Zinc(II) complexes with novel 1,3-thiazine/pyrazole derivative ligands: Synthesis, structural characterization and effect of coordination on the phagocytic activity of human neutrophils

Torres-García, P.; Viñuelas-Zahı́nos, E.; Luna‐Giles, F.; Espino, Javier; Barros-García, F.J.

doi:10.1016/j.poly.2011.07.014

Cited by 18 publications

(13 citation statements)

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“…ligand charge transfer bands [26,27] and ! * transitions from the organic ligands [3]. Specifically, these bands appear at 37,040 and 28,740 (shoulder) cm À1 for 1, 37,170 cm À1 for 2, and 34,360 and 25,060 (shoulder) cm À1 for 3.…”

Section: Spectroscopic Studiesmentioning

confidence: 94%

“…PzTz, DMPzTz, and DPhPzTz were synthesized as previously reported [3]. Chemical analyses of carbon, hydrogen, nitrogen, and sulfur were performed by microanalytical methods using a Leco CHNS-932 microanalyser.…”

Section: General Proceduresmentioning

confidence: 99%

“…The presence of heterocycles in new compounds can provide coordination versatility, since they can act as N,N or S,N-ligands through nitrogen from pyrazole and nitrogen or sulfur from thiazine, depending on the metal [2]. Our group recently developed some new pyrazole/ 1,3-thiazine ligands and started to study their coordination behavior toward d block metals, proving that different structural features in the ligand can cause differences in the coordination environment of the metal [3][4][5]. Expanding this research, we have investigated the role played by substituent's size in these ligands on nuclearity of several Cu(II) complexes, since this ion forms coordination compounds containing a variable number of metal centers, with a number of monomers, dimers, trimers, and polymers reported.…”

Section: Introductionmentioning

confidence: 99%

“…Expanding this research, we have investigated the role played by substituent's size in these ligands on nuclearity of several Cu(II) complexes, since this ion forms coordination compounds containing a variable number of metal centers, with a number of monomers, dimers, trimers, and polymers reported. In this article, we prepare and characterize three Cu(II) complexes with 2-(1-pyrazolyl)-1,3-thiazine (PzTz), 2-(3,5-dimethyl-1-pyrazolyl)-1,3-thiazine (DMPzTz), and 2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine (DPhPzTz) (scheme 1) to understand the structural factors that determine nuclearity in these complexes by varying substituents in positions 3 (3) and characterization by elemental analysis, single-crystal X-ray diffraction, electronic spectra, IR spectra, electron paramagnetic resonance (EPR), and magnetic susceptibility measurements.…”

Section: Introductionmentioning

confidence: 99%

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Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Torres-García

Viñuelas-Zahı́nos

Luna‐Giles

et al. 2012

Journal of Coordination Chemistry

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Cu(H 2 O)(PzTz) 2 ](NO 3 ) 2 (1), [Cu(-NO 3 )(NO 3 )(DMPzTz)] n (2), and [{Cu(NO 3 )have been prepared and characterized by elemental analysis, electronic spectroscopy, IR spectroscopy, electron paramagnetic resonance spectroscopy, magnetic susceptibility measurements, and single-crystal X-ray diffraction. Influence of ligand size on coordination to Cu(II) has been analyzed. The three complexes are five-coordinate and the coordination geometry can be described as a distorted trigonal bipyramid for 1 or a distorted square pyramid for 2 and 3. As a consequence of the strain induced by the ligands, 1 is a monomeric complex cation whereas 2 is a polymer and 3 is a dimer.

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Section: Spectroscopic Studiesmentioning

confidence: 94%

Section: General Proceduresmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Torres-García

Viñuelas-Zahı́nos

Luna‐Giles

et al. 2012

Journal of Coordination Chemistry

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“…Torres-García et al reported zinc complexes of a new ligand 2-(3,5-diphenyl-1-pyrazolyl)-1,3-thiazine (DPhPzTz) [21]. They treated a methanol solution of DPhPzTz with a methanol solution of zinc chloride [21].…”

Section: Green Syntheses Of Thiazines and Their Derivativesmentioning

confidence: 99%

Bioactive Thiazine and Benzothiazine Derivatives: Green Synthesis Methods and Their Medicinal Importance

