Casiopeinas (R) third generation, with indomethacin: synthesis, characterization, DFT studies, antiproliferative activity, and nanoencapsulation
Por:
Godinez-Loyola, Yokari, Gracia-Mora, Jesus, Rojas-Montoya, Ivan D., Felipe Hernandez-Ayala, Luis, Reina, Miguel, Antonio Ortiz-Frade, Luis, Alondra Rascon-Valenzuela, Luisa, Enrique Robles-Zepeda, Ramon, Gomez-Vidales, Virginia, Josefa Bernad-Bernad, Maria, Ruiz-Azuara, Lena
Publicada:
21 jul 2022
Resumen:
Seven new Casiopeinas (R) were synthesized and properly characterized.
These novel compounds have a general formula [Cu(N-N)(Indo)]NO3, where
Indo is deprotonated indomethacin and N-N is either bipyridine or
phenanthroline with some methyl-substituted derivatives, belonging to
the third generation of Casiopeinas (R). Spectroscopic characterization
suggests a square-based pyramid geometry and voltammetry experiments
indicate that the redox potential is strongly dependent on the N-N
ligand. All the presented compounds show high cytotoxic efficiency, and
most of them exhibit higher efficacy compared to the well-known
cisplatin drug and acetylacetonate analogs of the first generation.
Computational calculations show that antiproliferative behavior can be
directly related to the volume of the molecules. Besides, a chitosan
(CS)-polyacrylamide (PNIPAAm) nanogel was synthesized and characterized
to examine the encapsulation and release properties of the
[Cu(4,7-dimethyl-1,10-phenanthroline)(Indo)]NO3 compound. The results
show good encapsulation performance in acidic conditions and a higher
kinetic drug release in acidic media than at neutral pH. This result can
be described by the Peppas-Sahlin model and indicates a release
mechanism predominantly by Fick diffusion.
Filiaciones:
Godinez-Loyola, Yokari:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Gracia-Mora, Jesus:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Rojas-Montoya, Ivan D.:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Felipe Hernandez-Ayala, Luis:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Reina, Miguel:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Antonio Ortiz-Frade, Luis:
Ctr Invest & Desarrollo Tecnol Electroquim, Sanfandila, Queretaro, Mexico
Alondra Rascon-Valenzuela, Luisa:
Univ Sonora, Dept Ciencias Quim Biol, Blvd Luis Encinas y Rosales S-N, Hermosillo 83000, Sonora, Mexico
Enrique Robles-Zepeda, Ramon:
Univ Sonora, Dept Ciencias Quim Biol, Blvd Luis Encinas y Rosales S-N, Hermosillo 83000, Sonora, Mexico
Gomez-Vidales, Virginia:
Univ Nacl Autonoma Mexico, Inst Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Josefa Bernad-Bernad, Maria:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
Ruiz-Azuara, Lena:
Univ Nacl Autonoma Mexico, Fac Quim, CU, Av Univ 3000,Circuito Exterior S-N, Ciudad De Mexico 04510, Mexico
gold, Gold
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