Literature DB >> 3610831

Studies on new antibiotics SF2415. II. The structural elucidation.

S Gomi, S Ohuchi, T Sasaki, J Itoh, M Sezaki.   

Abstract

Structures of new antibiotics SF2415A1, A2, A3, B1, B2 and B3 were deduced from spectroscopic analyses and degradation studies. The structure of SF2415A3, which has the most antibacterial activity, was proposed to be 3,4a-dichloro-9-diazo-3,4, 4a,10a-tetrahydro-6-hydroxy-2,2,7-trimethyl-10a-[(E)-3,7-dimethyl- 2,6-octadienyl]-(2H,9H)naphtho-[2,3-b]pyran-5,8,10-trione. All of antibiotics SF2415 have a semi-naphthoquinone structure.

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Year:  1987        PMID: 3610831     DOI: 10.7164/antibiotics.40.740

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


  15 in total

1.  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

Review 2.  Heteroatom-Heteroatom Bond Formation in Natural Product Biosynthesis.

Authors:  Abraham J Waldman; Tai L Ng; Peng Wang; Emily P Balskus
Journal:  Chem Rev       Date:  2017-04-04       Impact factor: 60.622

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.  Studies on the mechanism of action of prekinamycin, a member of the diazoparaquinone family of natural products: evidence for both sp2 radical and orthoquinonemethide intermediates.

Authors:  Ken S Feldman; Kyle J Eastman
Journal:  J Am Chem Soc       Date:  2006-09-27       Impact factor: 15.419

5.  A stereoselective vanadium-dependent chloroperoxidase in bacterial antibiotic biosynthesis.

Authors:  Peter Bernhardt; Tatsufumi Okino; Jaclyn M Winter; Akimasa Miyanaga; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2011-03-08       Impact factor: 15.419

6.  Merochlorins A-D, cyclic meroterpenoid antibiotics biosynthesized in divergent pathways with vanadium-dependent chloroperoxidases.

Authors:  Leonard Kaysser; Peter Bernhardt; Sang-Jip Nam; Sandra Loesgen; J Graham Ruby; Peter Skewes-Cox; Paul R Jensen; William Fenical; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2012-07-12       Impact factor: 15.419

7.  Napyradiomycin derivatives, produced by a marine-derived actinomycete, illustrate cytotoxicity by induction of apoptosis.

Authors:  Lauge Farnaes; Nicole G Coufal; Christopher A Kauffman; Arnold L Rheingold; Antonio G DiPasquale; Paul R Jensen; William Fenical
Journal:  J Nat Prod       Date:  2013-12-13       Impact factor: 4.050

8.  Formation of the pyridazine natural product azamerone by biosynthetic rearrangement of an aryl diazoketone.

Authors:  Jaclyn M Winter; Ariane L Jansma; Tracy M Handel; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

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.  Cytotoxic and Antimicrobial Napyradiomycins from Two Marine-Derived, MAR 4 Streptomyces Strains.

Authors:  Yuan-Bin Cheng; Paul R Jensen; William Fenical
Journal:  European J Org Chem       Date:  2013-06-01
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