Synthesis and anticancer activity studies of α-aminoalkylated conjugated nitroalkenes

被引：44

作者：

Rastogi, Namrata

Mohan, Renu

Panda, Dulal ^{[1
]}

Mobin, Shaikh M.

Namboothiri, Irishi N. N.

机构：

[1] Indian Inst Technol, Sch Biosci & Bioengn, Bombay 400076, Maharashtra, India

[2] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

[3] Indian Inst Technol, Natl Single Crystal Xray Diffract Facil, Bombay 400076, Maharashtra, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 17期

关键词：

D O I：

10.1039/b607537a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel alpha-aminoalkylated conjugated nitroalkenes which inhibit human cervical cancer (HeLa) cell proliferation by binding to tubulin were synthesized by imidazole/LiCl-mediated reaction of conjugated nitroalkenes with N-tosylimines.

引用

页码：3211 / 3214

页数：4

共 50 条

[1] Reevaluation of the mechanism of the Baylis-Hillman reaction: Implications for asymmetric catalysis [J].

Aggarwal, VK ;

Fulford, SY ;

Lloyd-Jones, GC .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (11) :1706-1708

[2] Rate acceleration of the Baylis-Hillman reaction in polar solvents (water and formamide). Dominant role of hydrogen bonding, not hydrophobic effects, is implicated [J].

Aggarwal, VK ;

Dean, DK ;

Mereu, A ;

Williams, R .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (02) :510-514

[3] Straightforward asymmetric entry to highly functionalized 3-substituted 3-hydroxy-β-lactams via Baylis-Hillman or bromoallylation reactions [J].

Alcaide, B ;

Almendros, P ;

Aragoncillo, C ;

Rodríguez-Acebes, R .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (03) :826-831

[4] Dual catalyst control in the enantioselective intramolecular Morita-Baylis-Hillman reaction [J].

Aroyan, CE ;

Vasbinder, MM ;

Miller, SJ .

ORGANIC LETTERS, 2005, 7 (18) :3849-3851

[5] Chiral quinuclidine-based amine catalysts for the asymmetric one-pot, three-component aza-Baylis-Hillman reaction [J].

Balan, D ;

Adolfsson, H .

TETRAHEDRON LETTERS, 2003, 44 (12) :2521-2524

[6] The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction [J].

Basavaiah, D ;

Rao, PD ;

Hyma, RS .

TETRAHEDRON, 1996, 52 (24) :8001-8062

[7] Recent advances in the Baylis-Hillman reaction and applications [J].

Basavaiah, D ;

Rao, AJ ;

Satyanarayana, T .

CHEMICAL REVIEWS, 2003, 103 (03) :811-891

[8]

Baylis A. B, 1972, German Patent, Patent No. 2155113

[9] Bifunctional activation and racemization in the catalytic asymmetric aza-Baylis-Hillman reaction [J].

Buskens, P ;

Klankermayer, J ;

Leitner, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (48) :16762-16763

[10]

Ciganek E., 1997, ORG REACTIONS, V51, P201

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