# US 10,118,893 B2 · Method of making complex nano particles and using the same to reduce cell viability

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- Number: US 10,118,893 B2
- Document ID: US10118893B2
- Status: Granted
- Kind: B2
- Application number: 14/500,544
- Filed: 2014-09-29
- Published: 2016-10-13
- Granted: 2018-11-06
- Earliest claimed: 2014-09-29
- Assignees: Umm Al-Qura University
- Applicants: Umm Al-Qura University
- Inventors: Manal Mohamed Khowdairy
- Web page: https://patentgrep.com/patent/US10118893B2

## CPC

- C07C 391/00: Compounds containing selenium
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The development of anticancer metal-based drugs was done by reacting oyelamine with selenous acid to produce a quaternary ammonium salt which consequently converted to platinum and cobalt cationic complexes via complexing the first compounds with platinum (II) or cobalt (II) ions. The surface properties studies that were conducted included critical micelle concentration (CMC), maximum surface excess (Γmax) and minimum surface area (Amin). Free energy of micellization (ΔG° mic) and adsorption (ΔG° ads) were calculated. Antitumor activities were tested by using Ehrlich Acites Carcinoma (EAC) as a model system of mice cell tumor. These compounds were also tested in vitro on human five monolayer tumor cell lines: MCF7 (Breast carcinoma), HEPG2 (liver carcinoma), and HCT116 (colon carcinoma), etc. FTIR spectra, elemental analysis and H1 NMR spectrum were performed to insure the purity of the prepared compounds.

## Claims

### Claim 1

A process to make a nanoparticle complex to reduce a cell viability, comprising:
mixing stoichiometric amounts of a selenius acid and olylamine in an ethyl alcohol, stirring the solution till a precipitate is formed;
filtering and washing the precipitate by ethyl alcohol;
crystallizing the precipitate by diethyl ether to form a olylammonium hydrogen selenite reacting a sodium carbonate with a metal carbonate forming a metal carbonate precipitate;
refluxing two moles of the olylammonium hydrogen selenite to one mole of the metal carbonate to form a metal olylammonium hydrogen selenite complex; and
mixing and grounding a cyclodextrin and the metal olylammonium hydrogen selenite complex to form the nanoparticle complex of cyclodextrin-metal olylammonium hydrogen selenite complex of a specific size to be used as an anti-tumor agent.

### Claim 2 (depends on 1)

The process of claim 1, wherein the precipitate is recrystallized by diethyl ether.

### Claim 3 (depends on 1)

The process of claim 1, wherein olylammonium hydrogen selenites formed has a general formula RN+H3HSeO3.

### Claim 4

A process, comprising:
reacting a selenius acid with a metal carbonate forming a precipitate;
washing the precipitate followed by a filtration;
leaving a filtrate at room temperature for crystallization;
washing a crystal formed with water;
drying the crystals in air and forming metal complex as a metal hydrogen selenite dehydrate complex
and mixing the metal olylammonium hydrogen selenite dehydrate complex with a cyclodextrin oligosaccharide to form a nanoparticle as a metal based cationic surfactant to be used as an anti-cancer drug.

### Claim 5 (depends on 4)

The process of claim 4, wherein metal hydrogen selenite dehydrate complex is a Cobalt hydrogen selenite dehydrate complex.

### Claim 6 (depends on 4)

The process of claim 4, wherein metal hydrogen selenite dehydrate complex is a Platinum hydrogen selenite dehydrate complex.

### Claim 7 (depends on 4)

The process of claim 4, wherein selenius acid and Platinum carbonate is mixed in equimolar amounts to form Platinum hydrogen selenite dehydrate complex.

### Claim 8 (depends on 4)

The process of claim 4, wherein selenius acid and Cobalt carbonate is mixed in 1:2 ratio to forma Cobalt hydrogen selenite dehydrate complex.

### Claim 9 (depends on 4)

The process of claim 4, wherein the filtrate is left for 2 days for crystallization for the formation of a Cobalt hydrogen selenite dehydrate complex.

### Claim 10 (depends on 4)

The process of claim 4, wherein the filtrate is left for 24 hours for crystallization for the formation of a Platinum hydrogen selenite dehydrate complex.