Revision of the structure of cuculoquinone to 3,3′-bis(6-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone) and confirmation of the proposed structure by synthesis

A reinvestigation of cuculoquinone, previously isolated from the lichen Cetraria cucullata, led to a revision of the proposed structure to 3,3′-bis(6-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone). The new structure was confirmed by synthesis.

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Bibliographic Details
Published in:Tetrahedron letters 2011-07, Vol.52 (28), p.3651-3653
Main Authors: Pokhilo, Nataly D., Dragan, Sergey V., Anufriev, Victor Ph
Format: Article
Language:English
Subjects:
3,3′-Bis(6-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone)
3,3′-Bis(6-ethyl-2,7-dihydroxynaphthazarin)
3,3′-Bis(7-ethyl-2,5,6,8-tetrahydroxy-1,4-naphthoquinone)
3,3′-Bis(7-ethyl-2,6-dihydroxynaphthazarin)
Cetraria cucullata
Cuculoquinone
Lichens
Synthesis (chemistry)
Tetrahedrons
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Description
Summary:A reinvestigation of cuculoquinone, previously isolated from the lichen Cetraria cucullata, led to a revision of the proposed structure to 3,3′-bis(6-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone). The new structure was confirmed by synthesis.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.05.026