A Minor Dihydropyran Apocarotenoid from Mated Cultures of Blakeslea trispora
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AutorFernández Barrero, Alejandro; Herrador del Pino, María del Mar; Arteaga Burón, Pilar; González, José Antonio; Arteaga, Jesús F.
Blakeslea trisporaApocarotenoidDihydropyraneIsolationStructural elucidation
Barrero, A.F.; et al. A Minor Dihydropyran Apocarotenoid from Mated Cultures of Blakeslea trispora. Molecules, 17(11): 12553-12559 (2012). [http://hdl.handle.net/10481/28514]
PatrocinadorThis research was financed by Junta de Andalucía (Grants FQM 340, CVI 910, and P08-CVI-03901) and the Spanish Government (Grant CTQ 2010-16818, subprogram BQ).
The heterocyclic C15 apocarotenoid 1 was isolated from mated cultures of the strains F986 (+) and F921 (−) of Blakeslea trispora. This new compound formed during sexual interaction is a minor constituent of the culture media and its structure was elucidated by spectroscopic data, including 2D-NMR. A plausible biosynthetic pathway involving a double degradation of β-carotene, followed by several oxidations of the resulting monocyclofarnesane C15 fragment is proposed.