SYNTHESIS AND CYTOTOXICITY OF 1,6,8,9-SUBSTITUTED α-CARBOLINE DERIVATIVES

被引：11

作者：

Tsai, Jui-Ying ^{[1
]}

Lin, Yi-Chien ^{[1
]}

Hsu, Mei-Hua ^{[1
]}

Kuo, Sheng-Chu ^{[1
]}

Huang, Li-Jiau ^{[1
]}

机构：

[1] China Med Univ, Grad Inst Pharmaceut Chem, Coll Pharm, Taichung 40402, Taiwan

来源：

KAOHSIUNG JOURNAL OF MEDICAL SCIENCES | 2010年 / 26卷 / 11期

关键词：

antileukemic agents; alpha-carboline; HL-60; cells; structure-activity relationships; BETA-CARBOLINE; BIOLOGICAL EVALUATION; IDENTIFICATION; ALKALOIDS; DESIGN; SPONGE; ACID;

D O I：

10.1016/S1607-551X(10)70091-7

中图分类号：

R-3 [医学研究方法]; R3 [基础医学];

学科分类号：

1001 ;

摘要：

a-Carboline (pyrido[2,3-b]indole) was selected as the basic scaffold for development of antileukemic agents by structural modification. From the structure-activity study, it was found that sequential introduction of 6-acetyl and 9-substituted benzyl groups onto an alpha-carboline scaffold resulted in 6-acetyl-9-(3,5-dimethoxybenzyl)-9H-pyrido[2,3-b]indole and 6-acetyl-9-(3,4,5-trimethoxybenzyl)-9H-pyrido[2,3-b]indole with potent cytotoxicity against the HL-60 cell line. These two compounds will be used as new lead compounds for further investigation.

引用

页码：593 / 602

页数：10

共 19 条

[1] IDENTIFICATION OF TETRAHYDRO-BETA-CARBOLINE-3-CARBOXYLIC ACID IN FOODSTUFFS, HUMAN URINE AND HUMAN-MILK
ADACHI, J
MIZOI, Y
NAITO, T
OGAWA, Y
UETANI, Y
NINOMIYA, I
[J]. JOURNAL OF NUTRITION, 1991, 121 (05) : 646 - 652
[2] Design, synthesis and in vitro and in vivo antitumor activities of novel β-carboline derivatives
Cao, R
Chen, H
Peng, W
Ma, Y
Hou, X
Guan, H
Liu, X
Xu, A
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (10) : 991 - 1001
[3] Synthesis, acute toxicities, and antitumor effects of novel 9-substituted β-carboline derivatives
Cao, RH
Chen, Q
Hou, XR
Chen, HS
Guan, HJ
Ma, Y
Peng, WL
Xu, AL
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (17) : 4613 - 4623
[4] CARBRIELA MC, 1999, J NAT PRODUCTS, V62, P759
[5] CEDRIC S, 2007, SYNLETT, V14, P2237
[6] Thorectandramine, a novel β-carboline alkaloid from the marine sponge Thorectandra sp.
Charan, RD
McKee, TC
Gustafson, KR
Pannell, LK
Boyd, MR
[J]. TETRAHEDRON LETTERS, 2002, 43 (29) : 5201 - 5204
[7] Garcia M, 2007, GLOBAL CANC FACTS FI, P2
[8] Antitumor agents 201.: Cytotoxicity of harmine and β-carboline analogs
Ishida, J
Wang, HK
Bastow, KF
Hu, CQ
Lee, KH
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (23) : 3319 - 3324
[9] Design, synthesis and biological evaluation of new tryptamine and tetrahydro-β-carboline-based selective inhibitors of CDK4
Jenkins, Paul R.
Wilson, James
Emmerson, Daniel
Garcia, Marcos D.
Smith, Matthew R.
Gray, Stephen J.
Britton, Robert G.
Mahale, Sachin
Chaudhuri, Bhabatosh
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (16) : 7728 - 7739
[10] Identification of tryptophan and β-carboline as paralysins in larvae of the yellow mealworm, Tenebrio molitor
Kotanen, S
Huybrechts, J
Cerstiaens, A
Zoltan, K
Daloze, D
Baggerman, G
Forgo, P
De Loof, A
Schoofs, L
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2003, 310 (01) : 64 - 71

← 1 2 →