Synthesis of Bifunctional Tris‐Dendrimers Conjugated with Ibuprofen and Naproxen

• Published in: ChemistrySelect (Weinheim) 2022-07, Vol.7 (27), p.n/a
• Main Authors: Pedro‐Hernández, Luis Daniel, Ramirez‐Ápan, Teresa, Martínez‐García, Marcos
• Format: Article
• Language: English
• Subjects: anticancer activity; conjugates; ibuprofen; naproxen; Tris-dendrimers
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202201335

We report the synthesis of bifunctional AB2C dendrimers with tris(hydroxymethyl)‐aminomethane (Tris) conjugates with ibuprofen or naproxen within the interior and hydroxy groups on the periphery. Their postfunctionalization was investigated utilizing triethylene glycol monomethyl ether derivative. All the Tris‐dendrimers were characterized by 1H, 13C NMR in one and two dimensions. In addition, the anticancer activity tests showed that the conjugates of first generation with ibuprofen were active against human prostate cancer PC‐3 and human lung adenocarcinoma SKLU‐1 cancer cells. The conjugates of second generation with ibuprofen were less active than the first generation. The first generation naproxen conjugates were active against four cancer cell lines, and the second generation with naproxen were less active than the first generation. The conjugate of first generation with naproxen showed high anticancer activity, like the activity of cisplatin, but less toxic against healthy COS‐7 cells. The work describes the synthesis of bifunctional AB2C dendrimers with tris(hydroxymethyl)‐aminomethane (Tris) conjugates with ibuprofen or naproxen within the interior and triethylene glycol monomethyl ether derivative on the periphery. All the Tris‐dendrimers were characterized by 1H, 13C NMR in one and two dimensions. The anticancer activity tests showed that the conjugates were active against human prostate cancer PC‐3 and human lung adenocarcinoma SKLU‐1 cancer cells. The conjugates of second generation with ibuprofen were less active than the first generation.