Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic CompoundsReport as inadecuate




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Journal of Chemistry - Volume 2016 2016, Article ID 3870529, 10 pages -

Research Article

Departamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, 54740 Cuautitlán Izcalli, MEX, Mexico

Facultad de Ciencias Químicas, Posgrado en Ciencias en Ingeniería Química, Universidad Autónoma de San Luis Potosí, 78210 San Luis Potosí, SLP, Mexico

Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Casco de Santo Tomas, 11340 Ciudad de México, CDMX, Mexico

Laboratorio de Espectrometría de Masas, Centro de Química, ICUAP, Benemérita Universidad Autónoma de Puebla, 72570 Puebla, PUE, Mexico

Laboratorio de Biotecnología, Instituto de Ciencias Biomédicas, Universidad Autónoma de Ciudad Juárez, Anillo Envolvente del Pronaf S-N, 32315 Ciudad Juárez, CHIH, Mexico

Received 4 May 2016; Accepted 14 June 2016

Academic Editor: Siva S. Panda

Copyright © 2016 René Gerardo Escobedo-González et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A green approach to produce the indolyl derivatives from four natural quinones perezone, isoperezone, menadione, and plumbagin was performed; in this regard, a comparative study was accomplished among the typical mantle heating and three nonconventional activating modes of reaction microwave, near-infrared, and high speed ball milling or tribochemical, under solventless conditions and using bentonitic clay as a catalyst. In addition, the tribochemical production of isoperezone from perezone is also commented on. It is also worth noting that the cytotoxicity of the synthesized indolylquinones in human breast cancer cell was tested by 3-4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide assay, with the 3-indolylisoperezone being the most active. The structural attribution of the target molecules was performed by typical spectroscopic procedures; moreover, the experimental and computed

H and

C NMR chemical shifts data, with previous acquisition of the corresponding minimum energetic structures, were in good agreement.





Author: René Gerardo Escobedo-González, Héctor Pérez Martínez, Ma. Inés Nicolás-Vázquez, Joel Martínez, Gabriela Gómez, Jua

Source: https://www.hindawi.com/



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