# US 11,304,965 B2 · Flavonoid compositions and related methods

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- Number: US 11,304,965 B2
- Document ID: US11304965B2
- Status: Granted
- Kind: B2
- Application number: 17/083,112
- Filed: 2020-10-28
- Published: 2021-04-15
- Granted: 2022-04-19
- Earliest claimed: 2017-02-02
- Assignees: Instituto de Investigaciones Cientificas y Servicios de Alta Tecnologia
- Applicants: Instituto De Investigaciones Cientificas Y Servicios De Alta Tecnologia (Indicasat Aip)
- Inventors: Catherina C. Caballero-George; Andres Rivera Mondragon
- Web page: https://patentgrep.com/patent/US11304965B2

## CPC

- A61K 31/7016: Disaccharides, e.g. lactose, lactulose (lactobionic acid A61K31/7032)
- A61K 31/216: of acids having aromatic rings, e.g. benactizyne, clofibrate
- A61K 31/7048: having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin {, digitoxin or digoxin}
- A61K 36/185: Magnoliopsida (dicotyledons)
- A61P 9/08: Vasodilators for multiple indications
- A61P 9/12: Antihypertensives
- A61K 2236/15: involving mechanical treatment, e.g. chopping up, cutting or grinding
- A61K 2236/33: involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Flavonoids that are isolated from plant material of the genus Cecropia can be used to perturb G-protein coupled receptors in a mammalian cell. In some instances, one or more flavonoids may interact with one or more of the G-protein coupled receptors to transiently increase the concentration of cytosolic calcium. Administration of the isolated flavonoids can be used to treat hypertension, to protect the integrity of blood vessels and related conditions.

## Claims

### Claim 1

A method for producing a formulation for administration to a mammalian subject, the method comprising:
mixing plant material with an alcohol, wherein the plant material is from one or more plants belonging to the Cecropia genus;
extracting a portion of the plant material into the alcohol;
isolating the extracted portion of plant material from a remainder of the plant material;
removing at least a portion of the isolated extracted portion of the plant material to obtain a first composition, wherein the first composition comprises two or more flavonoids, the two or more flavonoids in the first composition being selected from the group consisting of isovitexin-2″-O-rhamnoside, isovitexin-2″-O-glucoside, isovitexin-2″-O-xyloside, isovitexin-O-xyloside, isoorientin-2″-O-xyloside, and mixtures thereof; and
combining the first composition with a second composition to form the formulation for administration to the mammalian subject.

### Claim 2 (depends on 1)

The method of claim 1, wherein the two or more flavonoids collectively (1) antagonize the angiotensin II receptor, type 1, (2) agonize the angiotensin II receptor, type 2, and (3) agonize the endothelin receptor type B.

### Claim 3 (depends on 1)

The method of claim 1, wherein the alcohol has four or fewer carbon atoms.

### Claim 4 (depends on 1)

The method of claim 1, wherein the alcohol is methanol.

### Claim 5 (depends on 1)

The method of claim 1, wherein the extracted portion is further washed with a solvent comprising dichloromethane.

### Claim 6 (depends on 1)

The method of claim 1, wherein the extracted portion is further washed with a solvent comprising hexane.

### Claim 7 (depends on 1)

The method of claim 1, wherein the isolating the extracted portion of plant material is carried out via chromatography.

### Claim 8 (depends on 1)

The method of claim 1, wherein the plant material is macerated prior to extracting a portion of the plant material into one or more organic solvents.

### Claim 9 (depends on 1)

The method of claim 1, wherein the two or more flavonoids are between 0.3% and 15% of the formulation by weight.

### Claim 10 (depends on 1)

The method of claim 1, wherein the plant material is exclusively from aerial parts of the plant.

### Claim 11 (depends on 1)

The method of claim 1, wherein the formulation lowers blood pressure when administered to the mammalian subject.

### Claim 12 (depends on 1)

The method of claim 1, wherein one or more plants belong to the species Cecropia obtusifolia.

### Claim 13 (depends on 1)

The method of claim 1, wherein the second composition comprises a dispersant, a humectant, a carrier, an antistatic agent, a filler, a diluent, or any combination thereof.