Literature DB >> 22849774

Identification of 4,5-dihydro-4-hydroxygeldanamycins as shunt products of geldanamycin biosynthesis.

Ting Li1, Siyang Ni, Changhong Jia, Hongyuan Wang, Guizhi Sun, Linzhuan Wu, Maoluo Gan, Guangzhi Shan, Weiqing He, Ling Lin, Hongxia Zhou, Yiguang Wang.   

Abstract

Two new geldanamycin (GDM) analogues, (4S)-4,5-dihydro-4-hydroxygeldanamycin (1) and (4R)-4,5-dihydro-4-hydroxygeldanamycin (2), were identified from Streptomyces hygroscopicus 17997. Compounds 1 and 2 were not normal intermediates of GDM biosynthesis but shunt products of C-4,5 oxidation catalyzed by GdmP, a cytochrome P450 oxidase acting as a desaturase in GDM biosynthesis. Preliminary assays implied that, compared with GDM, 1 and 2 exhibited decreased cytotoxicity.

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Year:  2012        PMID： 22849774     DOI： 10.1021/np3001738

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  6 in total

Review 1.  Cytochromes P450 for natural product biosynthesis in Streptomyces: sequence, structure, and function.

Authors:  Jeffrey D Rudolf; Chin-Yuan Chang; Ming Ma; Ben Shen
Journal:  Nat Prod Rep       Date:  2017-08-30       Impact factor: 13.423

2.  Natalamycin A, an Ansamycin from a Termite-Associated Streptomyces sp.

Authors:  Ki Hyun Kim; Timothy R Ramadhar; Christine Beemelmanns; Shugeng Cao; Michael Poulsen; Cameron R Currie; Jon Clardy
Journal:  Chem Sci       Date:  2014-11-01       Impact factor: 9.825

3.  Two herbimycin analogs, 4,5-dihydro-(4S)-4-hydroxyherbimycin B and (15S)-15-hydroxyherbimycin B, from Streptomyces sp. CPCC 200291.

Authors:  Wei Zhao; Bingya Jiang; Linzhuan Wu; Yanni Nan; Jing Cui; Liyan Yu; Yuzhen Wei; Jinghua Li; Guangzhi Shan
Journal:  J Antibiot (Tokyo)       Date:  2015-02-18       Impact factor: 2.649

4.  Herbimycins D-F, ansamycin analogues from Streptomyces sp. RM-7-15.

Authors:  Khaled A Shaaban; Xiachang Wang; Sherif I Elshahawi; Larissa V Ponomareva; Manjula Sunkara; Gregory C Copley; James C Hower; Andrew J Morris; Madan K Kharel; Jon S Thorson
Journal:  J Nat Prod       Date:  2013-08-15       Impact factor: 4.050

Review 5.  CYP105-diverse structures, functions and roles in an intriguing family of enzymes in Streptomyces.

Authors:  Suzy C Moody; E Joel Loveridge
Journal:  J Appl Microbiol       Date:  2014-11-04       Impact factor: 3.772

6.  More P450s Are Involved in Secondary Metabolite Biosynthesis in Streptomyces Compared to Bacillus, Cyanobacteria, and Mycobacterium.

Authors:  Fanele Cabangile Mnguni; Tiara Padayachee; Wanping Chen; Dominik Gront; Jae-Hyuk Yu; David R Nelson; Khajamohiddin Syed
Journal:  Int J Mol Sci       Date:  2020-07-07       Impact factor: 5.923
  6 in total

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