Literature DB >> 3841536

Structures of trienomycins A, B and C, novel cytocidal ansamycin antibiotics.

S Funayama, K Okada, K Iwasaki, K Komiyama, I Umezawa.   

Abstract

The structures of novel antibiotics, trienomycins A, B and C produced by Streptomyces sp. No. 83-16, have been determined on the basis of their spectroscopical and chemical properties. Trienomycins are unique ansamycin antibiotics with a triene and an 1,3,5-trisubstituted benzene moieties in the molecule. The antibiotics possess potent cytocidal activity against HeLa S3 cells at concentrations of 0.005 (trienomycin A), 0.1 (trienomycin C) and 0.2 micrograms/ml (trienomycin B) (IC50 value), respectively. However, trienomycins showed no antimicrobial activity against the bacteria, fungi and yeasts examined with the exception of weak activity versus Piricularia oryzae at a concentration of 1,000 micrograms/ml.

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Year:  1985        PMID: 3841536     DOI: 10.7164/antibiotics.38.1677

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


  5 in total

1.  Monoenomycin: A Simplified Trienomycin A Analogue that Manifests Anticancer Activity.

Authors:  Gary E L Brandt; Brian S J Blagg
Journal:  ACS Med Chem Lett       Date:  2011-10-13       Impact factor: 4.345

Review 2.  Conformation-activity relationships of polyketide natural products.

Authors:  Erik M Larsen; Matthew R Wilson; Richard E Taylor
Journal:  Nat Prod Rep       Date:  2015-08       Impact factor: 13.423

3.  New ansamycin analogues from the mutant strain of Streptomyces seoulensis.

Authors:  Ya-Nan Song; Wen-Jing Zhang; Shu-Feng Bi; Rui-Hua Jiao; Ren-Xiang Tan; Hui-Ming Ge
Journal:  J Antibiot (Tokyo)       Date:  2015-06-10       Impact factor: 2.649

4.  Synthesis of the cytotrienin A core via metal catalyzed C-C coupling.

Authors:  Michael Rössle; David J Del Valle; Michael J Krische
Journal:  Org Lett       Date:  2011-02-16       Impact factor: 6.005

5.  Total synthesis of (+)-trienomycins A and F via C-C bond-forming hydrogenation and transfer hydrogenation.

Authors:  David J Del Valle; Michael J Krische
Journal:  J Am Chem Soc       Date:  2013-07-17       Impact factor: 15.419

  5 in total

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