New Bis(dihydropyridine‐3,5‐dicarbonitrile) Derivatives: Green Synthesis and Cytotoxic Activity Evaluation

Amr M. Abdelmoniem; Taher A. Salaheldin; Ismail A. Abdelhamid; Ahmed H. M. Elwahy

doi:10.1002/jhet.2867

journal article Apr 25, 2017

New Bis(dihydropyridine‐3,5‐dicarbonitrile) Derivatives: Green Synthesis and Cytotoxic Activity Evaluation

Amr M. Abdelmoniem Taher A. Salaheldin Ismail A. Abdelhamid

Ahmed H. M. Elwahy

Journal of Heterocyclic Chemistry Vol. 54 No. 5 pp. 2670-2677 · Wiley

View at Publisher Save 10.1002/jhet.2867

Abstract

A synthesis of bis(dihydropyridine‐3,5‐dicarbonitrile) by a three‐component reaction of one equivalent of bis‐cyanoacetamides with two equivalents of both arylaldehydes and malononitrile in ethanol‐containing piperidine is reported. Bis‐cyanopyridones could also be obtained by the condensation of bis‐cyanoacetamides with substituted arylidenemalononitriles in the presence of piperidine, chitosan, or montmorillonite as basic catalysts. The cytotoxicity of the synthesized products against the heterogeneous human epithelial colorectal adenocarcinoma cell line (Caco‐2) was assessed by WST‐1 assay with concentration dependent cellular growth inhibitory effect especially for compounds 5l, 5h, and 5d. The dose response curves indicate that IC50 were 87 ± 3.11 μg/mL, 104 ± 4.78 μg/mL, and 108 ± 5.12 μg/mL, respectively.

Topics

No keywords indexed for this article. Browse by subject →

References

48

[1]

Fadda A. A. Chem (2008)

[2]

10.5155/eurjchem.3.1.65-70.518

[3]

10.1055/s-1984-30717

[4]

10.1002/jccs.200400192

[5]

10.1246/bcsj.66.464

[6]

10.1002/(sici)1098-1071(1997)8:1<1::aid-hc1>3.0.co;2-j

[7]

10.1021/jm00329a026

[8]

10.1016/s0960-894x(01)00838-1

[9]

10.1021/jm00098a012

[10]

10.1016/j.ejmech.2007.05.002

[11]

10.1016/j.bmc.2006.02.045

[12]

10.1016/s0304-3835(75)95362-8

[13]

10.1073/pnas.67.1.185

[14]

10.1073/pnas.58.3.1004

[15]

10.1021/jo951631s

[16]

Reddy C. Acta Chim Slov (2010)

[17]

10.3390/ijms13033661

[18]

10.1016/j.ejmech.2010.05.072

[19]

10.1002/jhet.5570440636

[20]

10.2174/1570179413999151211115100

[21]

10.1016/s0040-4020(99)01072-8

[22]

10.1002/jhet.2012

[23]

10.1002/jhet.861

[24]

10.2174/157017941106141023114039

[25]

10.1039/a901795j

[26]

10.3184/030823401103169540

[27]

Synthesis and characterization of poly(2,6-dimethyl-4-phenyl-1,4-dihydropyridinyl)arenes as novel multi-armed molecules

Ismail A. Abdelhamid, Ahmed F. Darweesh, Ahmed H.M. Elwahy

Tetrahedron Letters 10.1016/j.tetlet.2015.11.015

[28]

10.2174/157017910792246117

[29]

Sayed O. M. J Heterocyclic Chem (2015)

[30]

10.1055/s-0029-1219235

[31]

10.1002/jhet.5570440118

[32]

10.3998/ark.5550190.0010.a27

[33]

10.1002/ardp.201400304

[34]

10.1016/j.tet.2009.09.081

[35]

Abdelhamid I. A. Synlett (2008)

[36]

10.1002/jhet.5570440118

[37]

Al‐mousawi S. M. Current (2011)

[38]

10.1016/j.tet.2010.12.062

[39]

10.3987/com-09-11676

[40]

10.3987/com-08-11426

[41]

10.1021/jm040208l

[42]

10.1021/jm100119c

[43]

Mathew A. Hygeia (2011)

[44]

10.1016/j.ejmech.2004.09.007

[45]

10.1039/p19830000643

[46]

10.1021/jm00028a012

[47]

10.1021/jm970146h

[48]

10.1016/s1010-7940(99)00068-8

Cited By

40

Bis(enaminones) as Versatile Precursors for Novel Bis([1,2,4]triazolo[1,5‐a]pyrimidines) and Bis(2‐thioxo‐2,3‐dihydropyrido[2,3‐d]pyrimidin‐4(1H)‐ones)

Ibrahim M. Z. Fares, Ahmed E. M. Mekky · 2019

Journal of Heterocyclic Chemistry

Metrics

40

Citations

48

References

Details

Published: Apr 25, 2017
Vol/Issue: 54(5)
Pages: 2670-2677
License: View

Authors

A

Amr M. Abdelmoniem

Chemistry Department, Faculty of Science Cairo University Giza Egypt

T

Taher A. Salaheldin

Nanotechnology & Advanced Materials Central Lab Agriculture Research Centre Cairo 12631 Egypt

I

Ismail A. Abdelhamid

Chemistry Department, Faculty of Science Cairo University Giza Egypt

A

Ahmed H. M. Elwahy

Chemistry Department, Faculty of Science Cairo University Giza Egypt

Cite This Article

Amr M. Abdelmoniem, Taher A. Salaheldin, Ismail A. Abdelhamid, et al. (2017). New Bis(dihydropyridine‐3,5‐dicarbonitrile) Derivatives: Green Synthesis and Cytotoxic Activity Evaluation. Journal of Heterocyclic Chemistry, 54(5), 2670-2677. https://doi.org/10.1002/jhet.2867

New Bis(dihydropyridine‐3,5‐dicarbonitrile) Derivatives: Green Synthesis and Cytotoxic Activity Evaluation

You May Also Like