Literature DB >> 18221874

Novel three-component synthesis and antiproliferative properties of diversely functionalized pyrrolines.

Igor V Magedov1, Giovanni Luchetti, Nikolai M Evdokimov, Madhuri Manpadi, Wim F A Steelant, Severine Van Slambrouck, Paul Tongwa, Mikhail Yu Antipin, Alexander Kornienko.   

Abstract

Diversely substituted 2-pyrrolines have been prepared by a novel multicomponent process involving a reaction of various N-(aryl- and alkylsulfonamido)-acetophenones with aldehydes and malononitrile. While the reaction is highly regioselective, it is not stereoselective, generating a mixture of cis and trans 2-pyrrolines. A number of analogs from both cis and trans 2-pyrroline libraries were found to have antiproliferative activity in human cancer cell lines.

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Year:  2008        PMID： 18221874      PMCID： PMC3383006          DOI： 10.1016/j.bmcl.2008.01.019

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  13 in total

1.  One-step synthesis of heterocyclic privileged medicinal scaffolds by a multicomponent reaction of malononitrile with aldehydes and thiols.

Authors:  Nikolai M Evdokimov; Artem S Kireev; Andrey A Yakovenko; Mikhail Yu Antipin; Igor V Magedov; Alexander Kornienko
Journal:  J Org Chem       Date:  2007-04-05       Impact factor: 4.354

2.  Small-molecule inhibitors of protein geranylgeranyltransferase type I.

Authors:  Sabrina Castellano; Hannah D G Fiji; Sape S Kinderman; Masaru Watanabe; Pablo de Leon; Fuyuhiko Tamanoi; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2007-04-17       Impact factor: 15.419

3.  Construction of three contiguous tertiary stereocenters from aziridines in one step.

Authors:  Evgeniy V Blyumin; Helen J Gallon; Andrei K Yudin
Journal:  Org Lett       Date:  2007-10-12       Impact factor: 6.005

Review 4.  Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases.

Authors:  U T Rüegg; G M Burgess
Journal:  Trends Pharmacol Sci       Date:  1989-06       Impact factor: 14.819

5.  Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays.

Authors:  T Mosmann
Journal:  J Immunol Methods       Date:  1983-12-16       Impact factor: 2.303

6.  Cyclooxygenase-1/2 (COX-1/COX-2) and 5-lipoxygenase (5-LOX) inhibitors of the 6,7-diaryl-2,3-1H-dihydropyrrolizine type.

Authors:  Holger Ulbrich; Bernd Fiebich; Gerd Dannhardt
Journal:  Eur J Med Chem       Date:  2002-12       Impact factor: 6.514

7.  Synthesis of highly functionalized pyrrolidines via a mild one-pot, three-component 1,3-dipolar cycloaddition process.

Authors:  Philip Garner; H Umit Kaniskan
Journal:  J Org Chem       Date:  2005-12-23       Impact factor: 4.354

8.  Convenient one-step synthesis of a medicinally relevant benzopyranopyridine system.

Authors:  Nikolai M Evdokimov; Artem S Kireev; Andrey A Yakovenko; Mikhail Yu Antipin; Igor V Magedov; Alexander Kornienko
Journal:  Tetrahedron Lett       Date:  2006-12-25       Impact factor: 2.415

9.  One-step, three-component synthesis of pyridines and 1,4-dihydropyridines with manifold medicinal utility.

Authors:  Nikolai M Evdokimov; Igor V Magedov; Artem S Kireev; Alexander Kornienko
Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005

10.  Antiproliferative and apoptosis inducing properties of pyrano[3,2-c]pyridones accessible by a one-step multicomponent synthesis.

Authors:  Igor V Magedov; Madhuri Manpadi; Nikolai M Evdokimov; Eerik M Elias; Elena Rozhkova; Marcia A Ogasawara; Jennifer D Bettale; Nikolai M Przheval'skii; Snezna Rogelj; Alexander Kornienko
Journal:  Bioorg Med Chem Lett       Date:  2007-05-06       Impact factor: 2.823
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  7 in total

1.  Multicomponent Synthesis of 2,3-Dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones: A Novel Heterocyclic Scaffold with Antibacterial Activity.

Authors:  Liliya V Frolova; Indranil Malik; Pavel Y Uglinskii; Snezna Rogelj; Alexander Kornienko; Igor V Magedov
Journal:  Tetrahedron Lett       Date:  2011-12-07       Impact factor: 2.415

2.  One-pot multicomponent synthesis of diversely substituted 2-aminopyrroles. A short general synthesis of rigidins A, B, C, and D.

Authors:  Liliya V Frolova; Nikolai M Evdokimov; Kathryn Hayden; Indranil Malik; Snezna Rogelj; Alexander Kornienko; Igor V Magedov
Journal:  Org Lett       Date:  2011-01-26       Impact factor: 6.005

Review 3.  Synthesis of Biologically Active Molecules through Multicomponent Reactions.

Authors:  Daniel Insuasty; Juan Castillo; Diana Becerra; Hugo Rojas; Rodrigo Abonia
Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

4.  Total synthesis of a marine alkaloid--rigidin E.

Authors:  Banpeng Cao; Haixin Ding; Ruchun Yang; Xiaoji Wang; Qiang Xiao
Journal:  Mar Drugs       Date:  2012-06-20       Impact factor: 6.085

5.  Stereoselective Four-Component Synthesis of Functionalized 2,3-Dihydro-4-Nitropyrroles.

Authors:  Dong Wang; Xinyue Ma; Linru Dong; Hairong Feng; Peng Yu; Laurent Désaubry
Journal:  Front Chem       Date:  2019-11-26       Impact factor: 5.221

6.  Phosphine-catalyzed [3 + 2] annulation of β-sulfonamido-substituted enones with trans-α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines.

Authors:  Zhenzhen Gao; Lei Xie; Lusha Ji; Xin Ma; Xiaojing Li; Honglei Liu; Hongchao Guo
Journal:  RSC Adv       Date:  2021-12-17       Impact factor: 3.361

Review 7.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036
  7 in total

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