STRUCTURE AND STEREOCHEMISTRY OF THYSANONE - A NOVEL HUMAN RHINOVIRUS 3C-PROTEASE INHIBITOR FROM THYSANOPHORA-PENICILLOIDES

被引:69
作者
SINGH, SB [1 ]
CORDINGLEY, MG [1 ]
BALL, RG [1 ]
SMITH, JL [1 ]
DOMBROWSKI, AW [1 ]
GOETZ, MA [1 ]
机构
[1] MERCK SHARP & DOHME LTD,W POINT,PA 19486
关键词
THYSANONE; THYSANOPHORA-PENICILLOIDES; HRV 3C-PROTEASE INHIBITOR; NAPHTHOQUINONE-LACTOL;
D O I
10.1016/S0040-4039(00)92364-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structure of thysanone (1a), a novel naphthoquinone with a lactol ring was established on the basis of 1D and 2D NMR spectroscopy and confirmed by X-ray crystallographic analysis of the monomethyl ether (1b). Thysanone showed an IC50 of 13-mu-g/mL against HRV 3C-protease.
引用
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页码:5279 / 5282
页数:4
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