Lesser alkaloids of cocaine-bearing plants III. 2-carbomethoxy-3-oxo substituted tropane esters: detection and gas chromatographic-mass spectrometric characterization of new minor alkaloids found in South American Erythroxylum coca var. coca

Journal of Chromatography A
1996.0

Abstract

Crude alkaloid extracts from the leaves of South American Erythroxylum coca var. coca were subjected to alumina chromatography and recrystallization to isolate fractions containing eleven previously unreported 2-carbomethoxy-3-oxo substituted tropane alkaloids. Specifically, the butyroyl-, 2-methylbutyroyl-, isovaleroyl-, senecioyl-, tigloyl-, trans-4-hexenoyl-, hexanoyl-, trans-3-hexenoyl-, trans-2-hexenoyl-, trans-3-heptenoyl- and trans-, trans-2,4-hexadienoyl-ecgonine methyl esters were characterized via electron and chemical ionization gas chromatographic-mass spectrometric analyses and comparison to synthesized standards. Three additional alkaloids similar to the aforementioned esters were also presumptively identified as heptadienoylecgonine methyl ester (geometry not determined) and cis-, trans- and trans-, cis-2,4-hexadienoylecgonine methyl ester.

Knowledge Graph

Similar Paper

Lesser alkaloids of cocaine-bearing plants III. 2-carbomethoxy-3-oxo substituted tropane esters: detection and gas chromatographic-mass spectrometric characterization of new minor alkaloids found in South American Erythroxylum coca var. coca
Journal of Chromatography A 1996.0
Lesser alkaloids of cocaine-bearing plants II. 3-Oxo-substituted tropane esters: detection and mass spectral characterization of minor alkaloids found in South American Erythroxylum coca var. coca
Journal of Chromatography A 1996.0
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
Journal of Forensic Sciences 1997.0
Comparative Determination of 2-Carbomethoxy-3-Alkyloxy- and Heteroaroyloxy-Substituted Tropanes in Illicit South American Cocaine Using Capillary Gas Chromatography-Single Ion Monitoring
Journal of Forensic Sciences 1998.0
Alkaloids of Erythroxylum (Erythroxylaceae) species from Southern Brazil
Biochemical Systematics and Ecology 2001.0
Alkaloids of Erythroxylum (Erythroxylaceae) species from Southern Brazil
Biochemical Systematics and Ecology 2001.0
Alkaloid Content of the Seeds from Erythroxylum Coca var. Coca
Journal of Forensic Sciences 2005.0
Alkaloids of some south american erythroxylum species
Phytochemistry 1985.0
3′,4′,5′-Trimethoxy-Substituted Analogs of Cocaine, Cis-/Trans-Cinnamoylcocaine and Tropacocaine: Characterization and Quantitation of New Alkaloids in Coca Leaf, Coca Paste and Refined Illicit Cocaine
Journal of Forensic Sciences 1994.0
Alkaloids of Erythroxylum cuneatum, E. ecarinatum and E. australe
Phytochemistry 1988.0