Improving the antidepressant action and the bioavailability of sertraline by co-crystallization with coumarin 3-carboxylate. Structural determination

Escudero, Graciela; Laino, Carlos Horacio; Echeverría, Gustavo A.; Piro, Oscar E.; Martini, Nancy; Rodríguez, Ailén Natalí; Medina, Juan José Martínez; Tévez, Libertad Leonor López; Ferrer, Evelina G.; Williams, Patricia Ana María

doi:10.1016/j.cbi.2016.03.010

Cited by 12 publications

(11 citation statements)

References 37 publications

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“…Upon deprotonation this band disappeared and two new bands corresponding to the symmetric and antisymmetric CO stretching of the carboxylate groups are observed (see Table 3) [27]. These bands have been assigned by comparison with previously reported data [23,28]. Besides, the band corresponding to the symmetric (COO -) stretching showed higher intensity in the Raman spectra, as expected.…”

Section: Crystallographic Structural Results Of {[Zn(phen) 3 ]Cca} +supporting

confidence: 80%

Comparisons of the spectroscopic and microbiological activities among coumarin-3-carboxylate, o-phenanthroline and zinc(II) complexes

Islas¹,

Medina

Piro

et al. 2018

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Coumarins (2H-chromen-2-one) are oxygen-containing heterocyclic compounds that belong to the benzopyranones family. In this work we have synthesized different coordination complexes with coumarin-3-carboxylic acid (HCCA), o-phenanthroline (phen) and zinc(II). In the reported [Zn(CCA)(HO)] complex, coumarin-3-carboxylate (CCA) is acting as a bidentate ligand while in the two prepared complexes, [Zn(phen)]CCA(NO) (obtained as a single crystal) and [Zn(CCA)phen].4HO, CCA is acting as a counterion of the complex cation [Zn(phen)] or coordinated to the metal center along with phen, respectively. These compounds were characterized on the basis of elemental analysis and thermogravimetry. NMR, FTIR and Raman spectroscopies of the compounds and the CCA potassium salt (KCCA) allow to determine several similarities and differences among them. Finally, their behavior against alkaline phosphatase enzyme and their antimicrobial activities were also measured.

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Section: Crystallographic Structural Results Of {[Zn(phen) 3 ]Cca} +supporting

confidence: 80%

Comparisons of the spectroscopic and microbiological activities among coumarin-3-carboxylate, o-phenanthroline and zinc(II) complexes

Islas¹,

Medina

Piro

et al. 2018

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…In accordance with our previous study [10,11] a 14-day treatment with antidepressant sertraline (10.0 mg/kg, p.o.) significantly decreased immobility, concomitant with an increase in swimming without modifying the climbing behavior, hence indicating an antidepressant effect (Fig.…”

Section: Antidepressant Activitysupporting

confidence: 91%

“…It can be appreciated that the value of the binding constant (≤ 10 3 M − 1 ) of the new compound is in the expected range for the binding of the antidepressants to BSA [10] (including sertraline with K b = 40.7 M − 1 ). This effect represents an improvement in the uptake of the complex by the albumin working at the time required for the effective interaction of sertraline (8 h).…”

Section: Binding Affinity To Albumin By Fluorescence and Uv-vis Spectmentioning

confidence: 92%

“…The MIC was defined as the lowest dilution of the complex that inhibited the visible growth of the tested organism. A single colony or a faint haze caused by the inoculum was considered to be no growth [10].…”

Section: Peroxidase Mimetic Activitymentioning

confidence: 99%

“…In recent years we have investigated the antidepressant activity of compounds containing typical antidepressant (sertraline) or antioxidants. They include studies on coordination Zn(II) complexes [10][11][12]. aimed to improve their efficiency.…”

Section: Introductionmentioning

confidence: 99%

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Evidence of promising biological-pharmacological activities of the sertraline-based copper complex: (SerH2)2[CuCl4]

Martini

Parente

Toledo³

et al. 2017

Journal of Inorganic Biochemistry

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In the current study the ability of copper complex to exert multiple biological activities is combined with the pharmacological action of sertraline (SerHCl, antidepressant drug). The hydrated and anhydrous forms of the tetrachlorocuprate(II) salts, namely (SerH)[CuCl]·½HO and (SerH)[CuCl], were synthesized and characterized by physicochemical methods. The crystal structures were determined by X-ray diffraction methods. The hydrate complex crystallizes in the monoclinic P2 space group with a=8.0807(2) Å, b=36.2781(8) Å, c=12.6576(3) Å, β=95.665(2)°, and Z=4 molecules per unit cell and the un-hydrate in P2 with a=13.8727(6) Å, b=7.5090(3) Å, c=18.618(1) Å, β=104.563(6)°, and Z=2. It has been suggested that Cu(II) ions might be critical in the development of mood disorders, showed potent biocidal activity, and also acted as analgesic adjuvant. To improve sertraline efficiency, the antidepressant and analgesic activities of the complex have been assessed in rats denoting a marked synergistic effect. Antithyroid and antimicrobial activities were also evaluated. Because depressive disorders and hyperthyroidism diseases led to an oxidative stress state, antioxidant capability has also been tested. The complex behaved as a good superoxide radical scavenger (IC=6.3×10M). The ability of the complex to act as bromoperoxidase mimic was assessed. A pseudo-first order constant of k=0.157±0.007min has been determined. The complex evidences promising biological-pharmacological activities and the albumin binding studies showed a K of 2.90×10M showing an improvement in the uptake of sertraline by albumin at 8h incubation (time required for effective interaction of sertraline with the protein).

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Design, Synthesis, Biological Activity and Molecular Docking Study of Coumarin Derivatives Bearing 2-Methylbiphenyl Moiety

Huang

et al. 2019

Chem. Res. Chin. Univ.

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Improving the antidepressant action and the bioavailability of sertraline by co-crystallization with coumarin 3-carboxylate. Structural determination

Cited by 12 publications

References 37 publications

Comparisons of the spectroscopic and microbiological activities among coumarin-3-carboxylate, o-phenanthroline and zinc(II) complexes

Comparisons of the spectroscopic and microbiological activities among coumarin-3-carboxylate, o-phenanthroline and zinc(II) complexes

Evidence of promising biological-pharmacological activities of the sertraline-based copper complex: (SerH2)2[CuCl4]

Design, Synthesis, Biological Activity and Molecular Docking Study of Coumarin Derivatives Bearing 2-Methylbiphenyl Moiety

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