Structural, spectroscopic and biological study of trifluoroethyl methansulfonate (methylsulfonyl), TFMSMS

Trifluoroethyl methansulfonate (methylsulfonyl), TFMSMS is a new compound derived from Clomesone, which was obtained in solid state. As no experimental geometric parameters were available, a conformational exploration was carried out (using the concept of “conformational transferability”), resulting...

Descripción completa

Detalles Bibliográficos
Autores: Galván, Jorge Edgardo, Contreras Aguilar, Elizabeth, Ulic, Sonia Elizabeth, Molina, Rocío Daniela Inés, Arena, Mario Eduardo, Diaz, S. B., Ben Altabef, Aida, Tuttolomondo, María Eugenia
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/210740
Acceso en línea:http://hdl.handle.net/11336/210740
Access Level:acceso abierto
Palabra clave:AB INITIO CALCULATIONS
FTIR AND RAMAN SPECTROSCOPIES
NBO CALCULATIONS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Trifluoroethyl methansulfonate (methylsulfonyl), TFMSMS is a new compound derived from Clomesone, which was obtained in solid state. As no experimental geometric parameters were available, a conformational exploration was carried out (using the concept of “conformational transferability”), resulting a single stable conformation at room temperature. Infrared, Raman, and liquid NMR spectra were measured. The contributions of the donor → acceptor interaction energies were also analyzed by Natural Bond Orbitals (NBO) approximations and topological properties (AIM). These results evidenced that electron delocalization and especially LP O→σ*O(3)-C(3) interaction play an important role in the reactivity-structure connection of oxoesters and thioesters. TFMSMS could partially inhibit growth and biofilm formation on Pseudomonas aeruginosa and Staphylococcus aureus strains. Moreover, this is the first study demonstrating the methansulfonate complex interference with the Quorum sensing system in Gram-negative bacteria.

Similares en LA Referencia