Shoreanol A and B, unprecedented oligostilbenoids from the twigs of Shorea obtusa Wall.

Chemical investigation of the twigs extract of tropical dipterocarpaceous plant Shorea obtusa Wall led to the isolation of two previously undescribed oligostilbenoids, including a structurally unusual resveratrol aneuploid named shoreanol A (1) and a new resveratrol trimer derivative named shoreanol B (2). Their structures and relative configurations were determined by comprehensive spectroscopic analysis and comparison with previously reported compound. Shoreanol A (1) was identified as a rare natural resveratrol aneuploid possessing a novel carbon skeleton through condensation of three resveratrol monomer and one benzyl moiety, which is the first example in the Dipterocarpaceae. While shoreanol B (2) was characterized to be the first example of stilbene trimer bearing an epoxy group in the genus Shorea.