Water-soluble amide derivatives of polyene macrolides and preparation and uses thereof

A compound according to structural formula (I):

• including pharmaceutically acceptable salts thereof, wherein:
• N—R1—C(O) is a polyene macrolide backbone;
• CH2—R2 is a carbohydrate residue, wherein the illustrated CH2 is derived from the anomeric carbon of a terminal carbohydrate saccharide and R2 represents the remainder of the carbohydrate;
• either (i) R6 is selected from the group consisting of hydrogen, —(CH2)n—NR15R16, —NR15R16, —(CH2)n—R17, polyhydroxylated alkyl, (C1-C6) alkyl substituted with one or more of the same or different R10 group and (C1-C6) heteroalkyl substituted with one or more of the same or different polar substituent, and R7 is selected from the group consisting of —(CH2)n—NR15R16, —NR15R16, —(CH2)n—R17, polyhydroxylated alkyl, (C1-C6) alkyl substituted with one or more of the same or different R10 group, and (C1-C6) heteroalkyl substituted with one or more of the same or different polar substituent;
• or (ii) R6 and R7, taken together with the nitrogen atom to which they are bonded, form 5- or 6-membered saturated or unsaturated ring which optionally includes one or more of the same or different additional heteroatoms selected from the group consisting of O, N, NH, and S and which is optionally substituted at one or more ring carbon or heteroatoms with the same or different substituents selected from the group consisting of a polar substituent, (C1-C6) alkyl, (C1-C6) alkoxy, —(CH2)n—(polar substituent), (C5-C6) aryl, phenyl, 6- to 9-membered arylalkyl and benzyl;
• each R10 is independently selected from the group consisting of ═O (oxo), ═NH (imino), —C(═NH)—NH2 (amidino), and —NH—C(═NH)—NH2 (guanidino);
• R14 is hydrogen or alkyl;
• R15 and R16 taken together with the nitrogen atom to which they are bonded, form a 5- or 6-membered saturated or unsaturated ring which optionally includes one or more of the same or different additional heteroatoms selected from the group consisting of O, N, NH, and S and which is optionally substituted at one or more ring carbon or heteroatoms with the same or different substituents selected from the group consisting of a polar substituent, (C1-C6) alkyl, (C1-C6) alkoxy, —(CH2)n—(polar substituent), (C5-C6) aryl, phenyl, 6- to 9-membered arylalkyl and benzyl;
• R17 is a 5- or 6-membered saturated or unsaturated ring including one or more of the same or different heteroatoms selected from the group consisting of O, N, NH and S and which is optionally substituted at one or more ring carbon or heteroatoms with the same or different substituents selected from the group consisting of polar substituent, (C1-C6) alkyl, (C1-C6) alkoxy, —(CH2)n—(polar substituent), (C5-C6) aryl, phenyl, 6- to 9-membered arylalkyl and benzyl;
• each polar substituent is independently selected from the group consisting of —OH, —SH, ═O, ═S, —NH2, ═NH, —N3, —CN, —C(═NH)—NH2, and —NH—C(═NH)—NH2;
• and
• each n is independently an integer from 1 to 6.