Literature DB >> 8195043

Albaflavenone, a sesquiterpene ketone with a zizaene skeleton produced by a streptomycete with a new rope morphology.

H Gürtler1, R Pedersen, U Anthoni, C Christophersen, P H Nielsen, E M Wellington, C Pedersen, K Bock.   

Abstract

A novel antibiotic alpha,beta-unsaturated sesquiterpene ketone, albaflavenone with a zizaene skeleton was isolated from a morphologically novel, highly odorous Streptomyces species which was identified with the species group S. albidoflavus, cluster 1. The new compound, partly responsible for the odour, was assigned the structure of 2R',6,7,7-tetramethyl-1S',8R'- tricyclo-[6.2.1.0(1,5)]undec-5-en-4-one based on spectroscopic studies including 2D NMR (COSY, HETCOR, ROESY, NOE-difference) experiments.

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Year:  1994        PMID: 8195043     DOI: 10.7164/antibiotics.47.434

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


  29 in total

1.  Comprehensive investigation of marine Actinobacteria associated with the sponge Halichondria panicea.

Authors:  Imke Schneemann; Kerstin Nagel; Inga Kajahn; Antje Labes; Jutta Wiese; Johannes F Imhoff
Journal:  Appl Environ Microbiol       Date:  2010-04-09       Impact factor: 4.792

2.  Albaflavenoid, a new tricyclic sesquiterpenoid from Streptomyces violascens.

Authors:  Dan Zheng; Nan Ding; Yi Jiang; Jiaoyue Zhang; Jian Ma; Xiu Chen; Jiang Liu; Li Han; Xueshi Huang
Journal:  J Antibiot (Tokyo)       Date:  2016-02-24       Impact factor: 2.649

Review 3.  Volatile affairs in microbial interactions.

Authors:  Ruth Schmidt; Viviane Cordovez; Wietse de Boer; Jos Raaijmakers; Paolina Garbeva
Journal:  ISME J       Date:  2015-05-29       Impact factor: 10.302

4.  Albaflavenol B, a new sesquiterpene isolated from the terrestrial actinomycete, Streptomyces sp.

Authors:  Ritesh Raju; Oleksandr Gromyko; Viktor Fedorenko; Andriy Luzketskyy; Rolf Müller
Journal:  J Antibiot (Tokyo)       Date:  2014-10-01       Impact factor: 2.649

Review 5.  Structural and Chemical Biology of Terpenoid Cyclases.

Authors:  David W Christianson
Journal:  Chem Rev       Date:  2017-08-25       Impact factor: 60.622

6.  Terpene synthases are widely distributed in bacteria.

Authors:  Yuuki Yamada; Tomohisa Kuzuyama; Mamoru Komatsu; Kazuo Shin-Ya; Satoshi Omura; David E Cane; Haruo Ikeda
Journal:  Proc Natl Acad Sci U S A       Date:  2014-12-22       Impact factor: 11.205

7.  Genome mining in Streptomyces coelicolor: molecular cloning and characterization of a new sesquiterpene synthase.

Authors:  Xin Lin; Russell Hopson; David E Cane
Journal:  J Am Chem Soc       Date:  2006-05-10       Impact factor: 15.419

8.  Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor. Mechanism and stereochemistry of the enzymatic formation of epi-isozizaene.

Authors:  Xin Lin; David E Cane
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419

9.  Biosynthesis of the sesquiterpene antibiotic albaflavenone in Streptomyces coelicolor A3(2).

Authors:  Bin Zhao; Xin Lin; Li Lei; David C Lamb; Steven L Kelly; Michael R Waterman; David E Cane
Journal:  J Biol Chem       Date:  2008-01-30       Impact factor: 5.157

10.  Identification and functional analysis of genes controlling biosynthesis of 2-methylisoborneol.

Authors:  Mamoru Komatsu; Muneya Tsuda; Satoshi Omura; Hideaki Oikawa; Haruo Ikeda
Journal:  Proc Natl Acad Sci U S A       Date:  2008-05-20       Impact factor: 11.205

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