Mannosylated compounds useful for the prevention and the treatment of infectious diseases

摘要

The present invention relates to new anti-infectious compounds consisting of (i) a polar head having from one to three mannose, dimannose or trimannose moieties, which is coupled through an appropriate linker to (ii) a single lipid chain of at least 17 carbon atoms in length. Pharmaceutical compositions and therapeutic uses thereof are also provided.

主权项

1. A compound of formula (III): wherein: LINKER is a bifunctional linker selected from the group consisting of:
i) an amino acid residue,ii) peptides having from 2 to 10 amino acid residues,iii) X1—(CH2)n-Y, wherein n is an integer from 1 to 10 and X1 and Y1 are independently selected from —NH—, —S—, —C(═O)—,—O—, —NH—C(═O)—, —C(═O)—NH—,—O—C(═O)—,—C(═O)—O—, —NH—(C═NH)—NH, —NH—(C═O)—NH— and (C═O)—O—(C═O), andiv) —NH—, —S—, —O—, —C(═O)—, —NH—C(═O)—, —C(═O)—NH—, —O—C(═O)—, —C(═O)—O—, NH—(C═NH)—NH—, —NH—(C═O)—NH—and —(C═O)—O—(C═O)—, R1 is a C17-C30 saturated or unsaturated linear hydrocarbon chain, optionally substituted by one or more C1-C3 alkyl radicals, M1 is mannosyl, dimannosyl or trimannosyl, W is selected from —NH—(CH2)f—, —O—(CH2)f— and —S—(CH2)f— wherein f is an integer from 1 to 5, X′ is —NH—C(O)—(CH2)e— or —O—C(O)—(CH2)e— wherein e is an integer from 1 to 4, a is an integer from 2 to 10, and d is an integer from 2 to 10, or a pharmaceutically acceptable salt or solvate thereof.