MAOI: Difference between revisions

>David Hedlund
List of MAOIs: Party pills (sometimes called "herbal highs") often contain MAOIs.
>David Hedlund
 
(26 intermediate revisions by 3 users not shown)
Line 20: Line 20:


===Before MAOI consumption===
===Before MAOI consumption===
*Substances with slow elimination
*Substances with slow elimination
**[[Methamphetamine]]: Because of its slow elimination, low concentrations of Methamphetamine can be detected in urine for up to 7 days after a single oral dose of 30 mg (Valentine et al., 1995) or up to 60 h after a single 15-mg smoked or intravenous dose (Cook et al., 1993).<ref>{{cite journal | vauthors=((Li, L.)), ((Galloway, G. P.)), ((Verotta, D.)), ((Everhart, E. T.)), ((Baggott, M. J.)), ((Coyle, J. R.)), ((Lopez, J. C.)), ((Mendelson, J.)) | journal=The Journal of Pharmacology and Experimental Therapeutics | title=A Method to Quantify Illicit Intake of Drugs from Urine: Methamphetamine | volume=338 | issue=1 | pages=31–36 | date= July 2011 | url=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3126645/ | issn=0022-3565 | doi=10.1124/jpet.111.179176}}</ref> A chronic meth user might still test positive seven to 10 days after consuming the drug.
**[[Methamphetamine]]: Because of its slow elimination, low concentrations of Methamphetamine can be detected in urine for up to 7 days after a single oral dose of 30 mg (Valentine et al., 1995) or up to 60 h after a single 15-mg smoked or intravenous dose (Cook et al., 1993).<ref>{{cite journal | vauthors=((Li, L.)), ((Galloway, G. P.)), ((Verotta, D.)), ((Everhart, E. T.)), ((Baggott, M. J.)), ((Coyle, J. R.)), ((Lopez, J. C.)), ((Mendelson, J.)) | journal=The Journal of Pharmacology and Experimental Therapeutics | title=A Method to Quantify Illicit Intake of Drugs from Urine: Methamphetamine | volume=338 | issue=1 | pages=31–36 | date= July 2011 | url=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3126645/ | issn=0022-3565 | doi=10.1124/jpet.111.179176}}</ref> A chronic meth user might still test positive seven to 10 days after consuming the drug.
Line 32: Line 31:


==Poly drug use==
==Poly drug use==
*[[Ayahuasca]]: The [[tryptamine]] [[DMT]] will break down without MAOIs when taken orally.
*[[Ayahuasca]]: The [[tryptamine]] [[DMT]] will break down without MAOIs when taken orally.


Line 38: Line 36:
{{see also|RIMA#List of RIMAs}}
{{see also|RIMA#List of RIMAs}}


Party pills (sometimes called "herbal highs") often contain MAOIs.
[https://en.wikipedia.org/wiki/Party_pills Party pills] (sometimes called "herbal highs") often contain MAOIs.


===Nonselective MAOIs/RIMAs===
===Nonselective MAOIs/RIMAs===
See also [[RIMA#Naturally occurring sources|naturally occurring RIMA sources]].


