# US 10,946,096 B2 · Nitrobenzaldehyde proton release for manipulation of cellular acidosis

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- Number: US 10,946,096 B2
- Document ID: US10946096B2
- Status: Granted
- Kind: B2
- Application number: 15/121,276
- Filed: 2015-02-26
- Published: 2017-07-20
- Granted: 2021-03-16
- Earliest claimed: 2014-02-26
- Assignees: Board of Regents, The University of Texas System
- Applicants: The Board of Regents of the University of Texas System
- Inventors: Matthew Gdovin; Brian O'Grady; Elma Frias; Haley Hazlett
- Web page: https://patentgrep.com/patent/US10946096B2

## CPC

- A61K 41/0033: {Sonodynamic cancer therapy with sonochemically active agents or sonosensitizers, having their cytotoxic effects enhanced through application of ultrasounds (ultrasound therapy per se A61N7/00)}
- A61N 5/062: {Photodynamic therapy, i.e. excitation of an agent}
- A61P 35/00: Antineoplastic agents
- A61P 43/00: Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A61N 2005/0661: {ultraviolet}
- 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)
- A61N: ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY (measurement of bioelectric currents A61B; surgical instruments, devices or methods for transferring non-mechanical forms of energy to or from the body A61B18/00; anaesthetic apparatus in general A61M; incandescent lamps H01K; infrared radiators for heating H05B)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Certain embodiments are directed to photo-activated compounds for the manipulation of pH in a cell. In certain aspects the photo-activated compound is 2-nitrobenzaldehyde (NBA). Photo-activated compounds can be used as a targeted therapy for a variety of disease states and conditions, such as cancer.

## Claims

### Claim 1

A method for treating a cancerous tumor in a patient comprising (i) administering 2-nitrobenzaldehyde to the cancerous tumor in the patient, wherein the 2-nitrobenzaldehyde is internalized by a cancerous tumor cell forming a 2-nitrobenzaldehyde containing cancer cell, and (ii) irradiating the tumor having 2-nitrobenzaldehyde containing cancer cell with a light source to reduce the internal pH of the 2-nitrobenzaldehyde containing cancer cell below 6.4 and inducing cell death in response to cellular acidosis of the 2-nitrobenzaldehyde containing cancer cell and treating the tumor.

### Claim 2 (depends on 1)

The method of claim 1, wherein the light source produces light having a wavelength of 350 nm.

### Claim 3 (depends on 1)

The method of claim 1, wherein the light source is exposed in a series of three flashes with a duration of 60 seconds, 30 seconds, and 60 seconds, with 2 minute intervals between each flash.

### Claim 4 (depends on 1)

The method of claim 1, wherein 2-nitrobenzaldehyde is coupled to a nanoparticle.

### Claim 5 (depends on 4)

The method of claim 4, wherein the nanoparticle is coupled to a cancer targeting agent.

### Claim 6 (depends on 5)

The method of claim 5, wherein 2-nitrobenzaldehyde is coupled to a cancer targeting agent.

### Claim 7 (depends on 1)

The method of claim 1, further comprising administering a second cancer therapy.

### Claim 8

A method for inducing cell death in response to cellular acidosis of a tumor cell comprising (i) administering 2-nitrobenzaldehyde to a tumor cell where it is internalized by the tumor cell, and (ii) irradiating the tumor cell with a light source to reduce the pH of said cell below 6.4.

### Claim 9 (depends on 8)

The method of claim 8, wherein the light source has a wavelength of 350 nm.

### Claim 10 (depends on 8)

The method of claim 8, wherein the light source is exposed in a series of three flashes with a duration of 60 seconds, 30 seconds, and 60 seconds, with 2 minute intervals between each flash.

### Claim 11 (depends on 8)

The method of claim 8, wherein 2-nitrobenzaldehyde is coupled to a nanoparticle.

### Claim 12 (depends on 11)

The method of claim 11, wherein the nanoparticle is coupled to a targeting agent.

### Claim 13 (depends on 8)

The method of claim 8, wherein 2-nitrobenzaldehyde is coupled to a targeting agent.

### Claim 14 (depends on 1)

The method of claim 1, wherein the light source produces light having a wavelength of 200 to 400 nm.