Literature DB >> 19344127

Biologically active cannabinoids from high-potency Cannabis sativa.

Mohamed M Radwan1, Mahmoud A Elsohly, Desmond Slade, Safwat A Ahmed, Ikhlas A Khan, Samir A Ross.   

Abstract

Nine new cannabinoids (1-9) were isolated from a high-potency variety of Cannabis sativa. Their structures were identified as (+/-)-4-acetoxycannabichromene (1), (+/-)-3''-hydroxy-Delta((4'',5''))-cannabichromene (2), (-)-7-hydroxycannabichromane (3), (-)-7R-cannabicoumarononic acid A (4), 5-acetyl-4-hydroxycannabigerol (5), 4-acetoxy-2-geranyl-5-hydroxy-3-n-pentylphenol (6), 8-hydroxycannabinol (7), 8-hydroxycannabinolic acid A (8), and 2-geranyl-5-hydroxy-3-n-pentyl-1,4-benzoquinone (9) through 1D and 2D NMR spectroscopy, GC-MS, and HRESIMS. The known sterol beta-sitosterol-3-O-beta-d-glucopyranosyl-6'-acetate was isolated for the first time from cannabis. Compounds 6 and 7 displayed significant antibacterial and antifungal activities, respectively, while 5 displayed strong antileishmanial activity.

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Year:  2009        PMID： 19344127      PMCID： PMC4886613          DOI： 10.1021/np900067k

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  11 in total

1.  Sorocenols G and H, anti-MRSA oxygen heterocyclic Diels-Alder-type adducts from Sorocea muriculata roots.

Authors:  Samir A Ross; Raquel Rodríguez-Guzmán; Mohamed M Radwan; Melissa Jacob; Yuanqing Ding; Xing-Cong Li; Daneel Ferreira; Susan P Manly
Journal:  J Nat Prod       Date:  2008-10-11       Impact factor: 4.050

2.  NMR assignments of the major cannabinoids and cannabiflavonoids isolated from flowers of Cannabis sativa.

Authors:  Young Hae Choi; Arno Hazekamp; Anja M G Peltenburg-Looman; Michel Frédérich; Cornelis Erkelens; Alfons W M Lefeber; Robert Verpoorte
Journal:  Phytochem Anal       Date:  2004 Nov-Dec       Impact factor: 3.373

3.  Structural studies of cannabinoids. A theoretical and proton magnetic resonance analysis.

Authors:  R A Archer; D B Boyd; P V Demarco; I J Tyminski; N L Allinger
Journal:  J Am Chem Soc       Date:  1970-08-26       Impact factor: 15.419

4.  Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 47. Cannabinoid compounds.

Authors:  R A Archer; D W Johnson; E W Hagaman; L N Moreno; E Wenkert
Journal:  J Org Chem       Date:  1977-02-04       Impact factor: 4.354

Review 5.  Chemical constituents of marijuana: the complex mixture of natural cannabinoids.

Authors:  Mahmoud A Elsohly; Desmond Slade
Journal:  Life Sci       Date:  2005-09-30       Impact factor: 5.037

6.  Antiprotozoal and antimicrobial activities of O-alkylated and formylated acylphloroglucinols.

Authors:  Sandip B Bharate; Shabana I Khan; Nafees A M Yunus; Siddheshwar K Chauthe; Melissa R Jacob; Babu L Tekwani; Ikhlas A Khan; Inder Pal Singh
Journal:  Bioorg Med Chem       Date:  2006-10-10       Impact factor: 3.641

7.  Isolation and characterization of new Cannabis constituents from a high potency variety.

Authors:  Mohamed M Radwan; Samir A Ross; Desmond Slade; Safwat A Ahmed; Fazila Zulfiqar; Mahmoud A Elsohly
Journal:  Planta Med       Date:  2008-02-18       Impact factor: 3.352

8.  Structure determination and absolute configuration of cannabichromanone derivatives from high potency Cannabis sativa.

