Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core
A possible inhibitor of proteases, which contains an indole core and an aromatic polar acetylene, was designed and synthesized. This indole derivative has a molecular architecture kindred to biologically relevant species and was obtained through five synthetic steps with an overall yield of 37% from...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2021-06-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/26/13/3817 |
| _version_ | 1797529170522144768 |
|---|---|
| author | Marco A. Almaraz-Girón Ernesto Calderón-Jaimes Adrián Sánchez Carrillo Erik Díaz-Cervantes Edith Castañón Alonso Alejandro Islas-Jácome Armando Domínguez-Ortiz Sandra L. Castañón-Alonso |
| author_facet | Marco A. Almaraz-Girón Ernesto Calderón-Jaimes Adrián Sánchez Carrillo Erik Díaz-Cervantes Edith Castañón Alonso Alejandro Islas-Jácome Armando Domínguez-Ortiz Sandra L. Castañón-Alonso |
| author_sort | Marco A. Almaraz-Girón |
| collection | DOAJ |
| description | A possible inhibitor of proteases, which contains an indole core and an aromatic polar acetylene, was designed and synthesized. This indole derivative has a molecular architecture kindred to biologically relevant species and was obtained through five synthetic steps with an overall yield of 37% from the 2,2′-(phenylazanediyl)di(ethan-1-ol). The indole derivative was evaluated through docking assays using the main protease (SARS-CoV-2-M<sup>pro</sup>) as a molecular target, which plays a key role in the replication process of this virus. Additionally, the indole derivative was evaluated as an inhibitor of the enzyme kallikrein 5 (KLK5), which is a serine protease that can be considered as an anticancer drug target. |
| first_indexed | 2024-03-10T10:09:56Z |
| format | Article |
| id | doaj.art-a2ad0551d3944d21879e89626ecfb169 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T10:09:56Z |
| publishDate | 2021-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-a2ad0551d3944d21879e89626ecfb1692023-11-22T01:17:52ZengMDPI AGMolecules1420-30492021-06-012613381710.3390/molecules26133817Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene CoreMarco A. Almaraz-Girón0Ernesto Calderón-Jaimes1Adrián Sánchez Carrillo2Erik Díaz-Cervantes3Edith Castañón Alonso4Alejandro Islas-Jácome5Armando Domínguez-Ortiz6Sandra L. Castañón-Alonso7Departament de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Iztapalapa, Ciudad de México C.P. 09340, MexicoLaboratory de Investigación en Inmunoquímica, Unidad de Investigación en Inmunología Proteómica, Hospital Infantil de México Federico Gómez, Calle Dr. Márquez Nº 162, Col. Doctores, Delegación Cuauhtémoc, Ciudad de México C.P. 06720, MexicoLaboratory de Investigación en Inmunoquímica, Unidad de Investigación en Inmunología Proteómica, Hospital Infantil de México Federico Gómez, Calle Dr. Márquez Nº 162, Col. Doctores, Delegación Cuauhtémoc, Ciudad de México C.P. 06720, MexicoCentro Interdisciplinario del Noreste, Departament de Alimentos, Universidad de Guanajuato, Tierra Blanca, Guanajuato C.P. 37975, MexicoLaboratory de Investigación en Inmunoquímica, Unidad de Investigación en Inmunología Proteómica, Hospital Infantil de México Federico Gómez, Calle Dr. Márquez Nº 162, Col. Doctores, Delegación Cuauhtémoc, Ciudad de México C.P. 06720, MexicoDepartament de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Iztapalapa, Ciudad de México C.P. 09340, MexicoDepartament de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Iztapalapa, Ciudad de México C.P. 09340, MexicoDepartament de Química, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col. Vicentina, Iztapalapa, Ciudad de México C.P. 09340, MexicoA possible inhibitor of proteases, which contains an indole core and an aromatic polar acetylene, was designed and synthesized. This indole derivative has a molecular architecture kindred to biologically relevant species and was obtained through five synthetic steps with an overall yield of 37% from the 2,2′-(phenylazanediyl)di(ethan-1-ol). The indole derivative was evaluated through docking assays using the main protease (SARS-CoV-2-M<sup>pro</sup>) as a molecular target, which plays a key role in the replication process of this virus. Additionally, the indole derivative was evaluated as an inhibitor of the enzyme kallikrein 5 (KLK5), which is a serine protease that can be considered as an anticancer drug target.https://www.mdpi.com/1420-3049/26/13/3817synthesisindole derivativesinhibitor of proteasesstudies <i>in silico</i>docking studiesSARS-CoV-2-M<sup>pro</sup> |
| spellingShingle | Marco A. Almaraz-Girón Ernesto Calderón-Jaimes Adrián Sánchez Carrillo Erik Díaz-Cervantes Edith Castañón Alonso Alejandro Islas-Jácome Armando Domínguez-Ortiz Sandra L. Castañón-Alonso Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core Molecules synthesis indole derivatives inhibitor of proteases studies <i>in silico</i> docking studies SARS-CoV-2-M<sup>pro</sup> |
| title | Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core |
| title_full | Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core |
| title_fullStr | Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core |
| title_full_unstemmed | Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core |
| title_short | Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core |
| title_sort | search for non protein protease inhibitors constituted with an indole and acetylene core |
| topic | synthesis indole derivatives inhibitor of proteases studies <i>in silico</i> docking studies SARS-CoV-2-M<sup>pro</sup> |
| url | https://www.mdpi.com/1420-3049/26/13/3817 |
| work_keys_str_mv | AT marcoaalmarazgiron searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT ernestocalderonjaimes searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT adriansanchezcarrillo searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT erikdiazcervantes searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT edithcastanonalonso searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT alejandroislasjacome searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT armandodominguezortiz searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore AT sandralcastanonalonso searchfornonproteinproteaseinhibitorsconstitutedwithanindoleandacetylenecore |