Synthesis and in vitro antifungal activity of novel tetralin compounds

被引：0

作者：

Yao Bin ^{[1
]}

Zhou You-Jun ^{[1
]}

Zhu Ju ^{[1
]}

Lu Jia-Guo ^{[1
]}

Jiang Yuan-Ying ^{[1
]}

Chen Jun ^{[1
]}

Cao Yong-Bing ^{[1
]}

Jiang Qing-Feng ^{[1
]}

Zheng Can-Hui ^{[1
]}

机构：

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

来源：

ACTA CHIMICA SINICA | 2007年 / 65卷 / 03期

关键词：

antifungal; 2-aminotetralin; lanosterol 14 alpha-demethylase inhibitor;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel 2-aminotetralin compounds were designed and synthesized based on the three-dimensional model of lanosterol 14 alpha-demethylase of Candida albicans. Their structures have been confirmed by H-1 NMR, IR and MS. All these compounds, especially compounds 18, 21, 22 and 24 exhibited potent antifungal activities against seven pathogenic fungi. The mode of the action of the lead compound was different from that of azoles, and the lead compound interacted with the amino acid residues in the active site. These aminotetralins provided lead compounds for the development of antifungal drugs.

引用

页码：257 / 264

页数：8

共 17 条

[1] SYNTHESIS OF ALKOXY-1,2,3,4-TETRAHYDRONAPHTHALENE DERIVATIVES .I. 2-AMINO-, ALKYLAMINO-, AND DIALKYLAMINO-DERIVATIVES [J].

AMES, DE ;

EVANS, D ;

GREY, TF ;

ISLIP, PJ ;

RICHARDS, KE .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (APR) :2636-&

[2] Newer systemic antifungal agents - Pharmacokinetics, safety and efficacy [J].

Boucher, HW ;

Groll, AH ;

Chiou, CC ;

Walsh, TJ .

DRUGS, 2004, 64 (18) :1997-2020

[3] The Preparation of beta-tetralone from beta-naphthol and some analogous transformattons [J].

Cornforth, JW ;

Cornforth, RH ;

Robinson, R .

JOURNAL OF THE CHEMICAL SOCIETY, 1942, :689-691

[4] Antifungal agents: Chemotherapeutic targets and immunologic strategies [J].

Georgopapadakou, NH ;

Walsh, TJ .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1996, 40 (02) :279-291

[5] Itraconazole-enhanced vincristine neurotoxicity in a child with acute lymphoblastic leukemia [J].

Jeng, MR ;

Feusner, J .

PEDIATRIC HEMATOLOGY AND ONCOLOGY, 2001, 18 (02) :137-142

[6] Voriconazole [J].

Jeu, L ;

Piacenti, FJ ;

Lyakhovetskiy, AG ;

Fung, HB .

CLINICAL THERAPEUTICS, 2003, 25 (05) :1321-1381

[7]

Ji HaiTao, 2000, Acta Pharmaceutica Sinica, V35, P108

[8]

Ji HaiTao, 1999, Acta Pharmaceutica Sinica, V34, P280

[9]

Ji HT, 1998, ACTA BIOCH BIOPH SIN, V30, P585

[10] Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14α-demethylase of fungi [J].

Ji, HT ;

Zhang, WN ;

Zhang, M ;

Kudo, M ;

Aoyama, Y ;

Yoshida, Y ;

Sheng, CQ ;

Song, YL ;

Yang, S ;

Zhou, YJ ;

Lü, JG ;

Zhu, J .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (04) :474-485

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