Polybiotin compounds of magnetic resonance imaging and drug delivery
The invention relates generally to biotin-containing compounds that are useful as imaging agents and drug-delivery agents. Another aspect of the invention relates to the aforementioned compounds chelated to a metal atom. In a preferred embodiment, the metal atom is a gadolinium. Another aspect of the invention relates to a compound comprising three biotin moieties and a pharmaceutical agent covalently bound to a heterocyclic core. In certain embodiments, the pharmaceutical agent is an antibiotic, antiviral, or radionuclide. Another aspect of the present invention relates to a method of treating disease involving administering the compounds of the invention to a mammal. Another aspect of the present invention relates to a method of acquiring a magnetic resonance image using the compounds of the invention.
1. A method of generating a magnetic resonance image of a human or non-human animal body, comprising the steps of administering into the body of a subject in need of magnetic resonance imaging a compound of formula II, and generating a magnetic resonance image; wherein a compound represented by formula II is:
wherein
R represents independently for each occurrence H or alkyl;
Y represents independently for each occurrence —C(O)— or —S(O)—;
n represents independently for each occurrence 1, 2, 3, or 4;
M is a metal atom; and
X represents independently for each occurrence
wherein s is 1, 2, 3 or 4.
2. The method of claim 1 , wherein said subject is a human.
3. The method of claim 1 , wherein M is selected from the group consisting of Gd 3+ , Mn 2+ , Fe 3+ , and Cr 3+ .
4. The method of claim 1 , wherein M is Gd 3+ .
5. The method of claim 1 , wherein M is selected from the group consisting of In-111, Tc-99m, Ga-67, Ga-68, Re-186, Re-188, Y-90, Bi-212, Sr-89, Ho-166, Sm-153, Cu-67, and Cu-64.
6. The method of claim 1 , wherein M is Tc-99m.
7. The method of claim 1 , wherein Y is —C(O)—.
8. The method of claim 1 , wherein s is 3 or 4.
9. The method of claim 1 , wherein X represents independently for each occurrence
10. The method of claim 1 , wherein X represents independently for each occurrence
the CO 2 H is coordinated to M.
11. The method of claim 1 , wherein M is Gd 3+ and X represents independently for each occurrence
12. The method of claim 1 , wherein M is Tc-99m and X represents independently for each occurrence
13. The method of claim 1 , wherein Y is —C(O)—, M is Gd 3+ , and X represents independently for each occurrence
14. The method of claim 1 , wherein Y is —C(O)—, M is Tc-99m, and X represents independently for each occurrence