Patent ID: 6197332
Filing Date: 2001-03-06
Classification: A61K,C12N

Abstract:
A lipid conjugated polyamide compound comprising a repeating trimer of monomeric subunits and having the formula: ##STR15##wherem is an integer selected from 2 to about 48,Ra is selected from the group consisting of --OH, --H, --SH, --COOH, sulfonyl, a C1-C8 aliphatic group or a C3-C12 aryl, arylalkyl, arylalkenyl, or arylalkynyl group, any of which may include at least one heteroatom selected from the group consisting of nitrogen, sulfur, oxygen, and phosphorus; and a lipid moiety, wherein said lipid moiety may be conjugated to a linker moiety;each R.sub.1 is independently selected from the group consisting of hydrogen, a C1-C8 aliphatic group or a C3-C12 aryl, arylalkyl, arylalkenyl, or arylalkynyl group, any of which may include at least one heteroatom selected from the group consisting of nitrogen, sulfur, oxygen, and phosphorus; and a lipid moiety, wherein said lipid moiety may be conjugated to a linker moiety,wherein at least one group R.sub.1 is not hydrogen, and wherein R.sub.1.sup.1 is a cationic side chain at physiolosically relevant pH and R.sub.1.sup.2 and R.sub.1.sup.3 are both neutral side chains at physiologically relevant pH;Rc is selected from the group consisting of --OH, --H, --SH, --NH.sub.2, sulfonyl, hydrazine, a C1-C8 aliphatic group or a C3-C12 aryl, arylalkyl, arylalkenyl, or arylalkynyl group, any of which may include at least one heteroatom selected from the group consisting of nitrogen, sulfur, oxygen, and phosphorus; and a lipid moiety, wherein said lipid moiety may be conjugated to a linker moiety; andeach group W is selected from the group consisting of --CH.sub.2 CH.sub.2 --, --CH.sub.2 -phenyl-, CH.sub.2 CH.sub.2 O--, --CH.sub.2 CH.dbd.CH--, and --CR.sub.2 R.sub.3 --, where R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, a C1-C8 aliphatic group or a C3-C12 aryl, arylalkyl, arylalkenyl, or arylalkynyl group, any of which may include at least one heteroatom selected from the group consisting of nitrogen, sulfur, oxygen, and phosphorus; and a lipid moiety, wherein said lipid moiety may be conjugated to a linker moiety;wherein any said aryl, arylalkyl, arylalkenyl, or arylalkynyl group having fewer than 5 carbon atoms further includes at least one heteroatom;and wherein at least one of said groups Ra, Rc, R.sub.1 for a single monomeric subunit and W for single monomeric subunit, comprises a lipid moiety.