Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus

José Abraham Rojas-Jaramillo; José Guillermo Penieres-Carrillo; Tonatiuh Alejandro Cruz Sánchez; Viviana Reyes-Márquez; David Morales-Morales; Francisco Pérez-Flores; Carlos Cosio-Castañeda; Ivette Morales-Salazar; Ricardo Alfredo Luna-Mora

doi:10.56042/ijc.v62i6.2533

Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus

José Abraham Rojas-Jaramillo
, José Guillermo Penieres-Carrillo
, Tonatiuh Alejandro Cruz Sánchez
, Viviana Reyes-Márquez
, David Morales-Morales
, Francisco Pérez-Flores
, Carlos Cosio-Castañeda
, Ivette Morales-Salazar
, Ricardo Alfredo Luna-Mora

Departamento de Ciencias Químico-Biológicas

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

1 Scopus citations

Abstract

Herein is reported a comparative study of a series of new alkaloids structurally related to turbomycin, namely 3,3'-(pyridin-2-yl)methylene)bis(1H-indole) 15, 3,3 -(pyridin-2-yl)methylene)bis(1-methyl-1H-indole) 16, 3,3 -(pyridin-2-yl)methylene)bis(2-methyl-1H-indole) 17 and 3,3 -(pyridin-2-yl)methylene)bis(2-phenyl-1H-indole) 18, compounds that have been synthesized through infra red irradiation as an efficient green activation process. In addition, these diindolylmethanes have been evaluated against levaduriform fungi (Candida albicans (ATCC 10231) and Cryptococcus neoformans (ATCC 36556)) and filamentous fungi (Aspergillus fumigatus (ATCC 13073)), with the 3,3 -(pyridin-2-yl) methylene)bis(2-phenyl-1H-indole) 15 derivative being the one exhibiting the best activity of the series. The derivatives 15-18 exhibit a Minimum Inhibitory Concentrations (MIC) > 900 for C. albicans and C. neoformans ≤ 600.

Original language	English
Pages (from-to)	634-643
Number of pages	10
Journal	Indian Journal of Chemistry (IJC)
Volume	62
Issue number	6
DOIs	https://doi.org/10.56042/ijc.v62i6.2533
State	Published - Jun 2023

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© 2023 Scientific Publishers. All Rights Reserved.

Keywords

3,3 -(Pyridin-2-yl)methylene)bis(1H-sustituted-indole)
Antifungal activity
Aspergillus fumigatus
Candida albicans
Cryptococcus neoformans
Infra red irradiation

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Rojas-Jaramillo, J. A., Penieres-Carrillo, J. G., Sánchez, T. A. C., Reyes-Márquez, V., Morales-Morales, D., Pérez-Flores, F., Cosio-Castañeda, C., Morales-Salazar, I., & Luna-Mora, R. A. (2023). Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus. Indian Journal of Chemistry (IJC), 62(6), 634-643. https://doi.org/10.56042/ijc.v62i6.2533

Rojas-Jaramillo, José Abraham ; Penieres-Carrillo, José Guillermo ; Sánchez, Tonatiuh Alejandro Cruz et al. / Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus. In: Indian Journal of Chemistry (IJC). 2023 ; Vol. 62, No. 6. pp. 634-643.

@article{f65b54a86bc3490f84ed5ac85166b160,

title = "Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus",

abstract = "Herein is reported a comparative study of a series of new alkaloids structurally related to turbomycin, namely 3,3'-(pyridin-2-yl)methylene)bis(1H-indole) 15, 3,3 -(pyridin-2-yl)methylene)bis(1-methyl-1H-indole) 16, 3,3 -(pyridin-2-yl)methylene)bis(2-methyl-1H-indole) 17 and 3,3 -(pyridin-2-yl)methylene)bis(2-phenyl-1H-indole) 18, compounds that have been synthesized through infra red irradiation as an efficient green activation process. In addition, these diindolylmethanes have been evaluated against levaduriform fungi (Candida albicans (ATCC 10231) and Cryptococcus neoformans (ATCC 36556)) and filamentous fungi (Aspergillus fumigatus (ATCC 13073)), with the 3,3 -(pyridin-2-yl) methylene)bis(2-phenyl-1H-indole) 15 derivative being the one exhibiting the best activity of the series. The derivatives 15-18 exhibit a Minimum Inhibitory Concentrations (MIC) > 900 for C. albicans and C. neoformans ≤ 600.",

keywords = "3,3 -(Pyridin-2-yl)methylene)bis(1H-sustituted-indole), Antifungal activity, Aspergillus fumigatus, Candida albicans, Cryptococcus neoformans, Infra red irradiation",

author = "Rojas-Jaramillo, \{Jos{\'e} Abraham\} and Penieres-Carrillo, \{Jos{\'e} Guillermo\} and S{\'a}nchez, \{Tonatiuh Alejandro Cruz\} and Viviana Reyes-M{\'a}rquez and David Morales-Morales and Francisco P{\'e}rez-Flores and Carlos Cosio-Casta{\~n}eda and Ivette Morales-Salazar and Luna-Mora, \{Ricardo Alfredo\}",

year = "2023",

month = jun,

doi = "10.56042/ijc.v62i6.2533",

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

volume = "62",

pages = "634--643",

journal = "Indian Journal of Chemistry (IJC)",

issn = "2583-1321",

publisher = "Scientific Publishers",

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Rojas-Jaramillo, JA, Penieres-Carrillo, JG, Sánchez, TAC, Reyes-Márquez, V, Morales-Morales, D, Pérez-Flores, F, Cosio-Castañeda, C, Morales-Salazar, I & Luna-Mora, RA 2023, 'Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus', Indian Journal of Chemistry (IJC), vol. 62, no. 6, pp. 634-643. https://doi.org/10.56042/ijc.v62i6.2533

Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus. / Rojas-Jaramillo, José Abraham; Penieres-Carrillo, José Guillermo; Sánchez, Tonatiuh Alejandro Cruz et al.
In: Indian Journal of Chemistry (IJC), Vol. 62, No. 6, 06.2023, p. 634-643.

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

TY - JOUR

T1 - Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus

AU - Rojas-Jaramillo, José Abraham

AU - Penieres-Carrillo, José Guillermo

AU - Sánchez, Tonatiuh Alejandro Cruz

AU - Reyes-Márquez, Viviana

AU - Morales-Morales, David

AU - Pérez-Flores, Francisco

AU - Cosio-Castañeda, Carlos

AU - Morales-Salazar, Ivette

AU - Luna-Mora, Ricardo Alfredo

PY - 2023/6

Y1 - 2023/6

N2 - Herein is reported a comparative study of a series of new alkaloids structurally related to turbomycin, namely 3,3'-(pyridin-2-yl)methylene)bis(1H-indole) 15, 3,3 -(pyridin-2-yl)methylene)bis(1-methyl-1H-indole) 16, 3,3 -(pyridin-2-yl)methylene)bis(2-methyl-1H-indole) 17 and 3,3 -(pyridin-2-yl)methylene)bis(2-phenyl-1H-indole) 18, compounds that have been synthesized through infra red irradiation as an efficient green activation process. In addition, these diindolylmethanes have been evaluated against levaduriform fungi (Candida albicans (ATCC 10231) and Cryptococcus neoformans (ATCC 36556)) and filamentous fungi (Aspergillus fumigatus (ATCC 13073)), with the 3,3 -(pyridin-2-yl) methylene)bis(2-phenyl-1H-indole) 15 derivative being the one exhibiting the best activity of the series. The derivatives 15-18 exhibit a Minimum Inhibitory Concentrations (MIC) > 900 for C. albicans and C. neoformans ≤ 600.

AB - Herein is reported a comparative study of a series of new alkaloids structurally related to turbomycin, namely 3,3'-(pyridin-2-yl)methylene)bis(1H-indole) 15, 3,3 -(pyridin-2-yl)methylene)bis(1-methyl-1H-indole) 16, 3,3 -(pyridin-2-yl)methylene)bis(2-methyl-1H-indole) 17 and 3,3 -(pyridin-2-yl)methylene)bis(2-phenyl-1H-indole) 18, compounds that have been synthesized through infra red irradiation as an efficient green activation process. In addition, these diindolylmethanes have been evaluated against levaduriform fungi (Candida albicans (ATCC 10231) and Cryptococcus neoformans (ATCC 36556)) and filamentous fungi (Aspergillus fumigatus (ATCC 13073)), with the 3,3 -(pyridin-2-yl) methylene)bis(2-phenyl-1H-indole) 15 derivative being the one exhibiting the best activity of the series. The derivatives 15-18 exhibit a Minimum Inhibitory Concentrations (MIC) > 900 for C. albicans and C. neoformans ≤ 600.

KW - 3,3 -(Pyridin-2-yl)methylene)bis(1H-sustituted-indole)

KW - Antifungal activity

KW - Aspergillus fumigatus

KW - Candida albicans

KW - Cryptococcus neoformans

KW - Infra red irradiation

UR - https://www.scopus.com/pages/publications/85164976216

U2 - 10.56042/ijc.v62i6.2533

DO - 10.56042/ijc.v62i6.2533

M3 - Artículo

AN - SCOPUS:85164976216

SN - 2583-1321

VL - 62

SP - 634

EP - 643

JO - Indian Journal of Chemistry (IJC)

JF - Indian Journal of Chemistry (IJC)

IS - 6

ER -

Rojas-Jaramillo JA, Penieres-Carrillo JG, Sánchez TAC, Reyes-Márquez V, Morales-Morales D, Pérez-Flores F et al. Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus. Indian Journal of Chemistry (IJC). 2023 Jun;62(6):634-643. doi: 10.56042/ijc.v62i6.2533

Synthesis of alkaloids 3,3 -(pyridin-2-yl)methylene)bis(1H-sustituted-indole) via infra red irradiation as heating and their evaluation antifungal against Candida albicans, Cryptococcus neoformans and Aspergillus fumigatus

Abstract

Bibliographical note

Keywords

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