IP Library › Granted Patent US 12,180,235
Granted Patent B1
US 12,180,235 · App. 18/439,677 · Granted Dec 31, 2024

Fabrication of novel nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl }-phenyl-methanone] Ru(III) complex for pharmaceutical applications

Inventors: Mai Mostafa Khalaf Ali (Al-Ahsa, SA); Hany Mohamed Abd El-Lateef Ahmed (Al-Ahsa, SA); Rafea Elamin Elgack Elgorashe (Al-Ahsa, SA); Mona M Abdel-Mawla (Sohag, EG); Rafat M. El-Khatib (Sohag, EG); Ibrahim Omar Barnawi (Madinah, SA); Amal H. Alsehli (Madinah, SA); Ahmed M. Abu-Dief (Madinah, SA)
Assignee: KING FAISAL UNIVERSITY
C07F15/0053A61K9/51A61K9/5192A61P31/04A61P31/10A61P35/00A61P39/06
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Quick Facts
Patent No.
US 12,180,235
App. No.
18/439,677
Granted
Dec 31, 2024
Kind
B1
Abstract

A nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex, its synthesis, and its use as an anticancer, antioxidant, and antimicrobial agent.

Claims (22)

1. A nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex having the formula I:

2. The nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 , wherein the complex has a spherical shape.

3. The nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 , wherein the complex has a size of about 20 nm.

4. A pharmaceutically acceptable composition comprising the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 and a pharmaceutically acceptable carrier.

5. A method of treating cancer in a patient comprising administering to a patient in need thereof a therapeutically effective amount of the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 .

6. The method of treating cancer of claim 5 , wherein the cancer is colon cancer.

7. A method of treating a microbial infection in a patient comprising administering to a patient in need thereof a therapeutically effective amount of the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 .

8. The method of treating the microbial infection of claim 7 , wherein the microbial infection is caused by a gram negative bacteria Pseudomonas aeruginosa.

9. The method of treating the microbial infection of claim 7 , wherein the microbial infection is caused by a fungus Aspergillus Flavus.

10. A method of inhibiting free radicals in a patient comprising administering to a patient in need thereof a therapeutically effective amount of the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 .

11. A method of promoting an antioxidant activity in a subject, the method comprising administering to a subject in need thereof the pharmaceutical composition of claim 4 .

12. A method of making the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 1 , the method comprising:

adding RuCl 3 in ethanol to a 4{3,4-Bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone azomethine ligand in ethanol to obtain a reaction mixture;

sonicating the reaction mixture a first time;

adding a secondary ligand phenanthroline to the reaction mixture under sonication a second time; and

obtaining the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex.

13. The method of making nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein the RuCl 3 in ethanol is added stepwise.

14. The method of making nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein sonicating the reaction mixture a first time lasts for about 30 minutes.

15. The method of making nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein sonicating the reaction mixture a second time lasts for about 30 minutes.

16. The method of making nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein the RuCl 3 and the 4{3,4-Bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone azomethine ligand are added in an about 2:1 molar ratio.

17. The method of making the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein the RuCl 3 , the 4{3,4-Bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone azomethine ligand, and the secondary ligand phenanthroline are added in an about 2:1:1 molar ratio.

18. The method of making nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex of claim 12 , wherein the nano-sized [4{3,4-bis-[(5-bromo-2-hydroxy-benzylidene)-amino]-phenyl}-phenyl-methanone] Ru(III) complex is obtained as a dark brown crystalline powder.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2024
From: ALI, MAI MOSTAFA KHALAF; AHMED, HANY MOHAMED ABD EL-LATEEF; ELGORASHE, RAFEA ELAMIN ELGACK; ABDEL-MAWLA, MONA M.; EL-KHATIB, RAFAT M.; BARNAWI, IBRAHIM OMAR; ALSEHLI, AMAL H.; ABU-DIEF, AHMED M.
To: KING FAISAL UNIVERSITY
Reel/Frame 068364/0389 →