# US 9,040,250 B2 · Binding interaction of proanthocyanidins with bacteria and bacterial components

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- Number: US 9,040,250 B2
- Document ID: US9040250B2
- Status: Granted
- Kind: B2
- Application number: 11/832,852
- Filed: 2007-08-02
- Published: 2008-07-24
- Granted: 2015-05-26
- Earliest claimed: 2006-09-07
- Assignees: The United States of America as represented by the Secretary of the Navy
- Applicants: James B Delehanty; Brandy J White; Baochuan Lin; Frances S Ligler
- Inventors: James B Delehanty; Brandy J White; Baochuan Lin; Frances S Ligler
- Web page: https://patentgrep.com/patent/US9040250B2

## CPC

- A61K 31/353: 3,4-Dihydrobenzopyrans, e.g. chroman, catechin
- A61K 47/55: the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug
- A61K 47/552: {one of the codrug's components being an antibiotic}
- A61P 31/04: Antibacterial agents
- A61P 37/00: Drugs for immunological or allergic disorders
- A61P 37/04: Immunostimulants
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C07D 311/62: with oxygen atoms directly attached in position 3, e.g. anthocyanidins
- C07H 1/00: Processes for the preparation of sugar derivatives
- C07H 21/04: with deoxyribosyl as saccharide radical
- G01N 33/56911: {Bacteria}
- G01N 2333/415: from plants
- G01N 2400/50: Lipopolysaccharides; LPS
- 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
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)

## Abstract

A composition having proanthocyanidin compounds having an average degree of polymerization of at least about 6. A method of administering to an immunosuppressed patient or a patient diagnosed with sepsis or septic shock a composition having a proanthocyanidin. A method of administering to a patient diagnosed with a gram negative bacterial infection a composition having proanthocyanidin compounds having an average degree of polymerization of at least about 6.

## Claims

### Claim 1

A composition comprising:
a plurality of proanthocyanidin compounds having more than one degree of polymerization;
wherein the average degree of polymerization of all the proanthocyanidins in the composition is from 20 to 22; and
wherein the composition comprises a proanthocyanidin compound containing at least one A-type linkage.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the proanthocyanidin consists of catechin and epicatechin units.

### Claim 3

A method comprising:
administering to an immunosuppressed patient or a patient diagnosed with sepsis or septic shock a composition comprising a plurality of proanthocyanidin compounds having more than one degree of polymerization and containing at least one A-type linkage;
wherein the average degree of polymerization of all the proanthocyanidins in the composition is from 20 to 22.

### Claim 4 (depends on 3)

The method of claim 3, wherein the proanthocyanidin consists of catechin and epicatechin units.

### Claim 5 (depends on 3)

The method of claim 3, wherein the proanthocyanidin is administered in a combination therapy with an antibiotic, a chemotherapeutic, a radionucleide, an immunosuppressive drug, a plasmapheresis treatment, or a combination thereof.

### Claim 6 (depends on 3)

The method of claim 3, wherein the proanthocyanidin is conjugated to an antibiotic, a chemotherapeutic, a radionucleide, or an immunosuppressive drug.

### Claim 7

A method comprising:
administering to a patient diagnosed with a gram negative bacterial infection a composition comprising a plurality of proanthocyanidin compounds having more than one degree of polymerization and containing at least one A-type linkage;
wherein the average degree of polymerization of all the proanthocyanidins in the composition is from 20 to 22.

### Claim 8 (depends on 7)

The method of claim 7, wherein the proanthocyanidin consists of catechin and epicatechin units.

### Claim 9 (depends on 7)

The method of claim 7, wherein the proanthocyanidin is administered in a combination therapy with an antibiotic, a chemotherapeutic, a radionucleide, an immunosuppressive drug, a plasmapheresis treatment, or a combination thereof.

### Claim 10 (depends on 7)

The method of claim 7, wherein the proanthocyanidin is conjugated to an antibiotic, a chemotherapeutic, a radionucleide, or an immunosuppressive drug.
