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Molecules 2012, 17(11), 12553-12559; doi:10.3390/molecules171112553

A Minor Dihydropyran Apocarotenoid from Mated Cultures of Blakeslea trispora

1,* , 1, 1, 1 and 2
1 Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, Avda. Fuente Nueva, s/n, 18071 Granada, Spain 2 Departamento de Ingeniería Química, Química Fisíca y Químíca Orgánica, Facultad de Ciencias Experimentales, Universidad de Huelva, Campus el Carmen, s/n, 21071 Huelva, Spain
* Author to whom correspondence should be addressed.
Received: 8 October 2012 / Revised: 15 October 2012 / Accepted: 22 October 2012 / Published: 24 October 2012
(This article belongs to the Section Natural Products)
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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.
Keywords: Blakeslea trispora; apocarotenoid; dihydropyrane; isolation; structural elucidation Blakeslea trispora; apocarotenoid; dihydropyrane; isolation; structural elucidation
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Barrero, A.F.; Herrador, M.M.; Artega, P.; González, J.-A.; Arteaga, J.F. A Minor Dihydropyran Apocarotenoid from Mated Cultures of Blakeslea trispora. Molecules 2012, 17, 12553-12559.

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