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Non-cannabinoid constituents from a high potency Cannabis sativa variety.

Abstract

Six new non-cannabinoid constituents were isolated from a high potency Cannabis sativa L. variety, namely 5-acetoxy-6-geranyl-3-n-pentyl-1,4-benzoquinone (1), 4,5-dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene (2), 4-hydroxy-2,3,6,7-tetramethoxy-9,10-dihydrophenanthrene (3), 4,7-dimethoxy-1,2,5-trihydroxyphenanthrene (4), cannflavin C (5) and beta-sitosteryl-3-O-beta-d-glucopyranoside-2'-O-palmitate (6). In addition, five known compounds, alpha-cannabispiranol (7), chrysoeriol (8), 6-prenylapigenin (9), cannflavin A (10) and beta-acetyl cannabispiranol (11) were identified, with 8 and 9 being reported for the first time from cannabis. Some isolates displayed weak to strong antimicrobial, antileishmanial, antimalarial and anti-oxidant activities. Compounds 2-4 were inactive as analgesics.

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  • Authors+Show Affiliations

    ,

    National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.

    , , , , , ,

    Source

    Phytochemistry 69:14 2008 Oct pg 2627-33

    MeSH

    Analgesics
    Animals
    Anti-Infective Agents
    Antimalarials
    Antioxidants
    Antiprotozoal Agents
    Biological Products
    Cannabis
    Flavones
    Mice
    Molecular Structure

    Pub Type(s)

    Journal Article
    Research Support, N.I.H., Extramural

    Language

    eng

    PubMed ID

    18774146

    Citation

    Radwan, Mohamed M., et al. "Non-cannabinoid Constituents From a High Potency Cannabis Sativa Variety." Phytochemistry, vol. 69, no. 14, 2008, pp. 2627-33.
    Radwan MM, Elsohly MA, Slade D, et al. Non-cannabinoid constituents from a high potency Cannabis sativa variety. Phytochemistry. 2008;69(14):2627-33.
    Radwan, M. M., Elsohly, M. A., Slade, D., Ahmed, S. A., Wilson, L., El-Alfy, A. T., ... Ross, S. A. (2008). Non-cannabinoid constituents from a high potency Cannabis sativa variety. Phytochemistry, 69(14), pp. 2627-33. doi:10.1016/j.phytochem.2008.07.010.
    Radwan MM, et al. Non-cannabinoid Constituents From a High Potency Cannabis Sativa Variety. Phytochemistry. 2008;69(14):2627-33. PubMed PMID: 18774146.
    * Article titles in AMA citation format should be in sentence-case
    TY - JOUR T1 - Non-cannabinoid constituents from a high potency Cannabis sativa variety. AU - Radwan,Mohamed M, AU - Elsohly,Mahmoud A, AU - Slade,Desmond, AU - Ahmed,Safwat A, AU - Wilson,Lisa, AU - El-Alfy,Abir T, AU - Khan,Ikhlas A, AU - Ross,Samir A, Y1 - 2008/09/04/ PY - 2008/05/02/received PY - 2008/06/03/revised PY - 2008/07/22/accepted PY - 2008/9/9/pubmed PY - 2009/1/17/medline PY - 2008/9/9/entrez SP - 2627 EP - 33 JF - Phytochemistry JO - Phytochemistry VL - 69 IS - 14 N2 - Six new non-cannabinoid constituents were isolated from a high potency Cannabis sativa L. variety, namely 5-acetoxy-6-geranyl-3-n-pentyl-1,4-benzoquinone (1), 4,5-dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene (2), 4-hydroxy-2,3,6,7-tetramethoxy-9,10-dihydrophenanthrene (3), 4,7-dimethoxy-1,2,5-trihydroxyphenanthrene (4), cannflavin C (5) and beta-sitosteryl-3-O-beta-d-glucopyranoside-2'-O-palmitate (6). In addition, five known compounds, alpha-cannabispiranol (7), chrysoeriol (8), 6-prenylapigenin (9), cannflavin A (10) and beta-acetyl cannabispiranol (11) were identified, with 8 and 9 being reported for the first time from cannabis. Some isolates displayed weak to strong antimicrobial, antileishmanial, antimalarial and anti-oxidant activities. Compounds 2-4 were inactive as analgesics. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/18774146/abstract/Non_cannabinoid_constituents_from_a_high_potency_Cannabis_sativa_variety_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(08)00351-8 DB - PRIME DP - Unbound Medicine ER -