Potent inhibition of human monoamine oxidase A and B by phenolic compounds and polyunsaturated fatty acids in tobacco smoke

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dc.citation.volume413
dc.contributor.authorHong SW
dc.contributor.authorHeydari A
dc.contributor.authorWatson PR
dc.contributor.authorTeesdale-Spittle PH
dc.contributor.authorPage R
dc.contributor.authorNorthcote PT
dc.contributor.authorKeyzers RA
dc.contributor.authorVyssotski M
dc.contributor.authorTruman P
dc.date.accessioned2025-04-15T23:29:21Z
dc.date.available2025-04-15T23:29:21Z
dc.date.issued2025-05-25
dc.description.abstractSmoking is a main cause of premature death and preventable disease in the world. Interestingly, animal studies indicate that inhibition of monoamine oxidase (MAO), key enzymes for the degradation of neurotransmitters, increased self-administration of nicotine. The purpose of this study was to identify and characterize the potential MAO inhibitors in tobacco smoke responsible for MAO inhibition in smokers. A bioassay-guided isolation from an extract of tobacco smoke showed that catechol, 4-methylcatechol, hydroquinone, α-linolenic acid, and linoleic acid all displayed potent human MAO inhibitory activity. Additionally, the tobacco catechols 4-ethylcatechol and 4-vinylcatechol were included to test their inhibitory potencies. Catechol, 4-methylcatechol, 4-ethylcatechol, and hydroquinone are potent and irreversible MAO inhibitors. Among the phenolic compounds tested, 4-methylcatechol and 4-ethylcatechol inhibited MAO A with IC50 values of 10.0 and 12.6 μM, respectively, reducing to 0.27 and 0.43 μM after 1 h preincubation. In addition, α-linolenic acid and linoleic acid competitively inhibited MAO A with Ki values of 10.50 and 6.95 μM, respectively. These results suggest that MAO inhibition by phenolics and polyunsaturated fatty acids in tobacco smoke may be important contributors to the MAO inhibition experienced by smokers and to the enhancement of nicotine dependence this MAO inhibition is believed to cause.
dc.description.confidentialfalse
dc.identifier.citationHong SW, Heydari A, Watson PR, Teesdale-Spittle PH, Page R, Northcote PT, Keyzers RA, Vyssotski M, Truman P. (2025). Potent inhibition of human monoamine oxidase A and B by phenolic compounds and polyunsaturated fatty acids in tobacco smoke. Chemico-Biological Interactions. 413.
dc.identifier.doi10.1016/j.cbi.2025.111477
dc.identifier.eissn1872-7786
dc.identifier.elements-typejournal-article
dc.identifier.issn0009-2797
dc.identifier.number111477
dc.identifier.piiS0009279725001073
dc.identifier.urihttps://mro.massey.ac.nz/handle/10179/72806
dc.languageEnglish
dc.publisherElsevier B V
dc.publisher.urihttps://www.sciencedirect.com/science/article/pii/S0009279725001073
dc.relation.isPartOfChemico-Biological Interactions
dc.rights(c) 2025 The Author/s
dc.rightsCC BY 4.0
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectMonoamine oxidase inhibition
dc.subjectTobacco
dc.subjectCatechols
dc.subjectHydroquinone
dc.subjectPUFA
dc.subjectAddiction
dc.titlePotent inhibition of human monoamine oxidase A and B by phenolic compounds and polyunsaturated fatty acids in tobacco smoke
dc.typeJournal article
pubs.elements-id500282
pubs.organisational-groupOther
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