Microbial Biotransformation of Cannabidiol (CBD) from Cannabis sativa

Author:

Ahmed Safwat A.1,Ibrahim Amany K.1,Radwan Mohamed M.23,Slade Desmond2,Chandra Suman2,Khan Ikhlas A.24,ElSohly Mahmoud A.25

Affiliation:

1. Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia, Egypt

2. National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, MS, USA

3. Department of Pharmacognosy, Faculty of Pharmacy, University of Alexandria, Alexandria, Egypt

4. Department of Biomolecular Sciences, School of Pharmacy, University of Mississippi, University, MS, USA

5. Department of Pharmaceutics and Drug Delivery, School of Pharmacy, University of Mississippi, University, MS, USA

Abstract

AbstractMicrobial biotransformation of cannabidiol was assessed using 31 different microorganisms. Only Mucor ramannianus (ATCC 9628), Beauveria bassiana (ATCC 7195), and Absidia glauca (ATCC 22 752) were able to metabolize cannabidiol. M. ramannianus (ATCC 9628) yielded five metabolites, namely, 7,4″β-dihydroxycannabidiol (1), 6β,4″β-dihydroxycannabidiol (2), 6β,2″β-dihydroxycannabidiol (3), 6β,3″α-dihydroxycannabidiol (4), and 6β,7,4″β-trihydroxycannabidiol (5). B. bassiana (ATCC 7195) metabolized cannabidiol to afford six metabolites identified as 7,3″-dihydroxycannabidivarin (6), 7-hydroxycannabidivarin-3″-carboxylic acid (7), 3″-hydroxycannabidivarin (8), 4″β-hydroxycannabidiol (9), and cannabidivarin-3″-carboxylic acid (10) along with compound 1. Incubation of cannabidiol with A. glauca (ATCC 22 752) yielded three metabolites, 6α,3″-dihyroxycannabidivarin (11), 6β,3″-dihyroxycannabidivarin (12), and compound 6. All compounds were evaluated for their antimicrobial and antiprotozoal activity.

Funder

National Institute on Drug Abuse

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Complementary and alternative medicine,Drug Discovery,Pharmaceutical Science,Pharmacology,Molecular Medicine,Analytical Chemistry

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