Seven novel metabolites,
each originating from four bromotyrosine units, have been isolated from the
sponge Ianthella basta. Bastadin-1 (2),
bastadin-2(3) and bastadin-3(4) are derived from a single phenol oxidative
coupling whilst the macrocyclic compounds bastadin-4(5), bastadin-5(6),
bastadin-6(8) and bastadin-7(7) are formed by two phenol oxidative coupling
reactions. Compounds (2)-(8) showed potent in
vitro antimicrobial activity against Gram-positive organisms.
Great Barrier Reef sponges
of the genus Spongia have yielded
eight closely related tetracyclic furanoditerpenes. The structures, assigned on
the basis of spectral methods, have been confirmed by a single-crystal X-ray
analysis of one of the metabolites and the relative stereochemical features
have been defined. The absolute configuration of this metabolite was determined
by circular dichroism, which allowed the relationship between the eight new
compounds to be determined.
Five new quinones have been
isolated from a sponge tentatively classified as Stelospongia conulata.
Isospongiaquinone (7) has a rearranged drimane skeleton whereas spongiaquinone
(19), cyclo- spongiaquinone-1 (20), cyclospongiaquinone-2 (21) and dehydrocyclospongiaquinone-1
(22) have a normal drimane skeleton. The structures of these were derived from
chemical and spectral evidence.
The structures of six new C26
tetracyclic terpenoids
isolated from two Phyllospongia spp.
are described. The relative stereochemistry of one compound was solved by a
single-crystal X-ray determination.
Five new scalarane sesterterpenes have been isolated from a Western
Australian sponge (Lendenfeldia
sp.). As with earlier reported examples of these compounds, several of these
metabolites of this sponge are extremely potent inhibitors of platelet aggregation.
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