The cytosporones, new octaketide antibiotics isolated from an endophytic fungus

Organic Letters

Volumn 2, Issue 25, 2000, Pages 4043-4046

  Brady, Sean F ^a   Wagenaar, Melissa M ^a   Singh, Maya P ^b   Janso, Jeff E ^b   Clardy, Jon ^a  

^a Department of Obstetrics Gynecology   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; BENZOPYRAN DERIVATIVE; LACTONE;

ARTICLE; BACTERIUM; CHEMICAL STRUCTURE; CHEMISTRY; DEUTEROMYCETES; DRUG EFFECT; FERMENTATION; ISOLATION AND PURIFICATION; METABOLISM; MICROBIOLOGICAL EXAMINATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

ANTI-BACTERIAL AGENTS; ANTIBIOTICS, ANTIFUNGAL; BACTERIA; BENZOPYRANS; CRYSTALLOGRAPHY, X-RAY; FERMENTATION; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MICROBIAL SENSITIVITY TESTS; MITOSPORIC FUNGI; MODELS, MOLECULAR;

EID: 0034649733     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006680s     Document Type: Article

References (20)

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7. Both fungi were identified by comparing the rDNA internal transcribed spacer (ITS) regions amplified and sequenced from crude DNA extracts to sequences deposited in GenBank. The ITS region from CR200 is most closely related to sequences from Cytospora sp, while the ITS region from CR146 is most closely related to sequences from Diaporthe sp.
8. 2O(3x).
9. 2.
10. -1, * indicates that assignments are interchangeable.
11. 4 = 7.69% and GOF = 1.28 for 283 parameters. Crystallographic data for Cytosporone C have been deposited with the Cambridge Crystallographic Data Center. Copies of the data can be obtained, free of charge, on application to the Director, CCDC, 12 Union Road, Cambridge CB2 IEZ, U.K. (Fax: +44-(0) 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
12. A total of 5 mg of Cytosporone D was dissolved in 400 μL of 1:1 pyridine:acetic anhydride and stirred at 22 °C overnight. The acetylated product was then purified by reversed phase HPLC.
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20. Cytosporone E was assayed against S. aureus where it was found to have the same activity as cytosporone D.