Polyamine transporter selective compounds as anti-cancer agents

Patent metadata

Field	Value
Publication number	US-9598351-B2
Application number	US-201514862907-A
Country	US
Kind code	B2
Filing date	Sep 23, 2015
Priority date	May 2, 2007
Publication date	Mar 21, 2017
Grant date	Mar 21, 2017

Abstract

Several aromatic hydrocarbons di-substituted with a polyamine are described according to formulas selected from compounds 4, 7, 10, 15 and pharmaceutically acceptable salts thereof. The novel dimeric polyamines of the present invention demonstrate enhanced penetration into cells having an upregulated polyamine transport system, such as various types of cancer cells. The disclosed aromatic polyamine dimers provide highly efficient drugs for targeting cancer cells with active polyamine transporters.

First claim

That which is claimed:

1. An aromatic hydrocarbon tri-substituted with a polyamine, said tri-substituted aromatic hydrocarbon having the formula of compound 15:

or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition comprising the aromatic hydrocarbon of claim 1 or a pharmaceutically acceptable salt thereof; and
a pharmaceutically acceptable carrier.

3. A method of treating a leukemia or melanoma cancer cell, the method comprising contacting the cell with a compound, conjugate or pharmaceutically acceptable salt thereof, wherein the compound is the aromatic hydrocarbon compound of claim 1 , or a pharmaceutically acceptable salt thereof.

4. An aromatic hydrocarbon di-substituted with a polyamine, said di-substituted aromatic hydrocarbon having the formula of compound 7:

or a pharmaceutically acceptable salt thereof.

5. A pharmaceutical composition comprising:
the hydrocarbon compound of claim 4 or a pharmaceutically acceptable salt thereof; and
a pharmaceutically acceptable carrier.

6. An aromatic hydrocarbon di-substituted with a polyamine, said di-substituted aromatic hydrocarbon having the formula of compound 10:

or a pharmaceutically acceptable salt thereof.

7. A pharmaceutical composition comprising the aromatic hydrocarbon of claim 6 or a pharmaceutically acceptable salt thereof; and
a pharmaceutically acceptable carrier.

8. A method of treating a leukemia or melanoma cancer cell, the method comprising contacting the cell with a compound, conjugate or pharmaceutically acceptable salt thereof, wherein the compound is the aromatic hydrocarbon compound of claim 6 , or a pharmaceutically acceptable salt thereof.

Assignees

• Phanstiel Iv Otto
• Univ Central Florida Res Found Inc

Inventors

• Phanstiel Iv Otto

Classifications

• C09B1/00

  Dyes with anthracene nucleus not condensed with any other ring · CPC title

• C07C2103/24

  Chemistry & Metallurgy · mapped topic

• C07C211/27 Primary

  having amino groups linked to the six-membered aromatic ring by saturated carbon chains · CPC title

• C07C211/31 Primary

  the six-membered aromatic ring being part of a condensed ring system formed by at least three rings · CPC title

• C07C211/30

  the six-membered aromatic ring being part of a condensed ring system formed by two rings · CPC title