*Naturally occurring sources
*Naturally occurring sources
Line 75: Line 74:
|[[Cannabis#Chemistry|Cannabis]], Cannabis extract
|[[Cannabis#Chemistry|Cannabis]], Cannabis extract
|
|
|MAO-A, MAO-B<ref name="Berlin2001"/>
|MAO-A, MAO-B<ref name="Berlin2001" />
|-
|-
|[[Cocoa]] bean (from ''Theobroma cacao'')
|[[Cocoa]] bean (from ''Theobroma cacao'')
Line 82: Line 81:
|-
|-
|[[Cocoa]] bean (from ''Theobroma cacao'')
|[[Cocoa]] bean (from ''Theobroma cacao'')
|Catechin<ref name="Nehlig2013"/><ref name="Procyanidin flavonoids">{{cite journal | vauthors=((Gottumukkala, R. V. S. S.)), ((Nadimpalli, N.)), ((Sukala, K.)), ((Subbaraju, G. V.)) | journal=International Scholarly Research Notices | title=Determination of Catechin and Epicatechin Content in Chocolates by High-Performance Liquid Chromatography | volume=2014 | pages=628196 | date=28 October 2014 | url=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4897191/ | issn=2356-7872 | doi=10.1155/2014/628196}}</ref>
|Catechin<ref name="Nehlig2013" /><ref name="Procyanidin flavonoids">{{cite journal | vauthors=((Gottumukkala, R. V. S. S.)), ((Nadimpalli, N.)), ((Sukala, K.)), ((Subbaraju, G. V.)) | journal=International Scholarly Research Notices | title=Determination of Catechin and Epicatechin Content in Chocolates by High-Performance Liquid Chromatography | volume=2014 | pages=628196 | date=28 October 2014 | url=https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4897191/ | issn=2356-7872 | doi=10.1155/2014/628196}}</ref>
|MAO-B<ref name="Catechin, and epicatechin">{{cite journal | vauthors=((Hou, W.-C.)), ((Lin, R.-D.)), ((Chen, C.-T.)), ((Lee, M.-H.)) | journal=Journal of Ethnopharmacology | title=Monoamine oxidase B (MAO-B) inhibition by active principles from Uncaria rhynchophylla | volume=100 | issue=1–2 | pages=216–220 | date=22 August 2005 | issn=0378-8741 | doi=10.1016/j.jep.2005.03.017}}</ref>
|MAO-B<ref name="Catechin, and epicatechin">{{cite journal | vauthors=((Hou, W.-C.)), ((Lin, R.-D.)), ((Chen, C.-T.)), ((Lee, M.-H.)) | journal=Journal of Ethnopharmacology | title=Monoamine oxidase B (MAO-B) inhibition by active principles from Uncaria rhynchophylla | volume=100 | issue=1–2 | pages=216–220 | date=22 August 2005 | issn=0378-8741 | doi=10.1016/j.jep.2005.03.017}}</ref>
|-
|-
|[[Cocoa]] bean (from ''Theobroma cacao'')
|[[Cocoa]] bean (from ''Theobroma cacao'')
|Epicatechin<ref name="Nehlig2013"/><ref name="Procyanidin flavonoids" />
|Epicatechin<ref name="Nehlig2013" /><ref name="Procyanidin flavonoids" />
|MAO-B<ref name="Catechin, and epicatechin" />
|MAO-B<ref name="Catechin, and epicatechin" />
|-
|-
|[[Cocoa]] bean (from ''Theobroma cacao'')
|[[Cocoa]] bean (from ''Theobroma cacao'')
|Tetrahydro-beta-carbolines<ref name="Nehlig2013"/>
|Tetrahydro-beta-carbolines<ref name="Nehlig2013" />
|
|
|-
|-
Line 148: Line 147:
|Quercetin
|Quercetin
|MAO-A
|MAO-A
|-
|''Rhodiola rosea'' (rose root)
|
|MAO-A, MAO-B<ref>{{cite journal | vauthors=((Diermen, D. van)), ((Marston, A.)), ((Bravo, J.)), ((Reist, M.)), ((Carrupt, P.-A.)), ((Hostettmann, K.)) | journal=Journal of Ethnopharmacology | title=Monoamine oxidase inhibition by Rhodiola rosea L. roots | volume=122 | issue=2 | pages=397–401 | date=18 March 2009 | issn=1872-7573 | doi=10.1016/j.jep.2009.01.007}}</ref>
