2014
DOI: 10.1016/j.cbi.2014.03.007
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Characterization of the structural determinants required for potent mechanism-based inhibition of human cytochrome P450 1A1 by cannabidiol

Abstract: We previously demonstrated that cannabidiol (CBD) was a potent mechanism-based inhibitor of human cytochrome P450 1A1 (CYP1A1). However, the moiety of CBD that contributes to the potent mechanism-based inhibition of human CYP1A1 remains unknown. Thus, the effects of compounds structurally related to CBD on CYP1A1 activity were examined with recombinant human CYP1A1 in order to characterize the structural requirements for potent inactivation by CBD. When preincubated in the presence of NADPH for 20min, olivetol… Show more

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Cited by 24 publications
(12 citation statements)
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“…The structural analogies of the catalytic site of these two cytochromes explain their common substrates [166]. CBD seems to present the highest inhibitory power; however, no in vivo study supports the relevance of these experimental results [56,167,168]. Table III, many anticancer agents are also UGT substrates.…”
Section: Cyp2c9mentioning
confidence: 99%
“…The structural analogies of the catalytic site of these two cytochromes explain their common substrates [166]. CBD seems to present the highest inhibitory power; however, no in vivo study supports the relevance of these experimental results [56,167,168]. Table III, many anticancer agents are also UGT substrates.…”
Section: Cyp2c9mentioning
confidence: 99%
“…Data from a total of 22 published in vitro reports focusing on cannabis-drug interactions were entered into the repository (Holland et al, 2006(Holland et al, , 2007(Holland et al, , 2008Zhu et al, 2006;Watanabe et al, 2007;Mazur et al, 2009;Alhamoruni et al, 2010;Tournier et al, 2010;Yamaori et al, 2010Yamaori et al, , 2011aYamaori et al, ,b, 2012Yamaori et al, , 2013Yamaori et al, , 2014Yamaori et al, , 2015Jiang et al, 2011Jiang et al, , 2013Arnold et al, 2012;Al Saabi et al, 2013;Feinshtein et al, 2013a,b;Qian et al, 2019). As Figure 4 shows, experiments using either human liver microsomes or recombinant baculovirus-transfected insect cells expressing specific P450/UGT isoforms reported that cannabinoids inhibit CYP1A1, CYP1A2, CYP2C9, CYP2C19, CYP2D6, CYP3A4/5, and UGT (Mazur et al, 2009;Yamaori et al, 2010Yamaori et al, , 2011aYamaori et al, ,b, 2012Yamaori et al, , 2013Al Saabi et al, 2013;Jiang et al, 2013;Qian et al, 2019).…”
Section: Utilitymentioning
confidence: 99%
“…7: Illustrate the deferent between C3-, C4-and CAM-type plants due to the differential Physiological and enzymatic carbon fixation processes. (After Yamaori et al (2014).…”
Section: -Silicon In Plant Biology Under Stress Conditionmentioning
confidence: 99%