Synthesis and antifungal activities in vitro of novel pyrazino [2,1-a] isoquinolin derivatives

被引：27

作者：

Tang, Hui ^{[1
]}

Zheng, Canhui ^{[1
]}

Lv, Jiaguo ^{[1
]}

Wu, Juan ^{[2
]}

Li, Yanan ^{[1
]}

Yang, Hui ^{[1
]}

Fu, Bingyue ^{[1
]}

Li, Chuntong ^{[1
]}

Zhou, Youjun ^{[1
]}

Zhu, Ju ^{[1
]}

机构：

[1] Second Mil Med Univ, Sch Pharm, Dept Med Chem, Shanghai 200433, Peoples R China

[2] Chengdu Gen Hosp, Chengdu Mil Command Area, Dept Pharm, Chengdu 610083, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 03期

基金：

中国国家自然科学基金;

关键词：

Antifungal; Pyrazino[2,1-a]isoquinoline; Lanosterol 14 alpha-demethylase(CYP51); Synthesis; LANOSTEROL; 14-ALPHA-DEMETHYLASE; AZOLE ANTIFUNGALS; AGENTS; DESIGN; FUNGI; DRUGS;

D O I：

10.1016/j.bmcl.2009.12.050

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel pyrazino[2,1-a]isoquinolin compounds were designed and synthesized, and their antifungal activities in vitro were evaluated. The results showed that all of the compounds exhibited antifungal activities. Some of them exhibited stronger antifungal activities than that of lead compounds and among them compound 11b was the most potent one, which showed more potent than that of the active control fluconazole to the four of the five tested fungi. The studies presented here provide a new structural type for the development of novel antifungal agents. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：979 / 982

页数：4

共 14 条

[1] Antifungal agents: Chemotherapeutic targets and immunologic strategies
Georgopapadakou, NH
Walsh, TJ
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1996, 40 (02) : 279 - 291
[2] Itraconazole-enhanced vincristine neurotoxicity in a child with acute lymphoblastic leukemia
Jeng, MR
Feusner, J
[J]. PEDIATRIC HEMATOLOGY AND ONCOLOGY, 2001, 18 (02) : 137 - 142
[3] Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14α-demethylase of fungi
Ji, HT
Zhang, WN
Zhang, M
Kudo, M
Aoyama, Y
Yoshida, Y
Sheng, CQ
Song, YL
Yang, S
Zhou, YJ
Lü, JG
Zhu, J
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (04) : 474 - 485
[4] A three-dimensional model of lanosterol 14α-demethylase of Candida albicans and its interaction with azole antifungals
Ji, HT
Zhang, WN
Zhou, YJ
Zhang, M
Zhu, J
Song, YL
Lü, J
Zhu, J
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (13) : 2493 - 2505
[5] Second-generation azole antifungal agents
Kale, P
Johnson, LB
[J]. DRUGS OF TODAY, 2005, 41 (02) : 91 - 105
[6] Formation of pyrazinoisoquinoline ring system by the tandem amidoalkylation and N-acyliminium ion cyclization:: An efficient synthesis of Praziquantel
Kim, JH
Lee, YS
Park, H
Kim, CS
[J]. TETRAHEDRON, 1998, 54 (26) : 7395 - 7400
[7] Synthesis of "Trioxaquantel"® derivatives as potential new antischistosomal drugs
Laurent, Sophie A. -L.
Boissier, Jerome
Cosledan, Frederic
Gornitzka, Heinz
Robert, Anne
Meuniera, Bernard
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (05) : 895 - 913
[8] Molecular basis of resistance to azole antifungals
Lupetti, A
Danesi, R
Campa, M
Del Tacca, M
Kelly, S
[J]. TRENDS IN MOLECULAR MEDICINE, 2002, 8 (02) : 76 - 81
[9] *MOL SIM INC, 1999, INSIGHT2 2000
[10] NCCLS, 2000, M27A2 NCCLS

← 1 2 →