Novel compositions for the delivery of negatively charged molecules

A cationic lipid having the formula IV:

• 38
• wherein, n is 1-6 carbon atoms;
• R and R1 independently represent C12-C22 alkyl chain which are saturated or unsaturated, wherein the unsaturation is represented by 1-4 double bonds;
• and R2 is H, PEG, carboxamidine, alkyl, acyl, aryl, substituted carboxamidine,
• 39
• wherein R3 is H, or PO3H2 and R4 is OH, NH2 or ═O.

A cationic lipid having the formula V:

• 40
• wherein, n is 1-6 carbon atoms;
• X and X1 independently represent C12-C22 alkyl chain which are saturated or unsaturated, wherein the unsaturation is represented by 1-4 double bonds;
• B is a nucleic acid base or H;
• and R5 is H, PEG, or carboxamidine.

A cationic lipid having the formula VI:

• 41
• wherein,
• n is 1, 2 or 3 carbon atoms;
• R and R1 independently represent C12-C22 alkyl chain which are saturated or unsaturated, wherein the unsaturation is represented by 1-4 double bonds;
• and R2 and R3 is independently H, polyethylene glycol (PEG) or
• 42

A cationic lipid having the formula VII:

• R6-L1-Cholesterol
• wherein,
• R6 is selected from the group consisting of arginyl methyl ester, arginyl amide, homoarginyl methyl ester, homoarginyl amide, ornithine methyl ester, ornithine amide, lysyl methyl ester, lysyl amide, triethylenetetramine (TREN), N,N′-di-carboxamidine TREN, N-benzyl histidyl methyl ester, pyridoxyl and aminopropylimidazole;
• and
• L1 is a linker represented by R7PO2, wherein R7 is H, CH3, or CH2CH3.