Trichiconins A-C, limonoids with new carbon skeletons from Trichilia connaroides

Three limonoids, trichiconin A (1) possessing a new carbon skeleton of a rearranged A,B-ring system and trichiconins B (2) and C (3) featuring an unprecedented A,B,D-seco skeleton, were isolated from the twigs of Trichilia connaroides. The carbon scaffold of trichiconin A is designated as trichiconane. Their structures with absolute stereochemistry were determined by spectroscopic data, X-ray crystallography, and CD analysis. Compounds 2 and 3 showed modest anti-HIV activities.