Dihydropyrimidinones containing boronic acids

2005 ◽  
Vol 83 (12) ◽  
pp. 2052-2059 ◽  
Author(s):  
Johanna M Blacquiere ◽  
Oana Sicora ◽  
Christopher M Vogels ◽  
Miroslava Čuperlović-Culf ◽  
Andreas Decken ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Lewis Acid ◽  
Anticancer Agents ◽  
Breast Cancer Cell Line ◽  
Cancer Cell Line ◽  
Acid Catalyst ◽  
Boronic Acids ◽  
Ability To Act ◽  
Biginelli Compounds ◽  
Lewis Acid Catalyst

The addition of formylphenylboronic acid derivatives to urea and ethyl acetoacetate proceeds in the absence of an additional Lewis acid catalyst to give the corresponding dihydropyrimidinones (Biginelli products) in good yields. Novel boron-containing dihydropyrimidinones have been investigated for their ability to act as anticancer agents against the breast cancer cell line MCF7.Key words: anticancer, Biginelli compounds, boronic acids, breast cancer, dihydropyrimidinones.

scholarly journals In Silico Assay Development for Screening of Tetracyclic Triterpenoids as Anticancer Agents against Human Breast Cancer Cell Line MCF7

PLoS ONE ◽  
2014 ◽  
Vol 9 (11) ◽  
pp. e111049 ◽  
Author(s):  
Om Prakash ◽  
Ateeque Ahmad ◽  
Vinay Kumar Tripathi ◽  
Sudeep Tandon ◽  
Aditya Bhusan Pant ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cell Line ◽  
Anticancer Agents ◽  
Breast Cancer Cell Line ◽  
In Silico ◽  
Human Breast Cancer ◽  
Cancer Cell Line ◽  
Human Breast Cancer Cell ◽  
Assay Development ◽  
Human Breast

scholarly journals Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agents

2016 ◽  
Vol 66 (2) ◽  
pp. 155-171 ◽  
Author(s):  
Mostafa M. Ghorab ◽  
Mansour S. Alsaid ◽  
Mohammed S. Al-Dosari ◽  
Fatma A. Ragab ◽  
Abdullah A. Al-Mishari ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cytotoxic Activity ◽  
Cell Line ◽  
Spectral Data ◽  
Anticancer Agents ◽  
Breast Cancer Cell Line ◽  
Cancer Cell Line ◽  
Biologically Active ◽  
Moderate Activity ◽  
Elemental Analyses

Abstract As a part of ongoing studies in developing new anticancer agents, novel 1,2-dihydropyridine 4, thienopyridine 5, isoquinolines 6–20, acrylamide 21, thiazolidine 22, thiazoles 23–29 and thiophenes 33–35 bearing a biologically active quinoline nucleus were synthesized. The structure of newly synthesized compounds was confirmed on the basis of elemental analyses and spectral data. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. 2,3-Dihydrothiazole-5-carboxamides 27, 25, 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (34), 1,2-dihydroisoquinoline-7-carbonitrile (7), 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxamide (35), 1,2-dihydroisoquinoline-7-carbonitrile (6), 2-cyano-3-(dimethylamino)-N-(quinolin-3-yl)acrylamide (21), 1,2-dihydroisoquinoline-7-carbonitriles (11) and (8) exhibited higher activity (IC50 values of 27–45 μmol L–1) compared to doxorubicin (IC50 47.9 μmol L–1). LQ quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (12), 2-thioxo-2,3-dihydrothiazole-5-carboxamide (28) and quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (15) show activity comparable to doxorubicin, while (quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (9), 2,3-dihydrothiazole-5-carboxamide (24), thieno [3,4-c] pyridine-4(5H)-one (5), cyclopenta[b]thiophene-3-carboxamide (33) and (quinolin-3-yl)-6-stryl-1,2-dihydroisoquinoline-7-carbonitrile (10) exhibited moderate activity, lower than doxorubicin.

New pyridazine-based binuclear nickel(ii), copper(ii) and zinc(ii) complexes as prospective anticancer agents

2016 ◽  
Vol 40 (3) ◽  
pp. 2451-2465 ◽  
Author(s):  
Ummer Muhammed Rafi ◽  
Dharmasivam Mahendiran ◽  
Azees Khan Haleel ◽  
Rakesh Pandeet Nankar ◽  
Mukesh Doble ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Estrogen Receptor ◽  
Cell Line ◽  
Cancer Cell ◽  
Breast Cancer Cell ◽  
Anticancer Agents ◽  
Breast Cancer Cell Line ◽  
Cancer Cell Line ◽  
Line P

The complexes containing diethylamino substituents exhibit promising cytotoxicity against the estrogen receptor (ER) negative MDA-MB-231 breast cancer cell line.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

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