References
1. Fox ME, Lobo MK. The molecular and cellular mechanisms of
depression: a focus on reward circuitry. Molecular psychiatry.
2019;24(12):1798-815.
2. Davis AK, So S, Lancelotta R, Barsuglia JP, Griffiths RR. 5-
methoxy-N, N-dimethyltryptamine (5-MeO-DMT) used in a
naturalistic group setting is associated with unintended
improvements in depression and anxiety. The American journal of
drug and alcohol abuse. 2019;45(2):161-9.
3. Gable RS. Risk assessment of ritual use of oral
dimethyltryptamine (DMT) and harmala alkaloids. Addiction.
2007;102(1):24-34.
4. Johnson MW, Griffiths RR. Potential therapeutic effects of
psilocybin. Neurotherapeutics. 2017;14:734-40.
5. Delgado PL. Depression: the case for a monoamine deficiency.
Journal of clinical Psychiatry. 2000;61(6):7-11.
6. Hasler G. Pathophysiology of depression: do we have any solid
evidence of interest to clinicians? World psychiatry.
2010;9(3):155.
7. Hoyer D, Hannon JP, Martin GR. Molecular, pharmacological
and functional diversity of 5-HT receptors. Pharmacology
Biochemistry and Behavior. 2002;71(4):533-54.
8. Stiedl O, Pappa E, Konradsson-Geuken Å, Ögren SO. The role
of the serotonin receptor subtypes 5-HT1A and 5-HT7 and its
interaction in emotional learning and memory. Frontiers in
pharmacology. 2015;6:162.
9. Heisler LK, Chu H-M, Brennan TJ, Danao JA, Bajwa P,
Parsons LH, et al. Elevated anxiety and antidepressant-like
responses in serotonin 5-HT1A receptor mutant mice.
Proceedings of the National Academy of Sciences.
1998;95(25):15049-54.
10. Parks CL, Robinson PS, Sibille E, Shenk T, Toth M. Increased
anxiety of mice lacking the serotonin1A receptor. Proceedings of
the National Academy of Sciences. 1998;95(18):10734-9.
11. Toth M. 5-HT1A receptor knockout mouse as a genetic model
of anxiety. European journal of pharmacology. 2003;463(1-
3):177-84.
12. Lucki I. Behavioral studies of serotonin receptor agonists as
antidepressant drugs. The Journal of clinical psychiatry.
1991;52:24-31.
13. Ögren SO, Eriksson TM, Elvander-Tottie E, D’Addario C,
Ekström JC, Svenningsson P, et al. The role of 5-HT1A receptors
in learning and memory. Behavioural brain research.
2008;195(1):54-77.
14. Millan MJ, Agid Y, Brüne M, Bullmore ET, Carter CS,
Clayton NS, et al. Cognitive dysfunction in psychiatric disorders:
characteristics, causes and the quest for improved therapy. Nature
reviews Drug discovery. 2012;11(2):141-68.
15. Hervás I, Artigas F. Effect of fluoxetine on extracellular 5-
hydroxytryptamine in rat brain. Role of 5-HT autoreceptors.
European journal of pharmacology. 1998;358(1):9-18.
16. Artigas F. Developments in the field of antidepressants, where
do we go now? European Neuropsychopharmacology.
2015;25(5):657-70.
17. Yuan S, Peng Q, Palczewski K, Vogel H, Filipek S.
Mechanistic studies on the stereoselectivity of the serotonin
5‐HT1A receptor. Angewandte Chemie. 2016;128(30):8803-7.
18. Krebs-Thomson K, Ruiz EM, Masten V, Buell M, Geyer MA.
The roles of 5-HT 1A and 5-HT 2 receptors in the effects of 5-
MeO-DMT on locomotor activity and prepulse inhibition in rats.
Psychopharmacology. 2006;189:319-29.
19. Malaca S, Lo Faro AF, Tamborra A, Pichini S, Busardò FP,
Huestis MA. Toxicology and analysis of psychoactive
tryptamines. International Journal of Molecular Sciences.
2020;21(23):9279.
