectral and chemical methods. The cyanosporasides possess a new 3-keto-pyranohexose sugar as well as a cyano- and chloro-substituted cyclopenta[a]indene ring system. The cyanosporasides are proposed to be cyclization products of an enediyne precursor.

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Year:  2006        PMID: 16524258     DOI: 10.1021/ol052686b

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  33 in total

Review 1.  Salinosporamide natural products: Potent 20 S proteasome inhibitors as promising cancer chemotherapeutics.

Authors:  Tobias A M Gulder; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-03       Impact factor: 15.336

2.  Genome neighborhood network reveals insights into enediyne biosynthesis and facilitates prediction and prioritization for discovery.

Authors:  Jeffrey D Rudolf; Xiaohui Yan; Ben Shen
Journal:  J Ind Microbiol Biotechnol       Date:  2015-08-29       Impact factor: 3.346

3.  Species-specific secondary metabolite production in marine actinomycetes of the genus Salinispora.

Authors:  Paul R Jensen; Philip G Williams; Dong-Chan Oh; Lisa Zeigler; William Fenical
Journal:  Appl Environ Microbiol       Date:  2006-12-08       Impact factor: 4.792

Review 4.  What's new in enzymatic halogenations.

Authors:  Danica Galonić Fujimori; Christopher T Walsh
Journal:  Curr Opin Chem Biol       Date:  2007-09-18       Impact factor: 8.822

5.  A phosphopantetheinylating polyketide synthase producing a linear polyene to initiate enediyne antitumor antibiotic biosynthesis.

Authors:  Jian Zhang; Steven G Van Lanen; Jianhua Ju; Wen Liu; Pieter C Dorrestein; Wenli Li; Neil L Kelleher; Ben Shen
Journal:  Proc Natl Acad Sci U S A       Date:  2008-01-25       Impact factor: 11.205

Review 6.  Genomic basis for natural product biosynthetic diversity in the actinomycetes.

Authors:  Markus Nett; Haruo Ikeda; Bradley S Moore
Journal:  Nat Prod Rep       Date:  2009-09-01       Impact factor: 13.423

Review 7.  A comprehensive review of glycosylated bacterial natural products.

Authors:  Sherif I Elshahawi; Khaled A Shaaban; Madan K Kharel; Jon S Thorson
Journal:  Chem Soc Rev       Date:  2015-11-07       Impact factor: 54.564

8.  Structures and comparative characterization of biosynthetic gene clusters for cyanosporasides, enediyne-derived natural products from marine actinomycetes.

Authors:  Amy L Lane; Sang-Jip Nam; Takashi Fukuda; Kazuya Yamanaka; Christopher A Kauffman; Paul R Jensen; William Fenical; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2013-03-07       Impact factor: 15.419

Review 9.  Biosynthesis and function of polyacetylenes and allied natural products.

Authors:  Robert E Minto; Brenda J Blacklock
Journal:  Prog Lipid Res       Date:  2008-03-13       Impact factor: 16.195

Review 10.  Antitumor compounds from marine actinomycetes.

Authors:  Carlos Olano; Carmen Méndez; José A Salas
Journal:  Mar Drugs       Date:  2009-06-11       Impact factor: 5.118

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