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Anhydrocannabisativine, a new alkaloid from Cannabis sativa L
Abstract
Ethanol extracts of the leaves and roots of a Mexican variant of Cannabis sativa L. (marijuana) afforded, after partitioning and chromatography, the new spermidine alkaloid, anhydrocannabisativine. The structure was determined by spectral analysis and semisynthesis.
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The spermidine-type alkaloids reported in Cannabis include cannabisativine and anhydrocannabisativine.
“The spermidine-type alkaloids reported in Cannabis include cannabisativine and anhydrocannabisativine (Figure 1 and Figure 2) [13,21,30,40].”
Cannabis contains nitrogen-containing specialized metabolites including alkaloids cannabisativine and anhydrocannabisativine, which are exclusive as of yet to Cannabis.
“The nitrogen-containing (NC) specialized metabolites in Cannabis, which include alkaloids cannabisativine and anhydrocannabisativine, exclusive as of yet to Cannabis, simple amines with valuable activity like hordenine, produced notably by barley, and amides commonly found in medicinal plants, namely coumaroyltyramine and derivatives, as well as cannabisins.”
Cannabisativine seems to be the predominant spermidine alkaloid in Cannabis roots, with reported levels of 2.5 mg/kg, compared to anhydrocannabisativine, with levels of 0.3 mg/kg.
“Furthermore, cannabisativine seems to be the predominant spermidine alkaloid in Cannabis roots, with reported levels of 2.5 mg/kg, compared to anhydrocannabisativine, with levels of 0.3 mg/kg [40,55].”
It is possible to obtain anhydrocannabisativine by sufficiently heating cannabisativine (180-185 °C, 2 min).
“On the other hand, it is known that it is possible to obtain anhydrocannabisativine by sufficiently heating cannabisativine (180–185 °C, 2 min) [40].”
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Research works printed but not linked: 3
- ElSohly, 1976, Pharm. Weekbl., 111, 1069
- Turner, 1976, J. Pharm. Sci., 65, 1084, 10.1002/jps.2600650736 · DOI
- Lotter, 1975, Tetrahedron Lett., 33, 2815, 10.1016/S0040-4039(00)75003-9 · DOI · Paper page
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Secondary metabolism in cannabis
Flores-Sanchez, I. J., & Verpoorte, R. (2008) · Phytochemistry Reviews · doi:10.1007/s11101-008-9094-4 · Cited by 400
Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis
Radwan, M. M., Chandra, S., Gul, S., & ElSohly, M. A. (2021) · Molecules · doi:10.3390/molecules26092774 · Cited by 397
Self-citationBoucher, R., Germain, H., & Desgagné-Penix, I. (2025) · Plants · doi:10.3390/plants14091372 · Cited by 23
Metadata
- Authors
- Elsohly, M. A., Turner, C. E., Phoebe, C. H., Knapp, J. E., Schiff, P. L., & Slatkin, D. J.
- Affiliations
- University of Mississippi (US)
- University of Pittsburgh (US)
- Corresponding author
- Elsohly, Mahmoud A.
- ORCID
- Elsohly, Mahmoud A.
- Venue
- Journal of Pharmaceutical Sciences
- Publisher
- Elsevier BV
- Published
- 1978-01
- Volume
- 67
- Issue
- 1
- Pages
- 124
- ISSN
- 0022-3549 (ISSN-L)
- OpenAlex
- W2003315396
- Cited by
- 44
- References
- 0
- Citations by year
- 2026: 3 · 2025: 4 · 2024: 3 · 2023: 5 · 2022: 2 · 2021: 6 · 2020: 1 · 2017: 2 · 2015: 1 · 2012: 2
- FWCI
- 0.38
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Pharmaceutical Sciences (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Health Sciences › Medicine › Pharmacology (medical) › Cannabis and Cannabinoid Research
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Alkaloids: synthesis and pharmacology
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Keywords
- Cannabis sativa, spermidine alkaloids, new natural products, root and leaf extracts, structure elucidation, semisynthesis
- MeSH terms
- Alkaloids, Cannabis, Chemistry, Spermidine, Chemical Phenomena
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