|-
|-
|[[Peganum_harmala#Chemistry|Syrian rue (''Peganum harmala'')]]
|[[Peganum_harmala#Chemistry|Syrian rue (''Peganum harmala'')]]
Line 158: Line 153:
|-
|-
|[[Peganum_harmala#Chemistry|Syrian rue (''Peganum harmala'')]]
|[[Peganum_harmala#Chemistry|Syrian rue (''Peganum harmala'')]]
|[[Harmane]]<ref name=partial>{{cite journal |vauthors=Hemmateenejad B, Abbaspour A, Maghami H, Miri R, Panjehshahin MR |title=Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts |journal=Anal. Chim. Acta |volume=575 |issue=2 |pages=290–9 |date=August 2006 |pmid=17723604 |doi=10.1016/j.aca.2006.05.093}}</ref>
|[[Harmane]]<ref name="partial">{{cite journal |vauthors=Hemmateenejad B, Abbaspour A, Maghami H, Miri R, Panjehshahin MR |title=Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts |journal=Anal. Chim. Acta |volume=575 |issue=2 |pages=290–9 |date=August 2006 |pmid=17723604 |doi=10.1016/j.aca.2006.05.093}}</ref>
|MAO-A<ref name="pmid35832393">https://www.frontiersin.org/articles/10.3389/fnmol.2022.925272/full</ref><ref name="harman">{{cite journal |last1=Herraiz |first1=T |last2=Chaparro |first2=C |title=Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee. |journal=Life sciences |date=18 January 2006 |volume=78 |issue=8 |pages=795-802 |doi=10.1016/j.lfs.2005.05.074 |pmid=16139309}}</ref><!-- Added to: MAOI, Harmala alkaloid -->
|MAO-A<ref name="pmid35832393">https://www.frontiersin.org/articles/10.3389/fnmol.2022.925272/full</ref><ref name="harman">{{cite journal |last1=Herraiz |first1=T |last2=Chaparro |first2=C |title=Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee. |journal=Life sciences |date=18 January 2006 |volume=78 |issue=8 |pages=795-802 |doi=10.1016/j.lfs.2005.05.074 |pmid=16139309}}</ref><!-- Added to: MAOI, Harmala alkaloid -->
|-
|-
Line 164: Line 159:
|[[Harmine]]
|[[Harmine]]
|[[RIMA]]
|[[RIMA]]
|-
|''Rhodiola rosea'' (rose root)
|
|MAO-A, MAO-B<ref>{{cite journal | vauthors=((Diermen, D. van)), ((Marston, A.)), ((Bravo, J.)), ((Reist, M.)), ((Carrupt, P.-A.)), ((Hostettmann, K.)) | journal=Journal of Ethnopharmacology | title=Monoamine oxidase inhibition by Rhodiola rosea L. roots | volume=122 | issue=2 | pages=397–401 | date=18 March 2009 | issn=1872-7573 | doi=10.1016/j.jep.2009.01.007}}</ref>
|-
|-
|[[Nicotiana (botany)|Tobacco]]
|[[Nicotiana (botany)|Tobacco]]
|1,2,3,4-tetrahydro-b-carboline (THbC)<ref name="Berlin2001"/>
|1,2,3,4-tetrahydro-b-carboline (THbC)<ref name="Berlin2001" />
|MAO-A, MAO-B
|MAO-A, MAO-B
|-
|-
|[[Nicotiana (botany)|Tobacco]]
|[[Nicotiana (botany)|Tobacco]]
|1,2,3,4-tetrahydroisoquinoline<ref name="Berlin2001"/>
|1,2,3,4-tetrahydroisoquinoline<ref name="Berlin2001" />
|MAO-A, MAO-B
|MAO-A, MAO-B
|-
|-
Line 180: Line 179:
|Norharman<ref name="Tobacco" />
|Norharman<ref name="Tobacco" />
|MAO-A, MAO-B<ref name="norharman" />
|MAO-A, MAO-B<ref name="norharman" />
|-
|Turmeric
|Curcumin<ref>{{cite journal |last1=Khatri |first1=DK |last2=Juvekar |first2=AR |title=Kinetics of Inhibition of Monoamine Oxidase Using Curcumin and Ellagic Acid. |journal=Pharmacognosy magazine |date=May 2016 |volume=12 |issue=Suppl 2 |pages=S116-20 |doi=10.4103/0973-1296.182168 |pmid=27279695 |pmc=4883067}}</ref>
|MAO-B
|-
|-
|}
|}
Line 204: Line 207:


