A new three-component reaction: green synthesis of novel isoindolo[2,1-a]quinazoline derivatives as potent inhibitors of TNF-α

被引：100

作者：

Kumar, K. Siva ^{[2
,3
]}

Kumar, P. Mahesh ^{[2
]}

Kumar, K. Anil ^{[2
]}

Sreenivasulu, M. ^{[2
]}

Jafar, Ahamed A. ^{[3
]}

Rambabu, D. ^{[1
]}

Krishna, G. Rama ^{[4
]}

Reddy, C. Malla ^{[4
]}

Kapavarapu, Ravikumar ^{[1
]}

Shivakumar, K. ^{[1
]}

Priya, K. Krishna ^{[1
]}

Parsac, Kishore V. L. ^{[1
]}

Pal, Manojit ^{[1
]}

机构：

[1] Univ Hyderabad Campus, Inst Life Sci, Hyderabad 500046, Andhra Pradesh, India

[2] Dr Reddys Labs Ltd, Custom Pharmaceut Serv, Hyderabad 500049, Andhra Pradesh, India

[3] Jamal Mohamed Coll, PG & Res Dept Chem, Tiruchirappalli 620020, Tamil Nadu, India

[4] Indian Inst Sci Educ & Res, Dept Chem Sci, Kolkata 741252, W Bengal, India

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 17期

关键词：

MULTICOMPONENT REACTIONS; DISCOVERY;

D O I：

10.1039/c1cc10715a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Concurrent construction of five and six membered fused N-heretocyclic ring was achieved via a conceptually new three-component reaction affording 6,6a-dihydroisoindolo-[ 2,1-a]quinazoline-5,11-diones as novel inhibitors of TNF-alpha in vitro. This represents one of the few examples of direct TNF-alpha inhibition by small molecules.

引用

页码：5010 / 5012

页数：3

共 18 条

[1] Structure-Based Discovery of Natural-Product-like TNF-α Inhibitors [J].

Chan, Daniel Shiu-Hin ;

Lee, Ho-Man ;

Yang, Fang ;

Che, Chi-Ming ;

Wong, Catherine C. L. ;

Abagyan, Ruben ;

Leung, Chung-Hang ;

Ma, Dik-Lung .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (16) :2860-2864

[2] Eco-friendly synthesis of 2,3-dihydroquinazolin-4(1H)-ones in ionic liquids or ionic liquid-water without additional catalyst [J].

Chen, Jiuxi ;

Su, Weike ;

Wu, Huayue ;

Liu, Miaochang ;

Jin, Can .

GREEN CHEMISTRY, 2007, 9 (09) :972-975

[3] Design, synthesis, and biological activities of new thieno[3,2-d]pyrimidines as selective type 4 phosphodiesterase inhibitors [J].

Crespo, MI ;

Pagès, L ;

Vega, A ;

Segarra, V ;

López, M ;

Doménech, T ;

Miralpeix, M ;

Beleta, J ;

Ryder, H ;

Palacios, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (21) :4021-4035

[4] Multicomponent reactions for the synthesis of pyrroles [J].

Estevez, Veronica ;

Villacampa, Mercedes ;

Carlos Menendez, J. .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (11) :4402-4421

[5] Strategies for Innovation in Multicomponent Reaction Design [J].

Ganem, Bruce .

ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (03) :463-472

[6] Multi-component reactions : Emerging chemistry in drug discovery 'From xylocain to crixivan' [J].

Hulme, C ;

Gore, V .

CURRENT MEDICINAL CHEMISTRY, 2003, 10 (01) :51-80

[7] Heterocycles as Key Substrates in Multicomponent Reactions: The Fast Lane towards Molecular Complexity [J].

Isambert, Nicolas ;

Lavilla, Rodolfo .

CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (28) :8444-8454

[8] Recent advances on phosphodiesterase 4 inhibitors for the treatment of asthma and chronic obstructive pulmonary disease [J].

Kodimuthali, Arumugam ;

Jabaris, S. Sugin Lal ;

Pal, Manojit .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (18) :5471-5489

[9] STRUCTURE ACTIVITY RELATIONSHIP OF QUINAZOLINEDIONE INHIBITORS OF CALCIUM-INDEPENDENT PHOSPHODIESTERASE [J].

LOWE, JA ;

ARCHER, RL ;

CHAPIN, DS ;

CHENG, JB ;

HELWEG, D ;

JOHNSON, JL ;

KOE, BK ;

LEBEL, LA ;

MOORE, PF ;

NIELSEN, JA ;

RUSSO, LL ;

SHIRLEY, JT .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) :624-628

[10] Suramin: Clinical Uses and Structure-Activity Relationships [J].

McGeary, Ross P. ;

Bennett, Andrew J. ;

Tran, Quoc B. ;

Cosgrove, Kelly L. ;

Ross, Benjamin P. .

MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2008, 8 (13) :1384-1394

← 1 2 →