CUCURBITURIL-CONTAINING GEL AND METHOD OF PREPARING THE SAME

• US 20070154553A1
• Filed: 10/25/2006
• Published: 07/05/2007
• Est. Priority Date: 01/04/2006
• Status: Active Grant

• Current Assignee: Postech Academy-Industry Foundation, Postech Foundation
• Original Assignee: Postech Academy-Industry Foundation, Postech Foundation
• Inventors: KIM, Kimoon, SELVAPALAM, Narayanan, KIM, Dongwoo, NAGARAJAN, Erumaipatty R., KIM, Hee Joon, HWANG, Il Ha, JEON, Woo Sung
• Granted Patent: US 7,850,992 B2
• Time in Patent Office: Days
• US Class Current: 424/484
• CPC Class Codes: A61K 31/573 substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: A61K 41/0042 Photocleavage of drugs in vivo, e.g. cleavage of photolabile linkers in vivo by UV radiation for releasing the pharmacologically-active agent from the administered agent; photothrombosis or photoocclusion
• CPC Class Codes: A61K 47/16 containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
• CPC Class Codes: A61K 9/06 Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels composition of ointments, creams or gels A61K47/00

Abstract

Provided are a gel including a compound represented by Formula 1 below and a method of preparing the same:

• • wherein n, X, A₁, and A₂ are as defined in the specification.

Claims

1. A gel comprising a compound represented by Formula 1 below:

2. The gel of claim 1, wherein A1 or A2 is an allyloxy group.

3. The gel of claim 1, wherein n is 7, X is O, and A1 and A2 are each H.

4. The gel of claim 1, wherein the content of the compound of Formula 1 is 1 to 10 wt %.

5. The gel of claim 1, further comprising an acid.

6. The gel of claim 5, wherein the acid is selected from the group consisting of sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, chloric acid, HBF4, HPF6, acetic acid, trifluoroacetic acid, oxalic acid, benzoic acid, ascorbic acid, and HAuCl4.

7. The gel of claim 1, further comprising a base.

8. The gel of claim 7, wherein the base is selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, methylamine, ethylamine, pyridine, and aniline.

9. The gel of claim 1, further comprising a pharmacologically active substance.

10. The gel of claim 9, wherein the pharmacologically active substance is an organic compound selected from the group consisting of hydrocortisone, prednisolone, spironolatone, testosterone, megestrol acetate, danasol, progesterone, indometasine, amphotericin B, and a combination thereof.

11. The gel of claim 9, wherein the pharmacologically active substance is a protein selected from the group consisting of human growth hormone, G-CSF (granulocyte colony-stimulating factor), GM-CSF (granulocyte-macrophage colony-stimulating factor), erythropoietin, vaccine, antibody, insulin, glucagon, calcitonin, ACTH (adrenocorticotropic hormone), somatostatin, somatotropin, somatomedin, parathormone, thyroxine, a substance secreted from hypothalamus, prolactin, endorphin, VEGF (vascular endothelial growth factor), enkephalin, vasopressin, nerve growth factor, non-naturally occurring opioid, interferon, asparaginase, alginase, superoxide dismutase, trypsin, chymotrypsin, pepsin, and a combination thereof.

12. The gel of claim 1, further comprising a stimulus-responsive compound.

13. The gel of claim 12, wherein the stimulus-responsive compound is a light-responsive compound.

14. The gel of claim 13, wherein the stimulus-responsive compound comprises an azobenzene group or a stilbene group.

15. The gel of claim 12, wherein the stimulus-responsive compound is a compound undergoing a change in structure or oxidation state in response to an electrochemical stimulus.

16. The gel of claim 15, wherein the stimulus-responsive compound is quinone, benzoquinone, naphthoquinone, anthraquinone, hydroquinone, catechol, viologen, or a compound comprising one of these.

17. The gel of claim 12, wherein the stimulus-responsive compound is a pH-responsive compound.

18. A method of preparing a gel, the method comprising:

(i) dissolving a compound represented by Formula 1 below in a solvent to prepare a sol;

(ii) adding a pharmacologically active substance to the sol of (i); and

(iii) converting the resultant pharmacologically active substance-containing sol of (ii) to a gel;

19. A method of preparing a gel, the method comprising:

(i) mixing a compound represented by Formula 1 below with a pharmacologically active substance;

(ii) adding a solvent to the resultant mixture of (i) to prepare a sol; and

(iii) converting the sol of (ii) to a gel;

20. A method of preparing a gel, the method comprising:

(i) dissolving a compound represented by Formula 1 below in a solvent to prepare a sol;

(ii) adding a stimulus-responsive compound to the sol of (i); and

(iii) converting the resultant stimulus-responsive compound-containing sol of (ii) to a gel;

21. The method of claim 20, wherein in (i) or (ii), a pharmacologically active substance is further added.

22. A method of preparing a gel, the method comprising:

(i) mixing a compound represented by Formula 1 below with a stimulus-responsive compound;

(ii) adding a solvent to the resultant mixture of (i) to prepare a sol; and

(iii) converting the sol of (ii) to a gel;

23. The method of claim 22, wherein in (i) or (ii), a pharmacologically active substance is further added.