Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles

Ozvaldo Linares-Anaya; Alcives Avila-Sorrosa; Francisco Díaz-Cedillo; Luis Ángel Gil-Ruiz; José Correa-Basurto; Domingo Salazar-Mendoza; Adrian L. Orjuela; Jorge Alí-Torres; María Teresa Ramírez-Apan; David Morales-Morales

doi:10.3390/molecules26092780

Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles

Ozvaldo Linares-Anaya, Alcives Avila-Sorrosa, Francisco Díaz-Cedillo, Luis Ángel Gil-Ruiz, José Correa-Basurto, Domingo Salazar-Mendoza, Adrian L. Orjuela, Jorge Alí-Torres, María Teresa Ramírez-Apan, David Morales-Morales

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

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Abstract

A series of benzo [d] [1,3] azoles 2-substituted with benzyl-and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ-2 have the best inhibitory effects, compound BMZ-2 being comparable in some cases with the reference drug tamoxifen and exhibiting a low cytotoxic effect against healthy cells. In silico molecular coupling studies at the tamoxifen binding site of ERα and GPER receptors revealed affinity and the possible mode of interaction of both compounds BTA-1 and BMZ-2.

Original language	English
Article number	2780
Journal	Molecules
Volume	26
Issue number	9
DOIs	https://doi.org/10.3390/molecules26092780
State	Published - 2021

Keywords

2-substituted benzo [d] [1,3] azoles
Breast cancer
ERα and GPER
In vitro cytotoxicity
Molecular docking

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/molecules26092780

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Linares-Anaya, O., Avila-Sorrosa, A., Díaz-Cedillo, F., Gil-Ruiz, L. Á., Correa-Basurto, J., Salazar-Mendoza, D., Orjuela, A. L., Alí-Torres, J., Ramírez-Apan, M. T., & Morales-Morales, D. (2021). Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles. Molecules, 26(9), Article 2780. https://doi.org/10.3390/molecules26092780

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title = "Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles",

abstract = "A series of benzo [d] [1,3] azoles 2-substituted with benzyl-and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ-2 have the best inhibitory effects, compound BMZ-2 being comparable in some cases with the reference drug tamoxifen and exhibiting a low cytotoxic effect against healthy cells. In silico molecular coupling studies at the tamoxifen binding site of ERα and GPER receptors revealed affinity and the possible mode of interaction of both compounds BTA-1 and BMZ-2.",

keywords = "2-substituted benzo [d] [1,3] azoles, Breast cancer, ERα and GPER, In vitro cytotoxicity, Molecular docking",

author = "Ozvaldo Linares-Anaya and Alcives Avila-Sorrosa and Francisco D{\'i}az-Cedillo and Gil-Ruiz, {Luis {\'A}ngel} and Jos{\'e} Correa-Basurto and Domingo Salazar-Mendoza and Orjuela, {Adrian L.} and Jorge Al{\'i}-Torres and Ram{\'i}rez-Apan, {Mar{\'i}a Teresa} and David Morales-Morales",

note = "Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

doi = "10.3390/molecules26092780",

language = "Ingl{\'e}s",

volume = "26",

journal = "Molecules",

issn = "1420-3049",

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Linares-Anaya, O, Avila-Sorrosa, A , Díaz-Cedillo, F, Gil-Ruiz, LÁ, Correa-Basurto, J, Salazar-Mendoza, D, Orjuela, AL, Alí-Torres, J, Ramírez-Apan, MT & Morales-Morales, D 2021, 'Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles', Molecules, vol. 26, no. 9, 2780. https://doi.org/10.3390/molecules26092780

TY - JOUR

T1 - Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles

AU - Linares-Anaya, Ozvaldo

AU - Avila-Sorrosa, Alcives

AU - Díaz-Cedillo, Francisco

AU - Gil-Ruiz, Luis Ángel

AU - Correa-Basurto, José

AU - Salazar-Mendoza, Domingo

AU - Orjuela, Adrian L.

AU - Alí-Torres, Jorge

AU - Ramírez-Apan, María Teresa

AU - Morales-Morales, David

PY - 2021

Y1 - 2021

N2 - A series of benzo [d] [1,3] azoles 2-substituted with benzyl-and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ-2 have the best inhibitory effects, compound BMZ-2 being comparable in some cases with the reference drug tamoxifen and exhibiting a low cytotoxic effect against healthy cells. In silico molecular coupling studies at the tamoxifen binding site of ERα and GPER receptors revealed affinity and the possible mode of interaction of both compounds BTA-1 and BMZ-2.

AB - A series of benzo [d] [1,3] azoles 2-substituted with benzyl-and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ-2 have the best inhibitory effects, compound BMZ-2 being comparable in some cases with the reference drug tamoxifen and exhibiting a low cytotoxic effect against healthy cells. In silico molecular coupling studies at the tamoxifen binding site of ERα and GPER receptors revealed affinity and the possible mode of interaction of both compounds BTA-1 and BMZ-2.

KW - 2-substituted benzo [d] [1,3] azoles

KW - Breast cancer

KW - ERα and GPER

KW - In vitro cytotoxicity

KW - Molecular docking

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U2 - 10.3390/molecules26092780

DO - 10.3390/molecules26092780

M3 - Artículo

C2 - 34066820

AN - SCOPUS:85106331630

SN - 1420-3049

VL - 26

JO - Molecules

JF - Molecules

IS - 9

M1 - 2780

ER -

Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles

Abstract

Keywords

UN SDGs

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