ANTIFUNGAL LIPOPEPTIDES - STRUCTURE-ACTIVITY-RELATIONSHIPS OF 3-HYDROXYGLUTAMINE-MODIFIED PNEUMOCANDIN B-0 DERIVATIVES

被引：4

作者：

ZAMBIAS, RA

JAMES, C

HAMMOND, ML

ABRUZZO, GK

BARTIZAL, KF

NOLLSTADT, KH

DOUGLAS, C

MARRINAN, J

BALKOVEC, JM

机构：

[1] MERCK & CO INC,RES LABS,DEPT MED CHEM,RAHWAY,NJ 07065

[2] MERCK & CO INC,RES LABS,DEPT INFECT DIS RES,RAHWAY,NJ 07065

[3] MERCK & CO INC,RES LABS,DEPT PARASITE BIOCHEM & CELL BIOL,RAHWAY,NJ 07065

[4] MERCK & CO INC,RES LABS,DEPT ANTIBIOT DISCOVERY & DEV,RAHWAY,NJ 07065

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1995年 / 5卷 / 20期

关键词：

D O I：

10.1016/0960-894X(95)00407-K

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Selective methanolysis or dehydration followed by reduction of the 3-hydroxyglutamine residue of pneumocandin B-0 (1) or its dideoxy analog 5 (L-692,289) gave the methyl 3-hydroxyglutamate and 3-hydroxyornithine analogs 6 and 9, respectively. Further derivatization of these analogs allowed a study of the SAR at this position. In general, carboxylic acid-containing derivatives were poorer antifungal agents than neutral derivatives while amine-bearing analogs displayed the greatest potency.

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页码：2357 / 2362

页数：6

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