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Planta Med ; 85(11-12): 981-986, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-30934093

RESUMO

A general protocol for the selective mono-O-methylation of resorcinyl phytocannabinoids was developed. The availability of semisynthetic monomethyl analogues of cannabigerol, cannabidiol, and cannabidivarin (1A: -3A: , respectively) made it possible to quantify these minor phytocannabinoids in about 40 different chemotypes of fiber hemp. No chemotype significantly accumulated mono-O-methyl cannabidiol (2B: ) or its lower homologue (3B: ), while at least three chemotypes containing consistent amounts (≥ 400 mg/kg) of O-methylcannabigerol (1B: ) were identified. O-Methylation of alkyl phytocannabinoids (1B: -3B: ) does not significantly change the activity on peroxisome proliferator-activated receptors in contrast to what was reported for phenethyl analogues.


Assuntos
Canabinoides/química , Cannabis/química , Flores/química , Canabinoides/síntese química , Canabinoides/metabolismo , Canabinoides/farmacologia , Cannabis/metabolismo , Flores/metabolismo , Células HEK293 , Humanos , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Receptores Ativados por Proliferador de Peroxissomo/efeitos dos fármacos
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