Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability

Research output: Contribution to journal › Journal article › Research › peer-review

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Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability. / Leth-Petersen, Sebastian; Bundgaard, Christoffer; Hansen, Martin; Carnerup, Martin A; Kehler, Jan; Kristensen, Jesper Langgaard.

In: Neurochemical Research, Vol. 39, No. 10, 12.02.2014, p. 2018-2023.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Leth-Petersen, S, Bundgaard, C, Hansen, M, Carnerup, MA, Kehler, J & Kristensen, JL 2014, 'Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability', Neurochemical Research, vol. 39, no. 10, pp. 2018-2023. https://doi.org/10.1007/s11064-014-1253-y

APA

Leth-Petersen, S., Bundgaard, C., Hansen, M., Carnerup, M. A., Kehler, J., & Kristensen, J. L. (2014). Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability. Neurochemical Research, 39(10), 2018-2023. https://doi.org/10.1007/s11064-014-1253-y

Vancouver

Leth-Petersen S, Bundgaard C, Hansen M, Carnerup MA, Kehler J, Kristensen JL. Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability. Neurochemical Research. 2014 Feb 12;39(10):2018-2023. https://doi.org/10.1007/s11064-014-1253-y

Author

Leth-Petersen, Sebastian ; Bundgaard, Christoffer ; Hansen, Martin ; Carnerup, Martin A ; Kehler, Jan ; Kristensen, Jesper Langgaard. / Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability. In: Neurochemical Research. 2014 ; Vol. 39, No. 10. pp. 2018-2023.

Bibtex

@article{9fa4bbd6436e4946b04cd0b57255dc7a,
title = "Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability",
abstract = "2,5-Dimethoxyphenethylamines and their N-benzylated derivatives are potent 5-HT2A agonists with psychedelic effects in humans. The N-benzylated derivatives are among the most selective 5-HT2A agonists currently available and their usage as biochemical and brain imaging tools is increasing, yet very little is known about the relationships between the structure of the ligands and their pharmacokinetic profile. In order to evaluate the potential of these compounds for in vivo applications we have determined the microsomal stability of 11 phenethylamines and 27 N-benzylated derivatives thereof using human liver microsomes. We found that the N-benzylated phenethylamines have much higher intrinsic clearance than the parent phenethylamines. We hypothesize that their low hepatic stability renders them orally inactive due to first pass metabolism, which is supported by anecdotal data from recreational use of these compounds.",
author = "Sebastian Leth-Petersen and Christoffer Bundgaard and Martin Hansen and Carnerup, {Martin A} and Jan Kehler and Kristensen, {Jesper Langgaard}",
year = "2014",
month = feb,
day = "12",
doi = "10.1007/s11064-014-1253-y",
language = "English",
volume = "39",
pages = "2018--2023",
journal = "Neurochemical Research",
issn = "0364-3190",
publisher = "Springer",
number = "10",

}

RIS

TY - JOUR

T1 - Correlating the Metabolic Stability of Psychedelic 5-HT2A Agonists with Anecdotal Reports of Human Oral Bioavailability

AU - Leth-Petersen, Sebastian

AU - Bundgaard, Christoffer

AU - Hansen, Martin

AU - Carnerup, Martin A

AU - Kehler, Jan

AU - Kristensen, Jesper Langgaard

PY - 2014/2/12

Y1 - 2014/2/12

N2 - 2,5-Dimethoxyphenethylamines and their N-benzylated derivatives are potent 5-HT2A agonists with psychedelic effects in humans. The N-benzylated derivatives are among the most selective 5-HT2A agonists currently available and their usage as biochemical and brain imaging tools is increasing, yet very little is known about the relationships between the structure of the ligands and their pharmacokinetic profile. In order to evaluate the potential of these compounds for in vivo applications we have determined the microsomal stability of 11 phenethylamines and 27 N-benzylated derivatives thereof using human liver microsomes. We found that the N-benzylated phenethylamines have much higher intrinsic clearance than the parent phenethylamines. We hypothesize that their low hepatic stability renders them orally inactive due to first pass metabolism, which is supported by anecdotal data from recreational use of these compounds.

AB - 2,5-Dimethoxyphenethylamines and their N-benzylated derivatives are potent 5-HT2A agonists with psychedelic effects in humans. The N-benzylated derivatives are among the most selective 5-HT2A agonists currently available and their usage as biochemical and brain imaging tools is increasing, yet very little is known about the relationships between the structure of the ligands and their pharmacokinetic profile. In order to evaluate the potential of these compounds for in vivo applications we have determined the microsomal stability of 11 phenethylamines and 27 N-benzylated derivatives thereof using human liver microsomes. We found that the N-benzylated phenethylamines have much higher intrinsic clearance than the parent phenethylamines. We hypothesize that their low hepatic stability renders them orally inactive due to first pass metabolism, which is supported by anecdotal data from recreational use of these compounds.

U2 - 10.1007/s11064-014-1253-y

DO - 10.1007/s11064-014-1253-y

M3 - Journal article

C2 - 24519542

VL - 39

SP - 2018

EP - 2023

JO - Neurochemical Research

JF - Neurochemical Research

SN - 0364-3190

IS - 10

ER -

ID: 103038247