Antitumour benzothiazoles.: Part 20:: 3′-cyano and 3′-alkynyl-substituted 2-(4′-aminophenyl)benzothiazoles as new potent and selective analogues

被引：132

作者：

Hutchinson, I ^{[1
]}

Bradshaw, TD ^{[1
]}

Matthews, CS ^{[1
]}

Stevens, MFG ^{[1
]}

Westwell, AD ^{[1
]}

机构：

[1] Univ Nottingham, Sch Pharmaceut Sci, Canc Res Labs, Nottingham NG7 2RD, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 03期

关键词：

D O I：

10.1016/S0960-894X(02)00930-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of a new series of antitumour 2-(4-aminophenyl)benzothiazole analogues, substituted in the 3'-position by cyano or alkynyl groups, is described. Several of the analogues, notably the 5-fluorinated compounds 7c and 9c, were found to possess potent in vitro activity against MCF-7 and MDA 468 human cancer cell lines. More comprehensive in vitro analysis (NCI 60-cell line) established compound 7c as a particularly potent and selective 2-(4-aminophenyl)benzothiazole analogue. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：471 / 474

页数：4

共 10 条

[1] In vitro evaluation of amino acid prodrugs of novel antitumour 2-(4-amino-3-methylphenyl)benzothiazoles
Bradshaw, TD
Chua, MS
Browne, HL
Trapani, V
Sausville, EA
Stevens, MFG
[J]. BRITISH JOURNAL OF CANCER, 2002, 86 (08) : 1348 - 1354
[2] The discovery of the potent and selective antitumour agent 2-(4-amino-3-methylphenyl)benzothiazole (DF 203) and related compounds
Bradshaw, TD
Stevens, MFG
Westwell, AD
[J]. CURRENT MEDICINAL CHEMISTRY, 2001, 8 (02) : 203 - 210
[3] 2-(4-aminophenyl)benzothiazoles: novel agents with selective profiles of in vitro anti-tumour activity
Bradshaw, TD
Wrigley, S
Shi, DF
Schultz, RJ
Paull, KD
Stevens, MFG
[J]. BRITISH JOURNAL OF CANCER, 1998, 77 (05) : 745 - 752
[4] Influence of 2-(4-aminophenyl)benzothiazoles on growth of human ovarian carcinoma cells in vitro and in vivo
Bradshaw, TD
Schultz, RJ
Paull, KD
Kelland, L
Wilson, A
Garner, C
Fiebig, HH
Wrigley, S
Stevens, MFG
[J]. BRITISH JOURNAL OF CANCER, 1998, 78 (04) : 421 - 429
[5] Chua MS, 2000, CANCER RES, V60, P5196
[6] Antitumor benzothiazoles. 16. Synthesis and pharmaceutical properties of antitumor 2-(4-aminophenyl)benzothiazole amino acid prodrugs
Hutchinson, I
Jennings, SA
Vishnuvajjala, BR
Westwell, AD
Stevens, MFG
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (03) : 744 - 747
[7] Antitumor benzothiazoles. 14. Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles
Hutchinson, I
Chua, MS
Browne, HL
Trapani, V
Bradshaw, TD
Westwell, AD
Stevens, MFG
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (09) : 1446 - 1455
[8] The regiospecific synthesis of 5-and 7-monosubstituted and 5,6-disubstituted 2-arylbenzothiazoles
Hutchinson, I
Stevens, MFG
Westwell, AD
[J]. TETRAHEDRON LETTERS, 2000, 41 (03) : 425 - 428
[9] Antitumor benzothiazoles.: 8.: Synthesis, metabolic formation, and biological properties of the C- and N-oxidation products of antitumor 2-(4-aminophenyl)benzothiazoles
Kashiyama, E
Hutchinson, I
Chua, MS
Stinson, SF
Phillips, LR
Kaur, G
Sausville, EA
Bradshaw, TD
Westwell, AD
Stevens, MFG
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (20) : 4172 - 4184
[10] Antitumor benzothiazoles .3. Synthesis of 2-(4-aminophenyl)benzothiazoles and evaluation of their activities against breast cancer cell lines in vitro and in vivo
Shi, DF
Bradshaw, TD
Wrigley, S
McCall, CJ
Lelieveld, P
Fichtner, I
Stevens, MFG
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (17) : 3375 - 3384

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