A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines

Debasish Bandyopadhyay, Jessica Cruz, Liza D. Morales, Hadi D. Arman, Erica Cuate, Young S. Lee, Bimal K. Banik, Dae J. Kim

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Background: The objective of this study was to develop a practical green procedure to synthesize quinoxalines and bis-quinoxalines and evaluate their inhibitory effects on the viability of A431 human epidermoid carcinoma cells. Method: A series of quinoxaline and bis-quinoxaline derivatives have been designed and synthesized following a microwave-assisted and bismuth nitrate-catalyzed eco-friendly route. A detailed comparison has been made between microwave-induced protocol with the reactions occurred at room temperature. The structure of the compounds have been elucidated by various spectroscopic methods and finally confirmed by x-ray crystallographic analyses. Results: Two quinoxaline derivatives, compounds 6 and 12 have demonstrated inhibitory effects on the viability of A431 human epidermoid carcinoma cells when compared with HaCaT nontumorigenic human keratinocyte cells. Conclusion: Notably, compound 6 inhibits Stat3 phosphorylation/activation in A431 skin cancer cells.

Original languageEnglish (US)
Pages (from-to)1377-1390
Number of pages14
JournalFuture Medicinal Chemistry
Volume5
Issue number12
DOIs
StatePublished - Aug 2013

Fingerprint

Quinoxalines
Skin Neoplasms
Cell Line
Microwaves
Squamous Cell Carcinoma
Keratinocytes
Phosphorylation
X-Rays
Temperature

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology
  • Molecular Medicine

Cite this

A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines. / Bandyopadhyay, Debasish; Cruz, Jessica; Morales, Liza D.; Arman, Hadi D.; Cuate, Erica; Lee, Young S.; Banik, Bimal K.; Kim, Dae J.

In: Future Medicinal Chemistry, Vol. 5, No. 12, 08.2013, p. 1377-1390.

Research output: Contribution to journalArticle

Bandyopadhyay, D, Cruz, J, Morales, LD, Arman, HD, Cuate, E, Lee, YS, Banik, BK & Kim, DJ 2013, 'A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines', Future Medicinal Chemistry, vol. 5, no. 12, pp. 1377-1390. https://doi.org/10.4155/fmc.13.101
Bandyopadhyay, Debasish ; Cruz, Jessica ; Morales, Liza D. ; Arman, Hadi D. ; Cuate, Erica ; Lee, Young S. ; Banik, Bimal K. ; Kim, Dae J. / A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines. In: Future Medicinal Chemistry. 2013 ; Vol. 5, No. 12. pp. 1377-1390.
@article{69838dcbcd4e44af95a8beaf71fd7747,
title = "A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines",
abstract = "Background: The objective of this study was to develop a practical green procedure to synthesize quinoxalines and bis-quinoxalines and evaluate their inhibitory effects on the viability of A431 human epidermoid carcinoma cells. Method: A series of quinoxaline and bis-quinoxaline derivatives have been designed and synthesized following a microwave-assisted and bismuth nitrate-catalyzed eco-friendly route. A detailed comparison has been made between microwave-induced protocol with the reactions occurred at room temperature. The structure of the compounds have been elucidated by various spectroscopic methods and finally confirmed by x-ray crystallographic analyses. Results: Two quinoxaline derivatives, compounds 6 and 12 have demonstrated inhibitory effects on the viability of A431 human epidermoid carcinoma cells when compared with HaCaT nontumorigenic human keratinocyte cells. Conclusion: Notably, compound 6 inhibits Stat3 phosphorylation/activation in A431 skin cancer cells.",
author = "Debasish Bandyopadhyay and Jessica Cruz and Morales, {Liza D.} and Arman, {Hadi D.} and Erica Cuate and Lee, {Young S.} and Banik, {Bimal K.} and Kim, {Dae J.}",
year = "2013",
month = "8",
doi = "10.4155/fmc.13.101",
language = "English (US)",
volume = "5",
pages = "1377--1390",
journal = "Future Medicinal Chemistry",
issn = "1756-8919",
publisher = "Future Science",
number = "12",

}

TY - JOUR

T1 - A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines

AU - Bandyopadhyay, Debasish

AU - Cruz, Jessica

AU - Morales, Liza D.

AU - Arman, Hadi D.

AU - Cuate, Erica

AU - Lee, Young S.

AU - Banik, Bimal K.

AU - Kim, Dae J.

PY - 2013/8

Y1 - 2013/8

N2 - Background: The objective of this study was to develop a practical green procedure to synthesize quinoxalines and bis-quinoxalines and evaluate their inhibitory effects on the viability of A431 human epidermoid carcinoma cells. Method: A series of quinoxaline and bis-quinoxaline derivatives have been designed and synthesized following a microwave-assisted and bismuth nitrate-catalyzed eco-friendly route. A detailed comparison has been made between microwave-induced protocol with the reactions occurred at room temperature. The structure of the compounds have been elucidated by various spectroscopic methods and finally confirmed by x-ray crystallographic analyses. Results: Two quinoxaline derivatives, compounds 6 and 12 have demonstrated inhibitory effects on the viability of A431 human epidermoid carcinoma cells when compared with HaCaT nontumorigenic human keratinocyte cells. Conclusion: Notably, compound 6 inhibits Stat3 phosphorylation/activation in A431 skin cancer cells.

AB - Background: The objective of this study was to develop a practical green procedure to synthesize quinoxalines and bis-quinoxalines and evaluate their inhibitory effects on the viability of A431 human epidermoid carcinoma cells. Method: A series of quinoxaline and bis-quinoxaline derivatives have been designed and synthesized following a microwave-assisted and bismuth nitrate-catalyzed eco-friendly route. A detailed comparison has been made between microwave-induced protocol with the reactions occurred at room temperature. The structure of the compounds have been elucidated by various spectroscopic methods and finally confirmed by x-ray crystallographic analyses. Results: Two quinoxaline derivatives, compounds 6 and 12 have demonstrated inhibitory effects on the viability of A431 human epidermoid carcinoma cells when compared with HaCaT nontumorigenic human keratinocyte cells. Conclusion: Notably, compound 6 inhibits Stat3 phosphorylation/activation in A431 skin cancer cells.

UR - http://www.scopus.com/inward/record.url?scp=84881529760&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84881529760&partnerID=8YFLogxK

U2 - 10.4155/fmc.13.101

DO - 10.4155/fmc.13.101

M3 - Article

C2 - 23919549

AN - SCOPUS:84881529760

VL - 5

SP - 1377

EP - 1390

JO - Future Medicinal Chemistry

JF - Future Medicinal Chemistry

SN - 1756-8919

IS - 12

ER -