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A New Tyrosine Kinase Inhibitor from a Marine Isolate of Ulocladium botrytis and New Metabolites from the Marine Fungi Asteromyces cruciatus and Varicosporina ramulosa
Author(s) -
Höller Ulrich,
König Gabriele M.,
Wright Anthony D.
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199911)1999:11<2949::aid-ejoc2949>3.0.co;2-y
Subject(s) - chemistry , tyrosine kinase inhibitor , tyrosine kinase , stereochemistry , biochemistry , botany , signal transduction , biology , genetics , cancer
The sponge‐derived fungi Ulocladium botrytis and Asteromyces cruciatus , and the algal‐derived fungus Varicosporina ramulosa , were isolated and extracts from cultures investigated for their metabolite production. Investigations of the extract of the culture of U. botrytis guided by bioassay yielded the new tyrosine kinase (p56 lck ) inhibitor ulocladol ( 1 ) together with 1‐hydroxy‐6‐methyl‐8‐(hydroxymethyl)xanthone ( 3 ), which showed antifungal activity. The extract of the culture medium of A. cruciatus yielded the new metabolite (+)‐2,4‐dimethyl‐4,5‐dihydrofuran‐3‐carbaldehyde ( 4 ) together with the known compounds (3 S ,5 R )‐dimethyldihydrofuran‐2‐one ( 5 ) and tri‐ O ‐acetyl glycerol. From V. ramulosa the five macrodiolides grahamimycin A 1 ( 6 ), colletoketol ( 7 ), (6 R ,11 R ,12 R ,14 R )‐colletodiol ( 8 ), 9,10‐dihydro‐(6 R ,11 S ,12 S ,14 R )‐colletodiol ( 9 ) and 9,10‐dihydro‐(6 R ,11 R ,12 R ,14 R )‐colletodiol ( 10 ) together with ergosterol were obtained, 9 and 10 being new fungal metabolites.