2018 |
Cassels, B K; Saez-Briones, P Dark Classics in Chemical Neuroscience: Mescaline Artículo de revista Acs Chemical Neuroscience, 9 (10), pp. 2448-2458, 2018, ISSN: 1948-7193. Resumen | Enlaces | BibTeX | Etiquetas: analogs, biosynthesis, cancer, derivatives, diethylamide, hallucinogen, hallucinogenic life-threatening lysergic-acid mescaline, metabolism, pedro, peyote, pharmacology, phenethylamine, phenyl-aethylamine, properties, relationships, san serotonin stimulus structure-activity synthesis, wachuma @article{RN389, title = {Dark Classics in Chemical Neuroscience: Mescaline}, author = { B.K. Cassels and P. Saez-Briones}, url = {/brokenurl#<Go to ISI>://WOS:000447954300015}, doi = {10.1021/acschemneuro.8b00215}, issn = {1948-7193}, year = {2018}, date = {2018-01-01}, journal = {Acs Chemical Neuroscience}, volume = {9}, number = {10}, pages = {2448-2458}, abstract = {Archeological studies in the United States, Mexico, and Peru suggest that mescaline, as a cactus constituent, has been used for more than 6000 years. Although it is a widespread cactus alkaloid, it is present in high concentrations in few species, notably the North American peyote (Lophophora williamsii) and the South American wachuma (Trichocereus pachanoi, T. peruvianus, and T. bridgesii). Spanish 16th century chroniclers considered these cacti "diabolic", leading to their prohibition, but their use persisted to our days and has been spreading for the last 150 years. In the late 1800s, peyote attracted scientific attention; mescaline was isolated, and its role in the psychedelic effects of peyote tops or "mescal buttons" was demonstrated. Its structure was established by synthesis in 1929, and alternative routes were developed, providing larger amounts for pharmacological and biosynthetic research. Although its effects are attributed mainly to its action as a 5-HT2A serotonin receptor agonist, mescaline binds in a similar concentration range to 5-HT1A and alpha(2A) receptors. It is largely excreted unchanged in human urine, and its metabolic products are apparently unrelated to its psychedelic properties. Its low potency is probably responsible for its relative neglect by recreational substance users, as the successful search for structure-activity relationships in the hallucinogen field focused largely on finding more potent analogues. Renewed interest in the possible therapeutic applications of psychedelic drugs may hopefully lead to novel insights regarding the commonalities and differences between the actions of individual classic hallucinogens.}, keywords = {analogs, biosynthesis, cancer, derivatives, diethylamide, hallucinogen, hallucinogenic life-threatening lysergic-acid mescaline, metabolism, pedro, peyote, pharmacology, phenethylamine, phenyl-aethylamine, properties, relationships, san serotonin stimulus structure-activity synthesis, wachuma}, pubstate = {published}, tppubtype = {article} } Archeological studies in the United States, Mexico, and Peru suggest that mescaline, as a cactus constituent, has been used for more than 6000 years. Although it is a widespread cactus alkaloid, it is present in high concentrations in few species, notably the North American peyote (Lophophora williamsii) and the South American wachuma (Trichocereus pachanoi, T. peruvianus, and T. bridgesii). Spanish 16th century chroniclers considered these cacti "diabolic", leading to their prohibition, but their use persisted to our days and has been spreading for the last 150 years. In the late 1800s, peyote attracted scientific attention; mescaline was isolated, and its role in the psychedelic effects of peyote tops or "mescal buttons" was demonstrated. Its structure was established by synthesis in 1929, and alternative routes were developed, providing larger amounts for pharmacological and biosynthetic research. Although its effects are attributed mainly to its action as a 5-HT2A serotonin receptor agonist, mescaline binds in a similar concentration range to 5-HT1A and alpha(2A) receptors. It is largely excreted unchanged in human urine, and its metabolic products are apparently unrelated to its psychedelic properties. Its low potency is probably responsible for its relative neglect by recreational substance users, as the successful search for structure-activity relationships in the hallucinogen field focused largely on finding more potent analogues. Renewed interest in the possible therapeutic applications of psychedelic drugs may hopefully lead to novel insights regarding the commonalities and differences between the actions of individual classic hallucinogens. |
2013 |
Vega, De La A P; Alarcon, D A; Gomez-Jeria, J S Journal of the Chilean Chemical Society, 58 (4), pp. 2148-2157, 2013, ISSN: 0717-9707. Resumen | Enlaces | BibTeX | Etiquetas: antigenic binding, c chemistry, core crystal-structure, dependent derivatives, discovery, hcv hepatitis ns5b nucleoside nucleotide, pharmacology, polymerase, protein, qsar, quantum replicons, rna-polymerase, site, structure-affinity, virus @article{RN169, title = {Quantum Chemical Study of the Relationships between Electronic Structure and Pharmacokinetic Profile, Inhibitory Strength toward Hepatitis C Virus Ns5b Polymerase and Hcv Replicons of Indole-Based Compounds}, author = { A.P. De La Vega and D.A. Alarcon and J.S. Gomez-Jeria}, url = {/brokenurl#<Go to ISI>://WOS:000331238800051}, doi = {10.4067/S0717-97072013000400055}, issn = {0717-9707}, year = {2013}, date = {2013-01-01}, journal = {Journal of the Chilean Chemical Society}, volume = {58}, number = {4}, pages = {2148-2157}, abstract = {This paper uses newly developed and extended quantum chemical methods in an attempt to advance the knowledge of the relationship between the variation of several local atomic descriptors of the electronic structure and the variation of the inhibitory capacity of a group of reversible and irreversible inhibitors of hepatitis C virus NS5B polymerase. Good structure-activity relationships were obtained for both kinds of compounds. Some processes are charge-, orbital- and/or steric-controlled. The action mechanisms seem to be different for reversible and irreversible inhibitors. Also, good QSAR equations were obtained for the activities of these compounds in a cellular replicon assay and for pharmacokinetic profiles. The local atomic hardness seems to give a good account of the interaction of the drugs with apolar sites of the partner (enzyme, receptor, etc.). This is the first time that a purely quantum-chemical index is able to deal directly with this kind of interaction.}, keywords = {antigenic binding, c chemistry, core crystal-structure, dependent derivatives, discovery, hcv hepatitis ns5b nucleoside nucleotide, pharmacology, polymerase, protein, qsar, quantum replicons, rna-polymerase, site, structure-affinity, virus}, pubstate = {published}, tppubtype = {article} } This paper uses newly developed and extended quantum chemical methods in an attempt to advance the knowledge of the relationship between the variation of several local atomic descriptors of the electronic structure and the variation of the inhibitory capacity of a group of reversible and irreversible inhibitors of hepatitis C virus NS5B polymerase. Good structure-activity relationships were obtained for both kinds of compounds. Some processes are charge-, orbital- and/or steric-controlled. The action mechanisms seem to be different for reversible and irreversible inhibitors. Also, good QSAR equations were obtained for the activities of these compounds in a cellular replicon assay and for pharmacokinetic profiles. The local atomic hardness seems to give a good account of the interaction of the drugs with apolar sites of the partner (enzyme, receptor, etc.). This is the first time that a purely quantum-chemical index is able to deal directly with this kind of interaction. |
2018 |
Dark Classics in Chemical Neuroscience: Mescaline Artículo de revista Acs Chemical Neuroscience, 9 (10), pp. 2448-2458, 2018, ISSN: 1948-7193. |
2013 |
Journal of the Chilean Chemical Society, 58 (4), pp. 2148-2157, 2013, ISSN: 0717-9707. |