Mostrar el registro sencillo del ítem

dc.contributor.author
Guzzetti, Karina Andrea  
dc.contributor.author
Iramain, Maximiliano Alberto  
dc.contributor.author
Rudyk, Roxana Amelia  
dc.contributor.author
Manzur, Maria Eugenia  
dc.contributor.author
Brandan, Silvia Antonia  
dc.date.available
2022-07-22T13:56:50Z  
dc.date.issued
2020-12  
dc.identifier.citation
Guzzetti, Karina Andrea; Iramain, Maximiliano Alberto; Rudyk, Roxana Amelia; Manzur, Maria Eugenia; Brandan, Silvia Antonia; Vibrational studies of species derived from potent S(+) and R(-) ecstasy stimulant by using ab-initio calculations and the SQM approach; AMG Transcend Association; Biointerface Research in Applied Chemistry; 10; 6; 12-2020; 6783-6809  
dc.identifier.uri
http://hdl.handle.net/11336/162898  
dc.description.abstract
B3LYP/6-311++G** calculations and the scaled quantum mechanical force field (SQMFF) approach have been used to study the structures and vibrational spectra of three species derived from potent S(+) and R(-) ecstasy stimulant. The complete vibrational assignments of free base, cationic, and hydrochloride species of both enantiomeric forms of ecstasy have been reported by using the normal internal coordinates and the experimental available attenuated total reflectance ATR-IR and FT-Raman spectra. SQM calculations predicted that the three species could be present in the IR spectrum of hydrochloride species because the IR bands of medium intensity at 2794 cm-1 is assigned to the stretching C4-H15 and symmetric CH3 modes of the free base while the strong IR band at 1508 cm-1 is assigned easily to NH2 stretching mode of hydrochloride species and NH2 deformation modes of cationic species. The calculations reveal the same energy values for both enantiomers, indicating that both could exist simultaneously in the two media with similar corrected solvation energies in solution probably because the R(-) form is quickly converted to the S(+) one. Three types of charges studied in both media evidence higher effect on the N atoms belonging to N-CH3 groups of three species of S(+) form of ecstasy in both media than on the O atoms of R1 ring. The high gap value predicted for the hydrochloride species of S(+) form in solution supports the low reactivity of this species, in agreement to its higher stability evidenced in this medium by AIM and NBO calculations. The predicted Ultraviolet-visible and Electronic Circular Dichroism ecstasy (ECD) support the presence of both enantiomeric forms in solution while excellent concordance evidence the comparisons between the predicted1H-and13C-NMR chemical shifts for the three species of S(+) form of ecstasy with the corresponding experimental ones.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
AMG Transcend Association  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
DFT CALCULATIONS  
dc.subject
ECSTASY  
dc.subject
FORCE FIELDS  
dc.subject
MOLECULAR STRUCTURE  
dc.subject
VIBRATIONAL ANALYSIS  
dc.subject.classification
Química Orgánica  
dc.subject.classification
Ciencias Químicas  
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS  
dc.title
Vibrational studies of species derived from potent S(+) and R(-) ecstasy stimulant by using ab-initio calculations and the SQM approach  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2022-07-04T20:02:02Z  
dc.identifier.eissn
2069-5837  
dc.journal.volume
10  
dc.journal.number
6  
dc.journal.pagination
6783-6809  
dc.journal.pais
Rumania  
dc.journal.ciudad
Bucarest  
dc.description.fil
Fil: Guzzetti, Karina Andrea. Universidad Nacional de Tucumán; Argentina  
dc.description.fil
Fil: Iramain, Maximiliano Alberto. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina  
dc.description.fil
Fil: Rudyk, Roxana Amelia. Universidad Nacional de Tucumán; Argentina  
dc.description.fil
Fil: Manzur, Maria Eugenia. Universidad Nacional de Tucumán; Argentina  
dc.description.fil
Fil: Brandan, Silvia Antonia. Universidad Nacional de Tucumán; Argentina  
dc.journal.title
Biointerface Research in Applied Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.33263/BRIAC106.67836809  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://biointerfaceresearch.com/wp-content/uploads/2020/05/20695837106.67836809.pdf