Structure-based approach to falcipain-2 inhibitors: Synthesis and biological evaluation of 1,6,7-trisubstituted dihydroisoquinolines and isoquinolines

被引：66

作者：

Batra, S ^{[1
]}

Sabnis, YA

Rosenthal, PJ

Avery, MA

机构：

[1] Cent Drug Res Inst, Div Med Chem, Lucknow 226001, Uttar Pradesh, India

[2] Univ Mississippi, Sch Pharm, Natl Ctr Nat Prod Res, Dept Med Chem, University, MS 38677 USA

[3] Univ Calif San Francisco, Dept Med, San Francisco, CA 94143 USA

[4] Univ Mississippi, Dept Chem, University, MS 38677 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2003年 / 11卷 / 10期

关键词：

D O I：

10.1016/S0968-0896(03)00117-2

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

1,4,7-Trisubstituted isoquinolines were designed, synthesized and evaluated for their inhibition against Plasmodium falciparum cysteine protease falcipain-2. The 1-benzyloxyphenyl-dihydroisoquinoline and -isoquinoline derivatives were found to exhibit better activity against falcipain-2 than their corresponding 1-hydroxyphenyl or 1-methoxyphenyl analogues. The docking scores correlate with the IC50 values of compounds and give a high coefficient correlation of 0.94. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2293 / 2299

页数：7

共 35 条

[1] The SWISS-PROT protein sequence database and its supplement TrEMBL in 2000 [J].

Bairoch, A ;

Apweiler, R .

NUCLEIC ACIDS RESEARCH, 2000, 28 (01) :45-48

[2] A new class of potential chloroquine-resistance reversal agents for plasmodia: Syntheses and biological evaluation of 1-(3'-diethylaminopropyl)-3-(substituted phenylmethylene)pyrrolidines [J].

Batra, S ;

Srivastava, P ;

Roy, K ;

Pandey, VC ;

Bhaduri, AP .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (18) :3428-3433

[3]

BATRA S, 1997, ADV DRUG RES, V30, P202

[4]

BELL A, 2000, CURR OPIN ANTIINFECT, V2, P310

[5]

BERRY C, 1999, PROTEASES INFECT AGE, P165

[6]

Breman JG, 2001, AM J TROP MED HYG, V64, P1

[7] APPLICATION OF THE MULTIMOLECULE AND MULTICONFORMATIONAL RESP METHODOLOGY TO BIOPOLYMERS - CHARGE DERIVATION FOR DNA, RNA, AND PROTEINS [J].

CIEPLAK, P ;

CORNELL, WD ;

BAYLY, C ;

KOLLMAN, PA .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1995, 16 (11) :1357-1377

[8] Parasite proteinases and amino acid metabolism: possibilities for chemotherapeutic exploitation [J].

Coombs, GH ;

Mottram, JC .

PARASITOLOGY, 1997, 114 :S61-S80

[9] Aspartic proteases of Plasmodium falciparum and other parasitic protozoa as drug targets [J].

Coombs, GH ;

Goldberg, DE ;

Klemba, M ;

Berry, C ;

Kay, J ;

Mottram, JC .

TRENDS IN PARASITOLOGY, 2001, 17 (11) :532-537

[10] Synthesis of quinolinyl chalcones and evaluation of their antimalarial activity [J].

Domínguez, JN ;

Charris, JE ;

Lobo, G ;

de Domínguez, NG ;

Moreno, MM ;

Riggione, F ;

Sanchez, E ;

Olson, J ;

Rosenthal, PJ .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (06) :555-560

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