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Tahoori F.,K. N. Toosi University of Technology | Balalaie S.,K. N. Toosi University of Technology | Sheikhnejad R.,Tofigh Daru Res. and Engineering Co. | Sadjadi M.,Tofigh Daru Res. and Engineering Co. | Boloori P.,Tofigh Daru Res. and Engineering Co.
Amino Acids | Year: 2014

We describe the design and synthesis of some hypothetical heptapeptides specifically to overcome the neoplastic activity of ras oncogene and their anti-cancer activities were studied. To improve the anti-cancer activity of the synthesized peptides, their structure modifications were done based on a sequential Ugi/Huisgen 1,3-Dipolar cyclization reaction. The cyclopeptides which contained triazole skeleton showed significant anti-cancer activity against cancer cells with mutated ras oncogene such as A549, PC3 and C26 cells. This study clearly shows the importance of triazole skeleton in biological activity of the peptides. It might be possible to overcome the difficulties involved in making complex peptides by employing this elegant chemistry. Graphical Abstract: [Figure not available: see fulltext.] © 2014 Springer-Verlag Wien. Source


Balalaie S.,K. N. Toosi University of Technology | Poursaeed A.,K. N. Toosi University of Technology | Khoshkholgh M.J.,K. N. Toosi University of Technology | Bijanzadeh H.R.,Tarbiat Modares University | Wolf E.,Tofigh Daru Res. and Engineering Co.
Comptes Rendus Chimie | Year: 2012

Immobilized ZrO 2-nanopowder (NP) in ionic liquid and different organic solvents was used as a suitable Lewis-acid for the synthesis of polycyclic heterocycles which contains pyran-based skeletons. Reaction of O-propargylated salicylaldehyde with active methylene compounds in the presence of ZrO 2-NP in ionic liquid proceeds via domino Knoevenagel hetero Diels-Alder reaction of unactivated alkynes to construct the pyran skeleton. Comparison with different ionic liquids and organic solvents showed that the best results were obtained with 1-butyl-3-methylimidazolium nitrate [bmim][NO 3] because of short reaction times and high yields. Carrying out the reaction under these conditions has advantages such as: high yields, short reaction times and easy work-up. © 2012 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved. Source


Bararjanian M.,K. N. Toosi University of Technology | Hosseinzadeh S.,K. N. Toosi University of Technology | Balalaie S.,K. N. Toosi University of Technology | Bijanzadeh H.R.,Tarbiat Modares University | Wolf E.,Tofigh Daru Res. and Engineering Co.
Tetrahedron Letters | Year: 2011

An efficient palladium-catalyzed protocol for the stereoselective synthesis of 3-(aminoarylmethylene)-oxindoles has been developed. In this approach, Ugi-4-component reaction adducts were used as starting materials for carbopalladative cyclization-Buchwald reaction sequences. © 2011 Elsevier Ltd. All rights reserved. Source


Balalaie S.,K. N. Toosi University of Technology | Bararjanian M.,K. N. Toosi University of Technology | Hosseinzadeh S.,K. N. Toosi University of Technology | Rominger F.,University of Heidelberg | And 2 more authors.
Tetrahedron | Year: 2011

An efficient strategy for the one-pot syntheses of indolo[1,2-a] quinoxalinones catalyzed by CuI have been developed. The procedures combine the Ugi four-component reaction of aldehydes, 2-iodoaniline, 2-indole carboxylic acid, and isocyanides followed by the copper-catalyzed intramolecular N-arylation of the Ugi product in one-pot procedure, which afford the desired products in good to very good yields. © 2011 Elsevier Ltd. All rights reserved. Source

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