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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Structure and Synthesis of Some Minor Xanthones From the Lichen Rinodina thiomela

JA Elix, KL Gaul and H Jiang

Australian Journal of Chemistry 46(1) 95 - 110
Published: 1993

Abstract

The total synthesis of the xanthones 5,7-dichloro-8-hydroxy-2-methoxy-1,3-dimethyl-9H-xanthen-9-one(10),5,7-dichloro-2,8-dihydroxy-1,3-dimethyl-9H-xanthen-9-one(11),2-dechloro-8-O-methylthiomelin (6), 2-dechlorothiomelin (8), 4-dechloro-8-O-methylthiomelin (7), 4-dechlorothiomelin (5) and northiomelin (9) has been achieved. The compounds (5)-(7) and (10) were shown to be identical to the corresponding xanthones isolated from the lichen Rinodina thiomela, while chromatographic comparisons confirmed that the biosynthetically related xanthones (8), (9) and (11) were minor constituents of this species. This is the first reported natural occurrence of the xanthones (8) and (11).

https://doi.org/10.1071/CH9930095

© CSIRO 1993

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