Badshah

Akhtar

2016

Molecules

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Abstract:Thiazines are a group of heterocyclic organic compounds that are still largely unexplored for their pharmacological activities. There are different available methods for the synthesis of thiazine derivatives in the literature. In this review, we discuss available methods of thiazine preparation through green synthesis methods. Beside their synthesis, many thiazine derivatives are biologically active and play an important role in the treatment of various diseases and show promising results of varying degrees, where they act as antibacterial, antifungal, antitumor, antimalarial, antineoplastic, antiviral, anti-inflammatory, analgesic and anticancer agents and thus they represent an interesting class of heterocyclic medicinal compounds worthy of further exploration.

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BF₃ ⋅ OEt₂ Catalyzed Synthesis of 1,3‐Thiazines/‐Selenazines

2020

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An efficient strategy for the synthesis of 3,4dihydro-2H-1,3-thiazines / 3,4-dihydro-2H-1,3-selenazines from propargylic alcohols and thioamides/thiosemicarbazones/selenamides is described. The reaction is accomplished in moderate to excellent yield under mild conditions that did not require the exclusion of air or moisture and offers an operationally simplistic and convenient route to the synthetically useful six-membered N,S/Se-heterocycles. 1,3-Thiazines are attractive six-membered N,S-heterocyclic scaffolds for medicinal chemistry. [1] Compounds bearing this subunit often exhibit antiarrhythmic, antispasmodic, angiogenic, and antibiotic activities [2] and are also used as precursors for the preparation of other heterocyclic biomolecules, such as cephalosporins (Figure 1) or 1,4-thiazepines. [3] For example, some derivatives of thiazine are cannabinoid receptor agonists, [4] antihypotensive, [5] antitubercular, [6] and antibacterial [7] agents. Further, thiazine derivatives can be used for gastrointestinal disorders [8] or diabetes [9] prevention. Fused heterocyclic systems possessing thiazine ring have been reported as antioxidants, [10] analgesic, anti-inflammatory agents, [11] or calcium channel modulators. [12] Additionally, organoselenium compounds are full of diversity and specialized wide applications such as selenium-based safety-catch linkers [13a] for the solid-phase semisynthesis of vancomycin, asymmetric carboselenylation, [13b] selenocyclizations, [13c] selenium promoted carbocyclization [13d] and acts as catalysts in organic synthesis. [13e,f] Isoselenourea derivatives also show encouraging effects on the antitumor activity (Figure 1). [14] Selenazines have attracted much attention in dyes [15,16] and medicinal fields (antibacterial effects against Escherichia coli and Staphylococcus aureus, [17] inhibitory effects on the proliferation of human HT-1080 fibrosarcoma cells, [18] protein kinase inhibition, [19] and as antitumor agents [20]). Although syntheses of oxazines [21,22] are well known, but the corresponding thiazines and selenazines have been limited, [23] owing to difficulties in the preparation of sulphur and selenium-containing starting materials. Nevertheless, only a few [a]

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Zinc(II) complexes with novel 1,3-thiazine/pyrazole derivative ligands: Synthesis, structural characterization and effect of coordination on the phagocytic activity of human neutrophils

Cited by 18 publications

References 29 publications

Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Bioactive Thiazine and Benzothiazine Derivatives: Green Synthesis Methods and Their Medicinal Importance

BF₃ ⋅ OEt₂ Catalyzed Synthesis of 1,3‐Thiazines/‐Selenazines

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Zinc(II) complexes with novel 1,3-thiazine/pyrazole derivative ligands: Synthesis, structural characterization and effect of coordination on the phagocytic activity of human neutrophils

Cited by 18 publications

References 29 publications

Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Effects of the substituents of pyrazole/thiazine ligands on nuclearity of Cu(II) nitrate complexes

Bioactive Thiazine and Benzothiazine Derivatives: Green Synthesis Methods and Their Medicinal Importance

BF3 ⋅ OEt2 Catalyzed Synthesis of 1,3‐Thiazines/‐Selenazines

Contact Info

Product

Resources

About

BF₃ ⋅ OEt₂ Catalyzed Synthesis of 1,3‐Thiazines/‐Selenazines