Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/55263
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
Lactones
Imidazoles
Antineoplastic agents
Marine natural products
Lactones
Imidazoles
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: http://dx.doi.org/10.1021/jo101834c
It is part of: Journal of Organic Chemistry, 2010, vol. 75, num. 24, p. 8508-8515
Related resource: http://dx.doi.org/10.1021/jo101834c
URI: http://hdl.handle.net/2445/55263
ISSN: 0022-3263
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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