Volume 42, Issue 2 (March 1997)
Lesser Alkaloids of Cocaine-Bearing Plants. Part I: Nicotinoyl-, 2′-Pyrroloyl, and 2′- and 3′-Furanoylecgonine Methyl Ester—Isolation and Mass Spectral Characterization of Four New Alkaloids of South American Erythroxylum coca Var. coca
Four new trace-level alkaloids of South American coca leaf, Erythroxylum coca var. coca, have been isolated from the bulk leaf/alkaloids matrix and characterized by gas chromatography-mass spectrometry and synthesis. These alkaloids, nicotinoyl-, 2′-pyrroloyl- and 2′- and 3′-furanoylecgonine methyl ester, were detected in Peruvian coca leaf and/or in a commercial, industrial-grade extract of South American coca. Alkaloid isolation methodology included toluene extraction of the leaf followed by dilute acid/Celite and alumina column chromatography and recrystallization. This methodology also allowed for the detection and partial characterization of an additional 125–150 new tropane alkaloids in coca leaf. Forensic implications are discussed.