Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds
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, nea...
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| Format: | Article |
| Language: | English |
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Wiley
2016-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2016/3870529 |
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| author | René Gerardo Escobedo-González Héctor Pérez Martínez Ma. Inés Nicolás-Vázquez Joel Martínez Gabriela Gómez Juan Nava Serrano Vladimir Carranza Téllez C. L. Vargas-Requena René Miranda Ruvalcaba |
| author_facet | René Gerardo Escobedo-González Héctor Pérez Martínez Ma. Inés Nicolás-Vázquez Joel Martínez Gabriela Gómez Juan Nava Serrano Vladimir Carranza Téllez C. L. Vargas-Requena René Miranda Ruvalcaba |
| author_sort | René Gerardo Escobedo-González |
| collection | DOAJ |
| description | 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 1H and 13C NMR chemical shifts data, with previous acquisition of the corresponding minimum energetic structures, were in good agreement. |
| format | Article |
| id | doaj-art-0e44632c08384c2f8a2b706ca28e663e |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2016-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-0e44632c08384c2f8a2b706ca28e663e2025-02-03T01:31:35ZengWileyJournal of Chemistry2090-90632090-90712016-01-01201610.1155/2016/38705293870529Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic CompoundsRené Gerardo Escobedo-González0Héctor Pérez Martínez1Ma. Inés Nicolás-Vázquez2Joel Martínez3Gabriela Gómez4Juan Nava Serrano5Vladimir Carranza Téllez6C. L. Vargas-Requena7René Miranda Ruvalcaba8Departamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, 54740 Cuautitlán Izcalli, MEX, MexicoDepartamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, 54740 Cuautitlán Izcalli, MEX, MexicoDepartamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, 54740 Cuautitlán Izcalli, MEX, MexicoFacultad de Ciencias Químicas, Posgrado en Ciencias en Ingeniería Química, Universidad Autónoma de San Luis Potosí, 78210 San Luis Potosí, SLP, MexicoEscuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Casco de Santo Tomas, 11340 Ciudad de México, CDMX, MexicoEscuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, Casco de Santo Tomas, 11340 Ciudad de México, CDMX, MexicoLaboratorio de Espectrometría de Masas, Centro de Química, ICUAP, Benemérita Universidad Autónoma de Puebla, 72570 Puebla, PUE, MexicoLaboratorio de Biotecnología, Instituto de Ciencias Biomédicas, Universidad Autónoma de Ciudad Juárez, Anillo Envolvente del Pronaf S/N, 32315 Ciudad Juárez, CHIH, MexicoDepartamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, 54740 Cuautitlán Izcalli, MEX, MexicoA 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 1H and 13C NMR chemical shifts data, with previous acquisition of the corresponding minimum energetic structures, were in good agreement.http://dx.doi.org/10.1155/2016/3870529 |
| spellingShingle | René Gerardo Escobedo-González Héctor Pérez Martínez Ma. Inés Nicolás-Vázquez Joel Martínez Gabriela Gómez Juan Nava Serrano Vladimir Carranza Téllez C. L. Vargas-Requena René Miranda Ruvalcaba Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds Journal of Chemistry |
| title | Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds |
| title_full | Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds |
| title_fullStr | Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds |
| title_full_unstemmed | Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds |
| title_short | Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds |
| title_sort | green production of indolylquinones derivatives of perezone and related molecules promising antineoplastic compounds |
| url | http://dx.doi.org/10.1155/2016/3870529 |
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