Process for the preparation of derivatives of cyclic peptide...

C - Chemistry – Metallurgy – 07 – K

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530/7.06

C07K 7/56 (2006.01) A61K 38/00 (2006.01)

Patent

CA 1159450

X-5564A-P Abstract of the Disclosure The invention disclosed herein provides compounds of the formula Image III wherein R1 is H or OH; and when R1 is H, R2 is H and R3 and R4 are both H or both OH, and when R1- is OH, R2 is H, R3 is OH or C1-C6 alkyloxy and R4 is OH, or R2 is -CO-NH2 and R3 and R4 are both OH, and wherein R5 is a group of the formula: (a) Image X-5564A-P (b) Image ; or ( C ) Image wherein A is divalent oxygen, sulfur, sulfinyl, or sulfonyl; A1 is divalent oxygen, sulfur, sulfinyl, sulfonyl or -NH-; X is hydrogen, chloro, bromo, iodo, nitro, C1-C3 alkyl, hydroxy, C1-C3 alkoxy, mercapto, C1-C3 alkylthio, carbamyl or C1-C3 alkylcarbamyl; X1 is chloro, bromo or iodo; R6 is hydrogen C1-C18 alkyl or C2-C18 alkenyl; W is C1-C10 alkylene or C2-C10 alkenylene; m, n and p are 0 or 1, but if m = 0, n must = 0; provided: that the sum of the carbon atoms in the R6 and W groups must be greater than 4 but cannot exceed 21; that when X is mercapto, A and A1 cannot be sulfinyl or sulfonyl and that when A and A1 are sulfinyl or sulfonyl, they must be in equal oxidation states. These compounds have antifungal activity. Also provided by the invention is a process for preparing such compounds.

365974

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