Authors:  Safwat A Ahmed; Samir A Ross; Desmond Slade; Mohamed M Radwan; Ikhlas A Khan; Mahmoud A Elsohly
Journal:  Tetrahedron Lett       Date:  2008-10-13       Impact factor: 2.415

9.  Cannabinoid ester constituents from high-potency Cannabis sativa.

Authors:  Safwat A Ahmed; Samir A Ross; Desmond Slade; Mohamed M Radwan; Fazila Zulfiqar; Rae R Matsumoto; Yan-Tong Xu; Eddy Viard; Robert C Speth; Vardan T Karamyan; M A ElSohly
Journal:  J Nat Prod       Date:  2008-02-28       Impact factor: 4.050

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

Authors:  Mohamed M Radwan; Mahmoud A Elsohly; Desmond Slade; Safwat A Ahmed; Lisa Wilson; Abir T El-Alfy; Ikhlas A Khan; Samir A Ross
Journal:  Phytochemistry       Date:  2008-09-04       Impact factor: 4.072
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  42 in total

1.  Antidepressant-like effect of delta9-tetrahydrocannabinol and other cannabinoids isolated from Cannabis sativa L.

Authors:  Abir T El-Alfy; Kelly Ivey; Keisha Robinson; Safwat Ahmed; Mohamed Radwan; Desmond Slade; Ikhlas Khan; Mahmoud ElSohly; Samir Ross
Journal:  Pharmacol Biochem Behav       Date:  2010-03-21       Impact factor: 3.533

Review 2.  An overview of the cannabinoid type 2 receptor system and its therapeutic potential.

Authors:  Bihua Bie; Jiang Wu; Joseph F Foss; Mohamed Naguib
Journal:  Curr Opin Anaesthesiol       Date:  2018-08       Impact factor: 2.706

3.  Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa.

Authors:  Mohamed M Radwan; Mahmoud A ElSohly; Abir T El-Alfy; Safwat A Ahmed; Desmond Slade; Afeef S Husni; Susan P Manly; Lisa Wilson; Suzanne Seale; Stephen J Cutler; Samir A Ross
Journal:  J Nat Prod       Date:  2015-05-22       Impact factor: 4.050

4.  Slim evidence for cannabinoids for epilepsy.

Authors:  John W Miller
Journal:  Epilepsy Curr       Date:  2013-03       Impact factor: 7.500

5.  Is the medical use of cannabis a therapeutic option for children?

Authors:  Michael J Rieder
Journal:  Paediatr Child Health       Date:  2016 Jan-Feb       Impact factor: 2.253

Review 6.  Gambling and Cannabis Use: Clinical and Policy Implications.

Authors:  Ken C Winters; James P Whelan
Journal:  J Gambl Stud       Date:  2020-03

7.  Microbial metabolism of cannflavin A and B isolated from Cannabis sativa.

Authors:  Amany K Ibrahim; Mohamed M Radwan; Safwat A Ahmed; Desmond Slade; Samir A Ross; Mahmoud A ElSohly; Ikhlas A Khan
Journal:  Phytochemistry       Date:  2010-03-10       Impact factor: 4.072

8.  Chemical and Biological Studies of Cannabis sativa Roots.

Authors:  Mostafa A Elhendawy; Amira S Wanas; Mohamed M Radwan; Nabil A Azzaz; ElShahat S Toson; Mahmoud A ElSohly
Journal:  Med Cannabis Cannabinoids       Date:  2018-12-04

9.  Cannabisol, a novel Δ9-THC dimer possessing a unique methylene bridge, isolated from Cannabis sativa.

Authors:  Fazila Zulfiqar; Samir A Ross; Desmond Slade; Safwat A Ahmed; Mohamed M Radwan; Zulfiqar Ali; Ikhlas A Khan; Mahmoud A ElSohly
Journal:  Tetrahedron Lett       Date:  2012-05-07       Impact factor: 2.415

10.  Effects of Δ9-THC and cannabidiol vapor inhalation in male and female rats.

Authors:  Mehrak Javadi-Paydar; Jacques D Nguyen; Tony M Kerr; Yanabel Grant; Sophia A Vandewater; Maury Cole; Michael A Taffe
Journal:  Psychopharmacology (Berl)       Date:  2018-06-16       Impact factor: 4.530
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