Literature DB >> 33722296

The biosynthesis of the cannabinoids.

M Nazir Tahir1, Fred Shahbazi1, Simon Rondeau-Gagné2, John F Trant3.   

Abstract

Cannabis has been integral to Eurasian civilization for millennia, but a century of prohibition has limited investigation. With spreading legalization, science is pivoting to study the pharmacopeia of the cannabinoids, and a thorough understanding of their biosynthesis is required to engineer strains with specific cannabinoid profiles. This review surveys the biosynthesis and biochemistry of cannabinoids. The pathways and the enzymes' mechanisms of action are discussed as is the non-enzymatic decarboxylation of the cannabinoic acids. There are still many gaps in our knowledge about the biosynthesis of the cannabinoids, especially for the minor components, and this review highlights the tools and approaches that will be applied to generate an improved understanding and consequent access to these potentially biomedically-relevant materials.

Entities:  

Keywords:  C. sativa; Cannabinoid biosynthesis; Decarboxylation; Enzymatic mechanism; Enzymatic transformation

Year:  2021        PMID: 33722296     DOI: 10.1186/s42238-021-00062-4

Source DB:  PubMed          Journal:  J Cannabis Res        ISSN: 2522-5782


  56 in total

1.  Old substrates for new enzymes of terpenoid biosynthesis.

Authors:  Jörg Bohlmann; Jonathan Gershenzon
Journal:  Proc Natl Acad Sci U S A       Date:  2009-06-24       Impact factor: 11.205

2.  Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol.

Authors:  M Fellermeier; M H Zenk
Journal:  FEBS Lett       Date:  1998-05-08       Impact factor: 4.124

3.  1 -tetrahydrocannabinolic acid, an important component in the evaluation of cannabis products.

Authors:  R A De Zeeuw; T M Malingré; F W Merkus
Journal:  J Pharm Pharmacol       Date:  1972-01       Impact factor: 3.765

4.  Pharmacognosy and chemistry of "cannabis sativa".

Authors:  N R Farnsworth
Journal:  J Am Pharm Assoc       Date:  1969-08       Impact factor: 2.217

5.  Isolation of Delta9-THCA-A from hemp and analytical aspects concerning the determination of Delta9-THC in cannabis products.

Authors:  Franz E Dussy; Cornelia Hamberg; Marco Luginbühl; Thomas Schwerzmann; Thomas A Briellmann
Journal:  Forensic Sci Int       Date:  2005-04-20       Impact factor: 2.395

Review 6.  Cannabinoids: occurrence and medicinal chemistry.

Authors:  G Appendino; G Chianese; O Taglialatela-Scafati
Journal:  Curr Med Chem       Date:  2011       Impact factor: 4.530

Review 7.  Terpenes in Cannabis sativa - From plant genome to humans.

Authors:  Judith K Booth; Jörg Bohlmann
Journal:  Plant Sci       Date:  2019-04-04       Impact factor: 4.729

8.  An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases.

Authors:  Michael B Austin; Marianne E Bowman; Jean-Luc Ferrer; Joachim Schröder; Joseph P Noel
Journal:  Chem Biol       Date:  2004-09

9.  Synthesis and structure-activity relationship of substitutions at the C-1 position of Delta9-tetrahydrocannabinol.

Authors:  David Burdick; Russell DeOrazio; Peter Guzzo; Alicia Habershaw; Mark Helle; Bernard Paul; Mark Wolf
Journal:  Bioorg Med Chem Lett       Date:  2010-01-04       Impact factor: 2.823

10.  Terpene synthases from Cannabis sativa.

Authors:  Judith K Booth; Jonathan E Page; Jörg Bohlmann
Journal:  PLoS One       Date:  2017-03-29       Impact factor: 3.240

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  12 in total

1.  Potential Mechanisms Underlying Marijuana-Associated Periodontal Tissue Destruction.

Authors:  D A Scott; H Dukka; D Saxena
Journal:  J Dent Res       Date:  2021-09-13       Impact factor: 6.116

Review 2.  Acidic Cannabinoid Decarboxylation.

Authors:  Crist N Filer
Journal:  Cannabis Cannabinoid Res       Date:  2021-09-22

3.  Direct In Vivo Analysis of CBD- and THC-Acid Cannabinoids and Classification of Cannabis Cultivars Using SpiderMass.

Authors:  Nina Ogrinc; Serge Schneider; Adèle Bourmaud; Nicolas Gengler; Michel Salzet; Isabelle Fournier
Journal:  Metabolites       Date:  2022-05-26

Review 4.  Medical Cannabis Activity Against Inflammation: Active Compounds and Modes of Action.

Authors:  Seegehalli M Anil; Hadar Peeri; Hinanit Koltai
Journal:  Front Pharmacol       Date:  2022-05-09       Impact factor: 5.988

5.  Impact of Harvest Time and Pruning Technique on Total CBD Concentration and Yield of Medicinal Cannabis.

Authors:  Danilo Crispim Massuela; Jens Hartung; Sebastian Munz; Federico Erpenbach; Simone Graeff-Hönninger
Journal:  Plants (Basel)       Date:  2022-01-05

Review 6.  Cannabis-Based Products for the Treatment of Skin Inflammatory Diseases: A Timely Review.

Authors:  Ana M Martins; Ana L Gomes; Inês Vilas Boas; Joana Marto; Helena M Ribeiro
Journal:  Pharmaceuticals (Basel)       Date:  2022-02-09

Review 7.  Cannabinoids-Characteristics and Potential for Use in Food Production.

Authors:  Joanna Kanabus; Marcin Bryła; Marek Roszko; Marta Modrzewska; Adam Pierzgalski
Journal:  Molecules       Date:  2021-11-06       Impact factor: 4.411

8.  Industry-Based Misconceptions Regarding Cross-Pollination of Cannabis spp.

Authors:  Kenneth J Olejar; Sang-Hyuck Park
Journal:  Front Plant Sci       Date:  2022-01-26       Impact factor: 5.753

9.  Standardized Cannabis Smoke Extract Induces Inflammation in Human Lung Fibroblasts.

Authors:  Noof Aloufi; Yoon Namkung; Hussein Traboulsi; Emily T Wilson; Stephane A Laporte; Barbara L F Kaplan; Matthew K Ross; Parameswaran Nair; David H Eidelman; Carolyn J Baglole
Journal:  Front Pharmacol       Date:  2022-03-28       Impact factor: 5.810

10.  In planta Female Flower Agroinfiltration Alters the Cannabinoid Composition in Industrial Hemp (Cannabis sativa L.).

Authors:  Michihito Deguchi; Seema Dhir; Shobha Potlakayala; Sarwan Dhir; Wayne R Curtis; Sairam Rudrabhatla
Journal:  Front Plant Sci       Date:  2022-07-21       Impact factor: 6.627

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