Isolation of a novel pacifigorgiane sesquiterpene

ORGN 112

Larry G. French1, Anthony J. Tracey1, and Carlos R. Ramirez-Sosa2. (1) Department of Chemistry, St. Lawrence University, Bewkes Hall, Canton, NY 13617, (2) Department of Biology, St. Lawrence University
Aristolochia salvadorensis is a plant endemic to El Salvador where it is of ethnobotanical significance in native medicine. We have undertaken the first phytochemical studies on this specie. Earlier results from our lab led to the identification of a series of aristolochic acids and lactams ubiquitous in this genus. These compounds have been linked to renal disease and cancer in consumers of Aristolochia containing herbal products. The indane based pacifigorgiane sesquiterpene architecture has proven to be extremely rare. Examination of the non-polar sesquiterpene root extract from A. salvadorensis has led to the fourth reported occurrence of this class and the identification of a new member, pacifigoria-7,10-diene. The structure and relative stereochemistry were determined on the basis of DQF-COSY, HMQC, HMBC and NOESY correlations.