Cannabis Phenolics and their Bioactivities
Abstract
Background: Although Cannabis sativa L. is one of the most versatile plant species with multipurpose use both as medical, alimentary source and as psychoactive abuse, its biomedical relevance focused the attention on major cannabinoids. Phytochemical characterization of cannabis highlights the presence of various non-cannabinoids constituents including flavonoids, spiroindans, dihyrostilbenes, dihydrophenanthrenes, lignanamides, steroids and alkaloids. This review aims to identify polyphenols present in this plant, their biosynthesis, their bioactivities and their synthesis, when this occurred. Methods: We undertook a systematic research focused on bibliographic databases including all noncannabinoids phenolics in various C. sativa strains from their isolation, structural elucidation, their biological activity to their synthesis. Result: Nevertheless, attention has so far been focused only on cannabinoids (more than one hundred isolated), cannabis is a complex plant able to produce more than 480 chemical entities that represent almost all of the different biogenetic classes. Regarding phenolic compounds, the plant biosynthesises a plethora of unique non-cannabinoids second metabolites, such as prenylated flavonoids, stilbenoids derivatives and lignanammides. Conclusion: Cannabis is a plant with high pharmacological and nutrition values, its potentialities and applications are not only circumscribed to cannabinoids biological activities, but also defined by noncannabinoid compounds. The combination of other cannabinoids together with noncannabinoid components could enhance the beneficial effects of THC and could reduce undesirable side effects.
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Emerging research has identified nitrogen-containing metabolites in Cannabis as having neuroprotective, antitumor, and analgesic effects.
“emerging research has identified notable bioactive properties worthy of therapeutic consideration such as neuroprotective, antitumor, and analgesic effects, suggesting they warrant further investigation [12,13,14].”
Among Cannabis hydroxycinnamic acid amides are N-trans-coumaroyl-tyramine in roots, and N-trans-feruloyltyramine and N-trans-caffeoyltyramine in flowers, seeds, and roots.
“Among these are the hydroxycinnamic acid amides (HCAAs) N-trans-coumaroyl-tyramine in roots, and N-trans-feruloyltyramine and N-trans-caffeoyltyramine in flowers, seeds, and roots.”
Fifteen phenolic amides and lignanamides have been identified in Cannabis.
“Additionally, fifteen phenolic amides and lignanamides have been identified in Cannabis (Figure 1 and Figure 2).”
Other Cannabis metabolites include cannabisins A to G, cannabisins M, N and O, 3,3′-demethylheliotropamide, and grossamide, with cannabisins B and G present in roots.
“Other metabolites include cannabisins A to G, as well as cannabisins M, N and O, 3,3′-demethylheliotropamide, and grossamide, with cannabisins B and G present in the roots [12,14,29,30,41].”
Flavonoid concentrations decrease as the Cannabis plant grows.
“Flavonoid concentrations decrease as the plant grows [12].”
Cannabis seeds are thought not to contain prenylflavonoids, but germination induces production of cannflavin A and B in leaves of plants not yet producing cannabinoids.
“Cannabis seeds are thought not to contain prenylflavonoids, but germination induces the production of cannflavin A and B in leaves of plants that are not yet producing cannabinoids.”
To date, 38 stilbenes have been identified in Cannabis: 7 phenanthrenes, 15 dihydrostilbenes, and 16 spiroindans.
“To date, a total of thirty-eight stilbenes have been identified: seven phenanthrenes, fifteen dihydrostilbenes, and sixteen spiroindans [5,12,19].”
Cannabis flavonoids are found primarily in leaves and flowers, but have also been isolated from pollen and stem.
“Cannabis flavonoids are found primarily in the leaves and flowers, but have also been isolated and identified from the pollen and stem of the plant [12].”
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- Authors
- Pollastro, F., Minassi, A., & Fresu, L. G.
- Affiliations
- Università degli Studi del Piemonte Orientale “Amedeo Avogadro” (IT)
- Corresponding author
- Pollastro, Federica
- Venue
- Current Medicinal Chemistry
- Publisher
- Bentham Science Publishers Ltd.
- Published
- 2018-04-09
- Volume
- 25
- Issue
- 10
- Pages
- 1160-1185
- ISSN
- 0929-8673 (ISSN-L)
- OpenAlex
- W2745064352
- Cited by
- 198
- References
- 0
- Citations by year
- 2026: 15 · 2025: 24 · 2024: 24 · 2023: 25 · 2022: 40 · 2021: 35 · 2020: 21 · 2019: 9 · 2018: 5
- FWCI
- 6.70
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Current Medicinal Chemistry (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Health Sciences › Medicine › Pharmacology › Cannabis and Cannabinoid Research
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive natural compounds
- Keywords
- Cannabis sativa, polyphenols, flavonoids, prenylated flavonoids, stilbenoids, lignanamides, phenolic biosynthesis, biological activity, phytochemicals
- MeSH terms
- Cannabinoids, Cannabis, Humans, Plant Extracts, Structure-Activity Relationship, Molecular Structure, Polyphenols
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