Delta-9-Tetrahydrocannabinolic Acid B: A Mechanism for its Formation in Cannabis.Cannabis Cannabinoid Res. 2023 02; 8(1):1-4.CC
Abstract
There appears to be consensus among Cannabis biologists that delta-9-tetrahydrocannabinolic acid A (THCA-A) is the exclusive product of the enzyme THCA synthase. This then leaves an open question for formation of the THCA-A structural isomer, delta-9-tetrahydrocannabinolic acid B (THCA-B), discovered as a minor product in Cannabis in 1969. With no reasonable biochemical pathway to explain the presence of THCA-B in Cannabis, a synthetic route was next considered. Using established literature precedent, a photochemical mechanism has been proposed for the conversion of THCA-A to cannabidiolic acid (CBDA), followed by conversion of CBDA to THCA-B employing bond-breaking and bond-forming reactions.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
35290744
Citation
Filer, Crist N.. "Delta-9-Tetrahydrocannabinolic Acid B: a Mechanism for Its Formation in Cannabis." Cannabis and Cannabinoid Research, vol. 8, no. 1, 2023, pp. 1-4.
Filer CN. Delta-9-Tetrahydrocannabinolic Acid B: A Mechanism for its Formation in Cannabis. Cannabis Cannabinoid Res. 2023;8(1):1-4.
Filer, C. N. (2023). Delta-9-Tetrahydrocannabinolic Acid B: A Mechanism for its Formation in Cannabis. Cannabis and Cannabinoid Research, 8(1), 1-4. https://doi.org/10.1089/can.2021.0216
Filer CN. Delta-9-Tetrahydrocannabinolic Acid B: a Mechanism for Its Formation in Cannabis. Cannabis Cannabinoid Res. 2023;8(1):1-4. PubMed PMID: 35290744.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Delta-9-Tetrahydrocannabinolic Acid B: A Mechanism for its Formation in Cannabis.
A1 - Filer,Crist N,
Y1 - 2022/03/15/
PY - 2022/3/16/pubmed
PY - 2023/2/10/medline
PY - 2022/3/15/entrez
KW - Cannabis
KW - THCA-B
KW - photochemistry
KW - tetrahydrocannabinolic acid B
SP - 1
EP - 4
JF - Cannabis and cannabinoid research
JO - Cannabis Cannabinoid Res
VL - 8
IS - 1
N2 - There appears to be consensus among Cannabis biologists that delta-9-tetrahydrocannabinolic acid A (THCA-A) is the exclusive product of the enzyme THCA synthase. This then leaves an open question for formation of the THCA-A structural isomer, delta-9-tetrahydrocannabinolic acid B (THCA-B), discovered as a minor product in Cannabis in 1969. With no reasonable biochemical pathway to explain the presence of THCA-B in Cannabis, a synthetic route was next considered. Using established literature precedent, a photochemical mechanism has been proposed for the conversion of THCA-A to cannabidiolic acid (CBDA), followed by conversion of CBDA to THCA-B employing bond-breaking and bond-forming reactions.
SN - 2378-8763
UR - https://www.unboundmedicine.com/medline/citation/35290744/Delta_9_Tetrahydrocannabinolic_Acid_B:_A_Mechanism_for_its_Formation_in_Cannabis_
DB - PRIME
DP - Unbound Medicine
ER -