*Naturally occurring sources
*Naturally occurring sources
**Betel nut (''Areca catechu''): MAO-A inhibitor.<ref>{{cite journal | vauthors=((Dar, A.)), ((Khatoon, S.)), ((Rahman, G.)), ((Atta-Ur-Rahman, null)) | journal=Phytomedicine: International Journal of Phytotherapy and Phytopharmacology | title=Anti-depressant activities of Areca catechu fruit extract | volume=4 | issue=1 | pages=41–45 | date= March 1997 | issn=0944-7113 | doi=10.1016/S0944-7113(97)80026-8}}</ref><ref name="Berlin2001"/>
**Betel nut (''Areca catechu''): MAO-A inhibitor.<ref>{{cite journal | vauthors=((Dar, A.)), ((Khatoon, S.)), ((Rahman, G.)), ((Atta-Ur-Rahman, null)) | journal=Phytomedicine: International Journal of Phytotherapy and Phytopharmacology | title=Anti-depressant activities of Areca catechu fruit extract | volume=4 | issue=1 | pages=41–45 | date= March 1997 | issn=0944-7113 | doi=10.1016/S0944-7113(97)80026-8}}</ref><ref name="Berlin2001" />
**Yohimbe (''Pausinystalia johimbe''): [[Yohimbine]]<ref>{{cite journal | vauthors=((Wagmann, L.)), ((Brandt, S. D.)), ((Kavanagh, P. V.)), ((Maurer, H. H.)), ((Meyer, M. R.)) | journal=Toxicology Letters | title=In vitro monoamine oxidase inhibition potential of alpha-methyltryptamine analog new psychoactive substances for assessing possible toxic risks | volume=272 | pages=84–93 | date=15 April 2017 | issn=1879-3169 | doi=10.1016/j.toxlet.2017.03.007}}</ref>
**Yohimbe (''Pausinystalia johimbe''): [[Yohimbine]]<ref>{{cite journal | vauthors=((Wagmann, L.)), ((Brandt, S. D.)), ((Kavanagh, P. V.)), ((Maurer, H. H.)), ((Meyer, M. R.)) | journal=Toxicology Letters | title=In vitro monoamine oxidase inhibition potential of alpha-methyltryptamine analog new psychoactive substances for assessing possible toxic risks | volume=272 | pages=84–93 | date=15 April 2017 | issn=1879-3169 | doi=10.1016/j.toxlet.2017.03.007}}</ref>
*Psychedelics
*Psychedelics
**[[2C-T-2]] (suspected, weak)<ref name="2C-T-2 and 2C-T-7">http://www.bluelight.org/vb/threads/385484-2C-T-family-and-MAOI-properties</ref>
**[[2C-T-2]] (suspected, weak)<ref name="2C-T-2 and 2C-T-7">http://www.bluelight.org/vb/threads/385484-2C-T-family-and-MAOI-properties</ref>
*** Substituted phenethylamines is dangerous to combine with MAOIs.
***Substituted phenethylamines are dangerous to combine with MAOIs.
**[[2C-T-7]] (suspected, strong)<ref name="2C-T-2 and 2C-T-7" />
**[[2C-T-7]] (suspected, strong)<ref name="2C-T-2 and 2C-T-7" />
*** Substituted phenethylamines is dangerous to combine with MAOIs.
***Substituted phenethylamines are dangerous to combine with MAOIs.
**[[Bromo-DragonFLY]] (suspected, very strong)<ref>{{cite journal | vauthors=((Noble, C.)), ((Holm, N. B.)), ((Mardal, M.)), ((Linnet, K.)) | journal=Toxicology Letters | title=Bromo-dragonfly, a psychoactive benzodifuran, is resistant to hepatic metabolism and potently inhibits monoamine oxidase A | volume=295 | pages=397–407 | date=1 October 2018 | issn=1879-3169 | doi=10.1016/j.toxlet.2018.07.018}}</ref>
**[[Bromo-DragonFLY]] (suspected, very strong)<ref>{{cite journal | vauthors=((Noble, C.)), ((Holm, N. B.)), ((Mardal, M.)), ((Linnet, K.)) | journal=Toxicology Letters | title=Bromo-dragonfly, a psychoactive benzodifuran, is resistant to hepatic metabolism and potently inhibits monoamine oxidase A | volume=295 | pages=397–407 | date=1 October 2018 | issn=1879-3169 | doi=10.1016/j.toxlet.2018.07.018}}</ref>
*** Dangerous to combine with MAOIs.
***Dangerous to combine with MAOIs.
*Pharmaceuticals
*Pharmaceuticals
**Bifemelane (Alnert, Celeport) (available in Japan)
**Bifemelane (Alnert, Celeport) (available in Japan)
Line 231: Line 234:


