Hydrophobic polyamine analogs and methods for their use

1. A polyamine analog or derivative represented by formula II:

wherein a, b, and c independently range from 1 to 10; d and e independently range from 0 to 30; each X is independently either a carbon (C) or sulfur (S) atom, and R 1 and R 2 are independently selected from H or from the group of a straight or branched C1-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy; a C1-8 alicyclic; a single or multiring aryl substituted or unsubstituted aliphatic; an aliphatic-substituted or unsubstituted single or multiring aromatic; a single or multiring heterocyclic; a single or multiring heterocyclic aliphatic; a C1-10 alkyl; an aryl sulfonyl; or cyano; or

each of R 1 X{O} n — and R 2 X{O} n — are independently replaced by H;

wherein * denotes a chiral carbon position; and

wherein if X is C, then n is 1; if X is S, then n is 2; and if X is C, then the XO group may be CH 2 such that n is 0.

2. A polyamine analog or derivative represented by formula III:

wherein a, b, and c independently range from 1 to 10 and d and e independently range from 0 to 30; and

R 1 , R 2 , R 3 , and R 4 may be the same or different and are independently selected from H or from the group of a straight or branched C1-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy; a C1-8 alicyclic; a single or multiring aryl substituted or unsubstituted aliphatic; an aliphatic-substituted or unsubstituted single or multiring aromatic; a single or multiring heterocyclic; a single or multiring heterocyclic aliphatic; a C1-10 alkyl; an aryl sulfonyl; or cyano.

3. A polyamine analog or derivative represented by formula IV:

wherein a, b, and c independently range from 1 to 10 and d and e independently range from 0 to 30; and

R 1 , R 2 , R 3 , and R 4 may be the same or different and are independently selected from H or from the group of a straight or branched C1-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy; a C1-8 alicyclic; a single or multiring aryl substituted or unsubstituted aliphatic; an aliphatic-substituted or unsubstituted single or multiring aromatic; a single or multiring heterocyclic; a single or multiring heterocyclic aliphatic; a C1-10 alkyl; an aryl sulfonyl; or cyano.

4. A polyamine analog or derivative represented by formula V:

wherein a, b, and c independently range from 1 to 10 and d and C independently range from 0 to 30; and

wherein Z 1 is NR 1 R 3 and Z 2 is selected from —R 1 , —CHR 1 R 2 or —CR 1 R 2 R 3 or Z 2 is NR 2 R 4 and Z 1 is selected from —R 1 , —CHR 1 R 2 or —CR 1 R 2 R 3 ,

wherein R 1 , R 2 , and R 3 may be the same or different and are independently selected from H or from the group of a straight or branched C1-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy; a C1-8 alicyclic; a single or multiring aryl substituted or unsubstituted aliphatic; an aliphatic-substituted or unsubstituted single or multiring aromatic; a single or multiring heterocyclic; a single or multiring heterocyclic aliphatic; a C1-10 alkyl; an aryl sulfonyl; or cyano.

5. The analog or derivative of claims 1 - 4 wherein said a, b, and c are such that the analog or derivative is putrescine, spermine or spermidine based.

6. The analog or derivative of claims 1 - 4 wherein each of R 1 , R 2 , R 3 , and R 4 is independently selected from H or a straight or branched C10-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy.

7. A polyamine analog or derivative selected from spermine based compounds IA4, IB4, IA7, IVB22 or IVA22 as illustrated in FIG. 2 .

8. A polyamine analog or derivative selected from the compounds depicted in FIG. 12 .

9. The analog or derivative of claims 1 - 4 wherein d is 4 and e is 0.

10. The analog or derivative of claims 1 - 4 wherein each of R 1 , R 2 , R 3 , and R 4 is independently selected from H or from

wherein each of g, h, i, j, and k are independently selected from 0 to 15 and wherein E refers to “entgegen” and Z refers to “zusammen”.

11. A composition comprising a polyamine analog or derivative according to claims 1 - 4 and an excipient, diluent or vehicle.

12. The composition of claim 11 wherein said excipient, diluent or vehicle is pharmaceutically or cosmetically acceptable.

13. The composition of claim 11 wherein said excipient, diluent or vehicle is for topical or intra-aural administration.

14. The composition of claim 11 further comprising a polyamine biosynthesis inhibitor.

15. The composition of claim 14 wherein said inhibitor is DFMO.

16. The composition of claim 11 formulated for intravenous, subcutaneous, intramuscular, intracranial, intraperitoneal, topical, transdermal, intravaginal, intranasal, intrabronchial, intracranial, intraocular, intraaural, rectal, or parenteral administration.