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Title: Isolation, structural assignment and total synthesis of Barmumycin
Author: Lorente, Adriana
Pla Queral, Daniel
Cañedo, Librada M.
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
Keywords: Medicaments antineoplàstics
Productes naturals marins
Antineoplastic agents
Marine natural products
Issue Date: 23-Nov-2010
Publisher: American Chemical Society
Abstract: Barmumycin was isolated from an extract of the marine actinomycete Streptomyces sp. BOSC-022A and found to be cytotoxic against various human tumor cell lines. Based on preliminary one- and two-dimensional 1H- and 13C-NMR spectra, the natural compound was initially assigned the structure of macrolactone-type compound 1, which was later prepared by two different routes. However, major spectroscopic differences between isolated barmumycin and 1 led to revision of the proposed structure as E-16. Based on synthesis of this new compound, and subsequent spectroscopic comparison of it to an authentic sample of barmumycin, the structure of the natural compound was indeed confirmed as that of E-16.
Note: Versió postprint del document publicat a:
It is part of: Journal of Organic Chemistry, 2010, vol. 75, num. 24, p. 8508-8515
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ISSN: 0022-3263
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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