===Unknown selectivity===
===Unknown selectivity===
*Psychedelics
*Psychedelics
**[[5-MeO-AET]]
**[[5-MeO-AET]]
Line 254: Line 256:


====Psychoactive naturally occurring sources with high tyramine content====
====Psychoactive naturally occurring sources with high tyramine content====
*[[Psychedelic cacti]]. The cacti contain contain a bunch of phenethylamines, not just tyramine (but also 3-Methoxytyramine, methyltyramine, hordenine (aka dimethyltyramine), mescaline, etc) and should thus be avoided with MAOIs. However, tyramine has been identified in these species:
*[[Psychedelic cacti]]. The cacti contain contain a bunch of phenethylamines, not just tyramine (but also 3-Methoxytyramine, methyltyramine, hordenine (aka dimethyltyramine), mescaline, etc) and should thus be avoided with MAOIs. However, tyramine has been identified in these species:
**[[Echinopsis peruviana|Peruvian torch cactus (''Echinopsis peruviana'' (syn. ''Trichocereus peruvianus''))]]<ref name="pubmed-600028">{{cite journal | vauthors=((Pardanani, J. H.)), ((McLaughlin, J. L.)), ((Kondrat, R. W.)), ((Cooks, R. G.)) | journal=Lloydia | title=Cactus alkaloids. XXXVI. Mescaline and related compounds from Trichocereus peruvianus | volume=40 | issue=6 | pages=585–590 | date= December 1977 | issn=0024-5461}}</ref>
**[[Echinopsis peruviana|Peruvian torch cactus (''Echinopsis peruviana'' (syn. ''Trichocereus peruvianus''))]]<ref name="pubmed-600028">{{cite journal | vauthors=((Pardanani, J. H.)), ((McLaughlin, J. L.)), ((Kondrat, R. W.)), ((Cooks, R. G.)) | journal=Lloydia | title=Cactus alkaloids. XXXVI. Mescaline and related compounds from Trichocereus peruvianus | volume=40 | issue=6 | pages=585–590 | date= December 1977 | issn=0024-5461}}</ref>
Line 358: Line 361:


====By pharmacotherapy====
====By pharmacotherapy====
*Antibiotics
*Antibiotics
**Linezolid
**Linezolid
Line 406: Line 408:


===Essential vitamins and minerals===
===Essential vitamins and minerals===
*Vitamin B6: MAOIs may reduce blood levels of vitamin B6. Not studied on harmalas. But on tranylcypromine (a cyclopropane), and phenelzine (a hydrazine), two pharms with distinct chemical groups.
*Vitamin B6: MAOIs may reduce blood levels of vitamin B6. Not studied on harmalas. But on tranylcypromine (a cyclopropane), and phenelzine (a hydrazine), two pharms with distinct chemical groups.


===Substances===
===Substances===
*[[Lysergamides]]: [[LSD]]. MAOIs seem to cause a greater reduction in the effects of LSD than SSRIs.<ref>{{Citation | title=Erowid LSD (Acid) Vault : LSD and Antidepressants, by Mike | url=https://erowid.org/chemicals/lsd/lsd_health3.shtml}}</ref>
*[[Lysergamides]]: [[LSD]]. MAOIs seem to cause a greater reduction in the effects of LSD than SSRIs.<ref>{{Citation | title=Erowid LSD (Acid) Vault : LSD and Antidepressants, by Mike | url=https://erowid.org/chemicals/lsd/lsd_health3.shtml}}</ref>


===Research===
===Research===
*Naturally occurring sources
*Naturally occurring sources
**''[[Mimosa tenuiflora (botany)|Mimosa tenuiflora]]'': As there have been no MAO inhibitors detected in M. tenuiflora, there is ongoing interest into how yurema exerts its visionary effects.<ref>{{Citation | title=Dimethyltryptamine - an overview, ScienceDirect Topics | url=https://www.sciencedirect.com/topics/neuroscience/dimethyltryptamine}}</ref>
**''[[Mimosa tenuiflora (botany)|Mimosa tenuiflora]]'': As there have been no MAO inhibitors detected in M. tenuiflora, there is ongoing interest into how yurema exerts its visionary effects.<ref>{{Citation | title=Dimethyltryptamine - an overview, ScienceDirect Topics | url=https://www.sciencedirect.com/topics/neuroscience/dimethyltryptamine}}</ref>


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
*[[RIMA]]
*[[RIMA]]
Line 426: Line 424:


==External links==
==External links==
*[https://en.wikipedia.org/wiki/Monoamine_oxidase_inhibitor Monoamine oxidase inhibitor (Wikipedia)]
*[https://en.wikipedia.org/wiki/Monoamine_oxidase_inhibitor Monoamine oxidase inhibitor (Wikipedia)]
*[https://en.wikipedia.org/wiki/Monoamine_oxidase_A Monoamine oxidase A (Wikipedia)]
*[https://en.wikipedia.org/wiki/Monoamine_oxidase_A Monoamine oxidase A (Wikipedia)]
Retrieved from "https://psy.st/wiki/MAOI"