Cyclic peptide antifungal agents

US5629289A · kind A · utility

Assignee

• ELI LILLY AND COMPANY · US

Inventor

• Michael Rodriguez · Arlington Heights, US

Key dates

• Filing date: Jul 25, 1995
• Grant date: May 13, 1997
• Expiry date: Jul 25, 2015

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Provided are pharmaceutical formulations, and methods of inhibiting fungal and parasitic activity using a compound of formula I: ##STR1## wherein: R.sup.z1 is hydrogen, --CH.sub.2 OH, --CHOHCH.sub.3 or --CHOHCH.sub.2 C(O)NH.sub.2 ; R.sup.z2 is hydrogen, --CH.sub.2 OH or --CHOHCH.sub.3 ; R.sup.z3 is hydrogen or methyl; R.sup.x1 is hydrogen, hydroxy or O--R.sup.x1' ; R.sup.x1' is C.sub.1 -C.sub.6 alkyl, benzyl, --(CH.sub.2).sub.2 Si(CH.sub.3).sub.3, --CH.sub.2 CH.dbd.CH.sub.2, --CH.sub.2 CHOHCH.sub.2 OH, --(CH.sub.2).sub.a COOH, --(CH.sub.2).sub.b NR.sup.w1 R.sup.w2, --(CH.sub.2).sub.c POR.sup.w3 R.sup.w4 or --[(CH.sub.2).sub.2 O].sub.d --(C.sub.1 -C.sub.6)alkyl; a, b and c are independently 1, 2, 3, 4, 5 or 6; R.sup.w1 and R.sup.w2 are independently hydrogen, C.sub.1 -C.sub.6 alkyl, or R.sup.w1 and R.sup.w2 combine to form --CH.sub.2 (CH.sub.2).sub.e CH.sub.2 --; R.sup.w3 and R.sup.w4 are independently hydroxy, or C.sub.1 -C.sub.6 alkoxy; d is 1 or 2; e is 1, 2 or 3; R.sup.x2, R.sup.y1, R.sup.y2, R.sup.y3 and R.sup.y4 are independently hydroxy or hydrogen; R.sup.0 is hydroxy, --OP(O)(OH).sub.2 or a group of the formulae: ##STR2## R.sup.1 is C.sub.1 -C.sub.6 alkyl, phenyl, p-halo-phe…