Lanthanoid complex capsule and particle contrast agents, methods of making and using thereof
The invention relates to compositions of DOTA derivative compounds, lanthanoid-DOTA derivative molecular complex, and lanthanoid-complex encapsulated solid lipid particles or capsules, and methods of making and using the compositions. The solid lipid particles or capsules contain micelle cores stabilized by a hyperbranched polymer shell based from a crosslinked DOTA derivative compound or crosslinked lanthanoid-DOTA derivative complex. These solid lipid particles or capsules can be used in various applications, such as contrast agents or drug delivery vehicles.
1. A compound of formula (I):
wherein R is H or a cation; R′ is mercaptoalkyl or radical of mercaptoalkyl, or alkylthioalkyl.
2. The compound of claim 1 , wherein R′ is C 2 H 4 —SH, —C 2 H 4 —S., or —C 2 H 4 —S—CH 3 .
3. The compound of claim 1 , wherein R is H, Li + , Na + , K + or NH 4 + .
4. A molecular complex comprising a molecule of formula (III):
and optionally a balancing counterion,
wherein M is a chelating metal ion and R′ is a polymer precursor group that is able to self-crosslink or crosslink in presence of one or more crosslinking agents.
5. The molecular complex of claim 4 , wherein the metal ion is a lanthanoid.
6. The molecular complex of claim 4 , wherein the metal ion is La, Eu, Tb, Gd, Ga, or In.
7. The molecular complex of claim 4 , wherein R′ is or substituted alkyl group.
8. The molecular complex of claim 4 , wherein R′ is hydroxyalkyl, mercaptoalkyl or radical of mercaptoalkyl, or alkylthioalkyl.
9. The molecular complex of claim 8 , wherein R′ is —CH 2 —OH, —C 2 H 4 —OH, —C 2 H 4 —S—CH 3 , —C 2 H 4 —SH, or —C 2 H 4 —S.
10. A hyperbranched polymeric nanoparticle or nanocapsule formed from the molecular complex of claim 4 .
11. A compound of formula (I):
wherein R is H or a cation; R′ is a polymer precursor group which is able to self-crosslink or crosslink in presence of one or more crosslinking agents, and
wherein the compounds of formula (I) are chiral.
12. The compound of claim 11 , wherein R′ is substituted alkyl group.
13. The compound of claim 11 , wherein R′ is hydroxyalkyl, mercaptoalkyl or radical of mercaptoalkyl, or alkylthioalkyl.
14. The compound of claim 11 , wherein R′ is —CH 2 —OH, —C 2 H 4 —OH, —C 2 H 4 —SH, —C 2 H 4 —S., or —C 2 H 4 —S—CH 3 .
15. The compound of claim 11 , wherein R is H, Li + , Na + , K + or NH 4 + .
16. The compound of claim 11 , wherein the compound is:
17. A compound of formula (II):