Literature DB >> 3710910

Structures of new antibiotics napyradiomycins.

K Shiomi, H Nakamura, H Iinuma, H Naganawa, K Isshiki, T Takeuchi, H Umezawa, Y Iitaka.   

Abstract

Structures of novel antibiotics, napyradiomycins A, B1, B2, B3, C1 and C2 were determined. By X-ray crystallography, napyradiomycin B2 was determined to be (3R,10aR)-3-chloro-10a-[[(1R,3S)-3-chloro-2, 2-dimethyl-6-methylenecyclohexyl]methyl]-3,10a-dihydro-6,8-dihydro xy-2, 2-dimethyl-2H-naphtho[2,3-b]pyran-5,10-dione. The structures of other napyradiomycins were elucidated by NMR studies. Napyradiomycins C1 and C2 have unique structures which contain 14-membered ring cyclized by carbon-carbon bond.

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Year:  1986        PMID: 3710910     DOI: 10.7164/antibiotics.39.494

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


  20 in total

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Authors:  J M Sigmund; D C Clark; F A Rainey; A S Anderson
Journal:  Microb Ecol       Date:  2003-05-21       Impact factor: 4.552

2.  Meroterpenoid natural products from Streptomyces bacteria - the evolution of chemoenzymatic syntheses.

Authors:  Lauren A M Murray; Shaun M K McKinnie; Bradley S Moore; Jonathan H George
Journal:  Nat Prod Rep       Date:  2020-06-30       Impact factor: 13.423

3.  Azamerone, a terpenoid phthalazinone from a marine-derived bacterium related to the genus Streptomyces (Actinomycetales).

Authors:  Ji Young Cho; Hak Cheol Kwon; Philip G Williams; Paul R Jensen; William Fenical
Journal:  Org Lett       Date:  2006-06-08       Impact factor: 6.005

4.  Erythrolic acids A-E, meroterpenoids from a marine-derived Erythrobacter sp.

Authors:  Youcai Hu; Aaron G Legako; Ana Paula D M Espindola; John B MacMillan
Journal:  J Org Chem       Date:  2012-03-12       Impact factor: 4.354

5.  A unifying paradigm for naphthoquinone-based meroterpenoid (bio)synthesis.

Authors:  Zachary D Miles; Stefan Diethelm; Henry P Pepper; David M Huang; Jonathan H George; Bradley S Moore
Journal:  Nat Chem       Date:  2017-07-31       Impact factor: 24.427

6.  Total Enzyme Syntheses of Napyradiomycins A1 and B1.

Authors:  Shaun M K McKinnie; Zachary D Miles; Peter A Jordan; Takayoshi Awakawa; Henry P Pepper; Lauren A M Murray; Jonathan H George; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2018-12-14       Impact factor: 15.419

7.  Biosynthesis of a natural polyketide-isoprenoid hybrid compound, furaquinocin A: identification and heterologous expression of the gene cluster.

Authors:  Takashi Kawasaki; Yutaka Hayashi; Tomohisa Kuzuyama; Kazuo Furihata; Nobuya Itoh; Haruo Seto; Tohru Dairi
Journal:  J Bacteriol       Date:  2006-02       Impact factor: 3.490

8.  Enantioselective Synthesis of Azamerone.

Authors:  Matthew L Landry; Grace M McKenna; Noah Z Burns
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

9.  Napyradiomycins CNQ525.510B and A80915C target the Hsp90 paralogue Grp94.

Authors:  Lauge Farnaes; James J La Clair; William Fenical
Journal:  Org Biomol Chem       Date:  2013-11-29       Impact factor: 3.876

10.  Regiospecificities and prenylation mode specificities of the fungal indole diterpene prenyltransferases AtmD and PaxD.

Authors:  Chengwei Liu; Atsushi Minami; Motoyoshi Noike; Hiroaki Toshima; Hideaki Oikawa; Tohru Dairi
Journal:  Appl Environ Microbiol       Date:  2013-09-13       Impact factor: 4.792

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