2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study

2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study Publisher

Edraki N¹ ; Iraji A¹ ; Firuzi O¹ ; Fattahi Y² ; Mahdavi M² ; Foroumadi A² ; Khoshneviszadeh M¹ ; Shafiee A² ; Miri R¹

Show Affiliations

1. Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of the Iranian Chemical Society Published:2016

Abstract

The inhibition of AKR1B10 has been recognized as a potential therapeutic approach to the treatment of various types of cancers. A novel series of compounds with imino-2H-chromen and phenylimino-2H-chromen scaffolds were synthesized by Knoevenagel condensation reaction. The in vitro cytotoxic activity of synthesized compounds was evaluated against MOLT-4 and SK-OV-3 cells. Among the tested compounds, N-(3,4-dimethoxyphenyl)-2-(phenylimino)-2H-chromene-3-carboxamide (8g) demonstrated potent inhibitory activity against both examined cell lines. The results of the molecular docking study suggested that this compound is involved in critical hydrogen-bonding interactions with the Val301 and Lue302 of AKR1B10 catalytic site. © 2016, Iranian Chemical Society.

Style	Citing Format
MLA	Edraki N, et al.. "2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study." Journal of the Iranian Chemical Society, vol. 13, no. 12, 2016, pp. 2163-2171.
APA	Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, Khoshneviszadeh M, Shafiee A, Miri R (2016). 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study. Journal of the Iranian Chemical Society, 13(12), 2163-2171.
Chicago	Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, Khoshneviszadeh M, Shafiee A, Miri R. "2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study." Journal of the Iranian Chemical Society 13, no. 12 (2016): 2163-2171.
Harvard	Edraki N et al. (2016) '2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study', Journal of the Iranian Chemical Society, 13(12), pp. 2163-2171.
Vancouver	Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, et al.. 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study. Journal of the Iranian Chemical Society. 2016;13(12):2163-2171.
BibTex	@article{ author = {Edraki N and Iraji A and Firuzi O and Fattahi Y and Mahdavi M and Foroumadi A and Khoshneviszadeh M and Shafiee A and Miri R}, title = {2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study}, journal = {Journal of the Iranian Chemical Society}, volume = {13}, number = {12}, pages = {2163-2171}, year = {2016} }
RIS	TY - JOUR AU - Edraki N AU - Iraji A AU - Firuzi O AU - Fattahi Y AU - Mahdavi M AU - Foroumadi A AU - Khoshneviszadeh M AU - Shafiee A AU - Miri R TI - 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study JO - Journal of the Iranian Chemical Society VL - 13 IS - 12 SP - 2163 EP - 2171 PY - 2016 ER -

Style

Citing Format

MLA

Edraki N, et al.. "2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study." Journal of the Iranian Chemical Society, vol. 13, no. 12, 2016, pp. 2163-2171.

APA

Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, Khoshneviszadeh M, Shafiee A, Miri R (2016). 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study. Journal of the Iranian Chemical Society, 13(12), 2163-2171.

Chicago

Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, Khoshneviszadeh M, Shafiee A, Miri R. "2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study." Journal of the Iranian Chemical Society 13, no. 12 (2016): 2163-2171.

Harvard

Edraki N et al. (2016) '2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study', Journal of the Iranian Chemical Society, 13(12), pp. 2163-2171.

Vancouver

Edraki N, Iraji A, Firuzi O, Fattahi Y, Mahdavi M, Foroumadi A, et al.. 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study. Journal of the Iranian Chemical Society. 2016;13(12):2163-2171.

BibTex

@article{ author = {Edraki N and Iraji A and Firuzi O and Fattahi Y and Mahdavi M and Foroumadi A and Khoshneviszadeh M and Shafiee A and Miri R}, title = {2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study}, journal = {Journal of the Iranian Chemical Society}, volume = {13}, number = {12}, pages = {2163-2171}, year = {2016} }

RIS

TY - JOUR
AU - Edraki N
AU - Iraji A
AU - Firuzi O
AU - Fattahi Y
AU - Mahdavi M
AU - Foroumadi A
AU - Khoshneviszadeh M
AU - Shafiee A
AU - Miri R
TI - 2-Imino 2H-Chromene and 2-(Phenylimino) 2H-Chromene 3-Aryl Carboxamide Derivatives As Novel Cytotoxic Agents: Synthesis, Biological Assay, and Molecular Docking Study
JO - Journal of the Iranian Chemical Society
VL - 13
IS - 12
SP - 2163
EP - 2171
PY - 2016
ER -

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Abstract