Literature DB >> 3570983

Structure of cervinomycin, a novel xantone antibiotic active against anaerobe and mycoplasma.

A Nakagawa, S Omura, K Kushida, H Shimizu, G Lukacs.   

Abstract

The structures of cervinomycins A1 (1) and A2 (2), a potent anti-anaerobic and anti-mycoplasmal antibiotic were investigated by means of recent NMR techniques of O-methyl ether (3) and C,O-dimethyl ether (4) obtained by methylation of 2 with CH3I in the presence of Ag2O. The antibiotic 2 posesses a polycyclic structure involving a xanthone skeleton. The structure of 1 was confirmed to be a hydroquinone of 2 from the evidences that oxidation of 1 with Ag2O and acetylation of 1 with (CH3CO)2O in pyridine afforded quantitatively 2 and triacetylcervinomycin A1 (7), respectively.

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Year:  1987        PMID: 3570983     DOI: 10.7164/antibiotics.40.301

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


  10 in total

1.  Total Synthesis of the Aglycone of IB-00208.

Authors:  Daniel Knueppel; Jingyue Yang; Bo Cheng; Douglas Mans; Stephen F Martin
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

2.  Synthesis and biological evaluation of ABCD ring fragments of the kibdelones.

Authors:  David L Sloman; Branko Mitasev; Stephen S Scully; John A Beutler; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2011-02-18       Impact factor: 15.336

3.  Xantholipin B produced by the stnR inactivation mutant Streptomyces flocculus CGMCC 4.1223 WJN-1.

Authors:  Sifan Wu; Tingting Huang; Dan Xie; Jing Wo; Xiaozheng Wang; Zixin Deng; Shuangjun Lin
Journal:  J Antibiot (Tokyo)       Date:  2016-06-22       Impact factor: 2.649

4.  Total synthesis and absolute stereochemical assignment of kibdelone C.

Authors:  David L Sloman; Jeffrey W Bacon; John A Porco
Journal:  J Am Chem Soc       Date:  2011-06-15       Impact factor: 15.419

5.  Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives.

Authors:  Janjira Rujirawanich; Soyeon Kim; Ai-Jun Ma; John R Butler; Yizhong Wang; Chao Wang; Michael Rosen; Bruce Posner; Deepak Nijhawan; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2016-08-09       Impact factor: 15.419

Review 6.  Polycyclic xanthone natural products: structure, biological activity and chemical synthesis.

Authors:  Dana K Winter; David L Sloman; John A Porco
Journal:  Nat Prod Rep       Date:  2013-01-21       Impact factor: 13.423

7.  Approaches to polycyclic 1,4-dioxygenated xanthones. Application to total synthesis of the aglycone of IB-00208.

Authors:  Jingyue Yang; Daniel Knueppel; Bo Cheng; Douglas Mans; Stephen F Martin
Journal:  Org Lett       Date:  2014-12-16       Impact factor: 6.005

8.  Mining soil metagenomes to better understand the evolution of natural product structural diversity: pentangular polyphenols as a case study.

Authors:  Hahk-Soo Kang; Sean F Brady
Journal:  J Am Chem Soc       Date:  2014-12-18       Impact factor: 15.419

Review 9.  Isolation, Biosynthesis, and Biological Activity of Polycyclic Xanthones From Actinomycetes.

Authors:  Hui-Qing Yu; Gang Li; Hong-Xiang Lou
Journal:  Front Microbiol       Date:  2022-07-13       Impact factor: 6.064

10.  Arixanthomycins A-C: Phylogeny-guided discovery of biologically active eDNA-derived pentangular polyphenols.

Authors:  Hahk-Soo Kang; Sean F Brady
Journal:  ACS Chem Biol       Date:  2014-04-30       Impact factor: 5.100

  10 in total

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