20. Hoshino T, Shimodaira K. Über die synthese des bufoteninmethyl-äthers (5-methoxy-n-dimethyl-tryptamin) und bufotenins
(synthesen in der indol-gruppe. xv). Bulletin of the Chemical
Society of Japan. 1936;11(3):221-4.
21. Sherwood AM, Claveau R, Lancelotta R, Kaylo KW, Lenoch
K. Synthesis and characterization of 5-MeO-DMT succinate for
clinical use. ACS omega. 2020;5(49):32067-75.
22. Uthaug M, Lancelotta R, Van Oorsouw K, Kuypers K, Mason
N, Rak J, et al. A single inhalation of vapor from dried toad
secretion containing 5-methoxy-N, N-dimethyltryptamine (5-
MeO-DMT) in a naturalistic setting is related to sustained
enhancement of satisfaction with life, mindfulness-related
capacities, and a decrement of psychopathological symptoms.
Psychopharmacology. 2019;236:2653-66.
23. Weil AT, Davis W. Bufo alvarius: a potent hallucinogen of
animal origin. Journal of ethnopharmacology. 1994;41(1-2):1-8.
24. Jiang X-L, Shen H-W, Mager DE, Yu A-M. Pharmacokinetic
interactions between monoamine oxidase A inhibitor harmaline
and 5-methoxy-N, N-dimethyltryptamine, and the impact of
CYP2D6 status. Drug Metabolism and Disposition.
2013;41(5):975-86.
25. Xu P, Huang S, Zhang H, Mao C, Zhou XE, Cheng X, et al.
Structural insights into the lipid and ligand regulation of serotonin
receptors. Nature. 2021;592(7854):469-73.
26. Greenwood JR, Calkins D, Sullivan AP, Shelley JC. Towards
the comprehensive, rapid, and accurate prediction of the favorable
tautomeric states of drug-like molecules in aqueous solution.
Journal of computer-aided molecular design. 2010;24(6-7):591-
604.
27. Shelley JC, Cholleti A, Frye LL, Greenwood JR, Timlin MR,
Uchimaya M. Epik: a software program for pK a prediction and
protonation state generation for drug-like molecules. Journal of
computer-aided molecular design. 2007;21:681-91.
1614 Rajagopal et al / Archives of Razi Institute, Vol. 78, No. 5 (2023) 1603-1614
28. Harder E, Damm W, Maple J, Wu C, Reboul M, Xiang JY, et
al. OPLS3: a force field providing broad coverage of drug-like
small molecules and proteins. Journal of chemical theory and
computation. 2016;12(1):281-96.
29. Cherinka B, Andrews BH, Sánchez-Gallego J, Brownstein J,
Argudo-Fernández M, Blanton M, et al. Marvin: A tool kit for
streamlined access and visualization of the SDSS-IV MaNGA
data set. The Astronomical Journal. 2019;158(2):74.
30. McConkey BJ, Sobolev V, Edelman M. The performance of
current methods in ligand–protein docking. Current Science.
2002:845-56.
31. Jacobson MP, Pincus DL, Rapp CS, Day TJ, Honig B, Shaw
DE, et al. A hierarchical approach to all‐atom protein loop
prediction. Proteins: Structure, Function, and Bioinformatics.
2004;55(2):351-67.
32. Bowers KJ, Chow E, Xu H, Dror RO, Eastwood MP,
Gregersen BA, et al., editors. Scalable algorithms for molecular
dynamics simulations on commodity clusters. Proceedings of the
2006 ACM/IEEE Conference on Supercomputing; 2006.33.
Sidler D, Riniker S. Fast Nosé–Hoover thermostat: molecular
dynamics in quasi-thermodynamic equilibrium. Physical
Chemistry Chemical Physics. 2019;21(11):6059-70.
34. Lippert RA, Predescu C, Ierardi DJ, Mackenzie KM,
Eastwood MP, Dror RO, et al. Accurate and efficient integration
for molecular dynamics simulations at constant temperature and
pressure. The Journal of chemical physics. 2013;139(16).