X-ray Crystal Structures of ?- and ?-cannabispiranol Isolated from Cannabis sativa L.

Abstract

Cannabis sativa L. has been used by humans for thousands of years providing fiber for spinning and making paper, seed for human and animal consumption and aromatic resin for medicinal use. Whole buds of mature female plants, grown from high potency Mexican seeds, were harvested, air-dried, and stored at low temperature (− 24°C) until used. As a part of our program aimed at the discovery of new constituents from C. sativa L., a phytochemical investigation of this high potency material was initiated [1,2]. We have reported on the isolation of α-cannabispiranol (1) as a new constituent and determined its structure by spectral means. In this report, we confirm the structure for α-cannabispiranol (1) [3] by X-ray crystallographic analysis and compared it to that of the β-isomer (2), previously reported [4]. Acknowledgements: This work is supported by the National Institute on Drug Abuse (contract # N01DA-5-7746) and by the Center of Research Excellence in Natural Products Neuroscience, The University of Mississippi (contract # 1P20RR021929-01).