Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors

Lauro Figueroa-Valverde; Magdalena Alvarez-Ramirez; Marcela Rosas-Nexticapa; Francisco Díaz-Cedillo; Maria López-Ramos; Maria Virginia Mateu-Armad; Tomas Lopez Gutierrez; Regina Cauich-Carrillo

doi:10.33263/BRIAC115.1246212470

Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors

Lauro Figueroa-Valverde, Magdalena Alvarez-Ramirez, Marcela Rosas-Nexticapa, Francisco Díaz-Cedillo, Maria López-Ramos, Maria Virginia Mateu-Armad, Tomas Lopez Gutierrez, Regina Cauich-Carrillo

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

This investigation aimed to synthesize two testosterone derivatives (4 and 7) from either testosterone 3-oxime or testosterone 3-(O-carboxymethyl)oxime. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, testosterone derivatives' theoretical activity on serotonin transporter (5i6z protein) was evaluated using fluoxetine as a control in a Docking model. The results showed a higher interaction of both compounds 4 and 7 with a 5i6z protein surface compared with fluoxetine. In conclusion, it's noteworthy that reagents used in this investigation no require special conditions. Also, the theoretical study showed that either compounds 4 or 7 could be good serotonin transporter inhibitors.

Original language	English
Pages (from-to)	12462-12470
Number of pages	9
Journal	Biointerface Research in Applied Chemistry
Volume	11
Issue number	5
DOIs	https://doi.org/10.33263/BRIAC115.1246212470
State	Published - 15 Oct 2021
Externally published	Yes

Keywords

Protein
Serotonin
Synthesis
Testosterone

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10.33263/BRIAC115.1246212470

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Figueroa-Valverde, L., Alvarez-Ramirez, M., Rosas-Nexticapa, M., Díaz-Cedillo, F., López-Ramos, M., Mateu-Armad, M. V., Gutierrez, T. L., & Cauich-Carrillo, R. (2021). Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors. Biointerface Research in Applied Chemistry, 11(5), 12462-12470. https://doi.org/10.33263/BRIAC115.1246212470

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title = "Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors",

abstract = "This investigation aimed to synthesize two testosterone derivatives (4 and 7) from either testosterone 3-oxime or testosterone 3-(O-carboxymethyl)oxime. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, testosterone derivatives' theoretical activity on serotonin transporter (5i6z protein) was evaluated using fluoxetine as a control in a Docking model. The results showed a higher interaction of both compounds 4 and 7 with a 5i6z protein surface compared with fluoxetine. In conclusion, it's noteworthy that reagents used in this investigation no require special conditions. Also, the theoretical study showed that either compounds 4 or 7 could be good serotonin transporter inhibitors.",

keywords = "Protein, Serotonin, Synthesis, Testosterone",

author = "Lauro Figueroa-Valverde and Magdalena Alvarez-Ramirez and Marcela Rosas-Nexticapa and Francisco D{\'i}az-Cedillo and Maria L{\'o}pez-Ramos and Mateu-Armad, {Maria Virginia} and Gutierrez, {Tomas Lopez} and Regina Cauich-Carrillo",

note = "Publisher Copyright: {\textcopyright} 2020 by the authors.",

year = "2021",

month = oct,

day = "15",

doi = "10.33263/BRIAC115.1246212470",

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Figueroa-Valverde, L, Alvarez-Ramirez, M, Rosas-Nexticapa, M, Díaz-Cedillo, F, López-Ramos, M, Mateu-Armad, MV, Gutierrez, TL & Cauich-Carrillo, R 2021, 'Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors', Biointerface Research in Applied Chemistry, vol. 11, no. 5, pp. 12462-12470. https://doi.org/10.33263/BRIAC115.1246212470

TY - JOUR

T1 - Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors

AU - Figueroa-Valverde, Lauro

AU - Alvarez-Ramirez, Magdalena

AU - Rosas-Nexticapa, Marcela

AU - Díaz-Cedillo, Francisco

AU - López-Ramos, Maria

AU - Mateu-Armad, Maria Virginia

AU - Gutierrez, Tomas Lopez

AU - Cauich-Carrillo, Regina

PY - 2021/10/15

Y1 - 2021/10/15

N2 - This investigation aimed to synthesize two testosterone derivatives (4 and 7) from either testosterone 3-oxime or testosterone 3-(O-carboxymethyl)oxime. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, testosterone derivatives' theoretical activity on serotonin transporter (5i6z protein) was evaluated using fluoxetine as a control in a Docking model. The results showed a higher interaction of both compounds 4 and 7 with a 5i6z protein surface compared with fluoxetine. In conclusion, it's noteworthy that reagents used in this investigation no require special conditions. Also, the theoretical study showed that either compounds 4 or 7 could be good serotonin transporter inhibitors.

AB - This investigation aimed to synthesize two testosterone derivatives (4 and 7) from either testosterone 3-oxime or testosterone 3-(O-carboxymethyl)oxime. The chemical structure of the compounds was determined using nuclear magnetic resonance spectra. Besides, testosterone derivatives' theoretical activity on serotonin transporter (5i6z protein) was evaluated using fluoxetine as a control in a Docking model. The results showed a higher interaction of both compounds 4 and 7 with a 5i6z protein surface compared with fluoxetine. In conclusion, it's noteworthy that reagents used in this investigation no require special conditions. Also, the theoretical study showed that either compounds 4 or 7 could be good serotonin transporter inhibitors.

KW - Protein

KW - Serotonin

KW - Synthesis

KW - Testosterone

UR - http://www.scopus.com/inward/record.url?scp=85101073166&partnerID=8YFLogxK

U2 - 10.33263/BRIAC115.1246212470

DO - 10.33263/BRIAC115.1246212470

M3 - Artículo

AN - SCOPUS:85101073166

SN - 2069-5837

VL - 11

SP - 12462

EP - 12470

JO - Biointerface Research in Applied Chemistry

JF - Biointerface Research in Applied Chemistry

IS - 5

ER -

Synthesis of two testosterone derivatives and their theoretical evaluation as serotonin reuptake transporter inhibitors

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Keywords

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