Peptide nucleic acid derivatives with good cell penetration and strong affinity for nucleic acid
The present invention provides a novel class of peptide nucleic acid derivatives, which show good cell penetration and strong binding affinity for nucleic acid.
1. A compound of Formula VII:
wherein,
R 8 is hydrido, N-succinyl, or substituted or non-substituted alkyl radical;
P 1 is selected from hydrido, t-butoxycarbonyl, (9H-fluoren-9-yl)methoxy-carbonyl, substituted or non-substituted benzyloxycarbonyl, and substituted or non-substituted arylsulfonyl radical;
P 2 is selected from hydrido, t-butoxycarbonyl, (9H-fluoren-9-yl)methoxy-carbonyl, substituted or non-substituted benzyloxycarbonyl, substituted alkyloxycarbonyl, substituted or non-substituted alkyl, amidinyl, 1,3-bis(t-butoxy-carbonyl)amidinyl, 1,3-bis-(benzyl-oxycarbonyl)amidinyl radical;
P 3 is selected from hydrido, t-butoxycarbonyl, (9H-fluoren-9-yl)methoxy-carbonyl, and substituted or non-substituted benzyloxycarbonyl radical;
P 4 is selected from hydrido, and t-butoxycarbonyl radical; and,
L 2 is a linker represented by Formula V:
wherein,
Q 1 and Q m are substituted or non-substituted methylene radical, and Q m is directly linked to the amino radical;
Q 2 , Q 3 , . . . , and Q m-1 are independently selected from substituted or non-substituted methylene, oxygen, sulfur, and substituted or non-substituted amino radical; and,
m is an integer from 2 to 15.
2. A compound of Formula X:
wherein,
R 11 is hydroxy, substituted or non-substituted alkyloxy, or substituted or non-substituted amino radical;
P 2 is selected from hydrido, t-butoxycarbonyl, (9H-fluoren-9-yl)methoxy-carbonyl, substituted or non-substituted benzyloxycarbonyl, substituted alkyloxycarbonyl, substituted or non-substituted alkyl, amidinyl, 1,3-bis(t-butoxy-carbonyl)amidinyl, 1,3-bis-(benzyl-oxycarbonyl)amidinyl radical;
P 3 is selected from hydrido, t-butoxycarbonyl, (9H-fluoren-9-yl)methoxy-carbonyl, and substituted or non-substituted benzyloxycarbonyl radical;
P 4 is selected from hydrido, and t-butoxycarbonyl radical; and,
L 2 is a linker represented by Formula V:
wherein,
Q 1 and Q m are substituted or non-substituted methylene radical, and Q m is directly linked to the amino radical;
Q 2 , Q 3 , . . . , and Q m-1 are independently selected from substituted or non-substituted methylene, oxygen, sulfur, and substituted or non-substituted amino radical; and,
m is an integer from 2 to 15.