Two new bioactive bis-THF Annonaceous acetogenins, glabracins A (1) an
d B (2), and two previously known acetogenins, javoricin (3) and bulla
tanocin (4), have been isolated from the leaves of Annona glabra by ac
tivity-directed fractionation using the brine shrimp lethality test (B
ST). The structures of 1 and 2 were elucidated based on spectroscopic
and chemical methods, and the absolute stereochemistries were partiall
y determined by the advanced Mosher ester method. 1 and 2 showed selec
tive cytotoxicities to certain human tumor cell lines, and 1 was signi
ficantly more potent although 1 and 2 differ only in the stereochemist
ry of their vicinal diols at C-23/24. (C) 1998 Elsevier Science Ltd. A
ll rights reserved.