scholarly journals Synthesis, Structure and In Vitro Anticancer Activity of Pd(II) Complex of Pyrazolyl-s-Triazine Ligand; A New Example of Metal-Mediated Hydrolysis of s-Triazine Pincer Ligand

Crystals ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 119
Author(s):  
Jamal Lasri ◽  
Matti Haukka ◽  
Hessa H. Al-Rasheed ◽  
Nael Abutaha ◽  
Ayman El-Faham ◽  
...  
Keyword(s):  
Thermal Conditions ◽  
Molar Ratio ◽  
Chloride Salt ◽  
Pincer Ligand ◽  
Hydrogen Bonding Interactions ◽  
Square Planar ◽  
Hirshfeld Analysis ◽  
Hydrolysis Of ◽  
Mcf 7

The square planar complex [Pd(PT)Cl(H2O)]*H2O (HPT: 6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine-2,4(1H,3H)-dione) was obtained by the reaction of 2-methoxy-4,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine (MBPT) pincer ligand with PdCl2 in a molar ratio (1:1) under thermal conditions and using acetone as a solvent. The reaction proceeded via C-N cleavage of one C-N moiety that connects the pyrazole and s-triazine combined with the hydrolysis of the O-CH3 group. The reaction of the chloride salt of its higher congener (PtCl2) gave [Pt(3,5-dimethyl-1H-pyrazole)2Cl2]. The crystal structure of [Pd(PT)Cl(H2O)]*H2O complex is stabilized by inter- and intra-molecular hydrogen bonding interactions. Hirshfeld analysis revealed that the H...H (34.6%), O...H (23.6%), and Cl...H (7.8%) interactions are the major contacts in the crystal. The charges at Pd, H2O, Cl and PT are changed to 0.4995, 0.2216, −0.4294 and −0.2917 instead of +2, 0, −1 and −1, respectively, using the MPW1PW91 method. [Pd(PT)Cl(H2O)]*H2O complex has almost equal activities against MDA-MB-231 and MCF-7 cell lines with IC50 of 38.3 µg/mL.

scholarly journals Injectable Click Polypeptide Hydrogels via Tetrazine-Norbornene Chemistry for Localized Cisplatin Release

Polymers ◽  
2020 ◽  
Vol 12 (4) ◽  
pp. 884
Author(s):  
Zhen Zhang ◽  
Chaoliang He ◽  
Xuesi Chen
Keyword(s):  
Antitumor Effect ◽  
Click Reaction ◽  
Polymer Concentration ◽  
Mechanical Analysis ◽  
Molar Ratio ◽  
Phase Cell ◽  
Mice Model ◽  
Mcf 7

Injectable, covalently cross-linked hydrogels have been widely investigated in drug delivery systems due to their superior mechanical properties and long-term stability. Conventional covalently cross-linked hydrogels are formed by chemical reactions that may interfere with natural biochemical processes. In this work, we developed an injectable polypeptide hydrogel via an inverse electron demand Diels-Alder reaction between norbornene modified poly(L-glutamic acid) (PLG-Norb) and tetrazine functionalized four-arm poly(ethylene glycol) (4aPEG-T) for localized release of cisplatin (CDDP). The rapid and bioorthogonal click reaction allowed for hydrogel formation within a few minutes after mixing the two polymer solutions in phosphate buffer saline (PBS). Dynamic mechanical analysis suggested that the storage modulus of the hydrogel could be readily tuned by changing the polymer concentration and the molar ratio of the two functional groups. The carboxyl groups of PLG-Norb were used to form polymer–metal complexation with CDDP, and the controlled release of the antitumor drug was achieved in PBS. The CDDP-loaded hydrogel displayed an antitumor effect against MCF-7 cells in vitro, through S phase cell cycle arrest. After subcutaneous injection in rats, the hydrogel was rapidly formed in situ and showed good stability in vivo. In an MCF-7-bearing nude mice model, the CDDP-loaded hydrogel exhibited an improved antitumor effect with reduced systemic toxicity. Overall, the injectable click polypeptide hydrogel shows considerable potential as a platform for localized and sustained delivery of antitumor drugs.

scholarly journals A new example of intramolecular C—H...Ni anagostic interactions: synthesis, crystal structure and Hirshfeld analysis ofcis-bis[4-methyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamidato-κ2N1,S]nickel(II) dimethylformamide monosolvate

2017 ◽  
Vol 73 (6) ◽  
pp. 859-863 ◽  
Author(s):  
Adriano Bof de Oliveira ◽  
Johannes Beck ◽  
Sônia Elizabeth Brown S. Mellone ◽  
Jörg Daniels
Keyword(s):  
Crystal Structure ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Molar Ratio ◽  
Acetate Tetrahydrate ◽  
Complex Molecules ◽  
One Dimensional ◽  
Square Planar ◽  
Hirshfeld Analysis ◽  
Solvent Molecules

The reaction of NiIIacetate tetrahydrate with 4-methyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide in a 2:1 molar ratio and recrystallization from dimethylformamide yielded the title compound, [Ni(C12H14N3S)2]·C3H7NO. The ligands act as monoanionic κ2N1,S-donors, forming five-membered metallarings. The NiIIion is fourfold coordinated in a distorted square-planarcis-configuration, which is rather uncommon for monothiosemicarbazone complexes. Intramolecular H...Nitrans-interactions are observed [H...Ni distances are 2.50 and 2.57 Å] and thus anagostic interactions can be suggested. The Hirshfeld surface analysis indicates that the major contributions for the crystal packing are H...H (66.6%), H...S (12.3%) and H...C (10.9%) interactions. In the crystal, the complex molecules are linked by dimethylformamide solvent molecules through N—H...O interactions into one-dimensional hydrogen-bonded polymers along [010].

scholarly journals Synthesis and antiproliferative activity of some A- and B modified D-homo lactone androstane derivatives

2013 ◽  
pp. 289-300
Author(s):  
Marina Savic ◽  
Katarina Penov-Gasi ◽  
Marija Sakac ◽  
Dimitar Jakimov ◽  
Evgenija Djurendic
Keyword(s):  
Antiproliferative Activity ◽  
Malignant Cell ◽  
Chromium Vi ◽  
Oppenauer Oxidation ◽  
Hydrolysis Of ◽  
Androstane Derivatives ◽  
Ht 29 ◽  
Unstable Intermediate ◽  
Mcf 7

An efficient synthesis of several A- and B-modified D-homo lactone androstane derivatives from 3?-hydroxy-17-oxa-D-homoandrost-5-en-16-one (1) is reported. 17-Oxa-Dhomoandrost- 4-ene-3,16-dione (2), obtained by the Oppenauer oxidation of compound 1, was converted via the unstable intermediate 3,16-dioxo-4,17-dioxa-D-homoandrostane- 5?-carboxaldehyde (3) to 17-oxa-D-homo-3,5-seco-4-norandrostan-5-one-3-carboxylic acid (4), which was also obtained directly from compound 2. Compound 1 was acetylated to give 17-oxa-D-homoandrost-5-en-16-on-3?-yl acetate (5) which was then oxidized with chromium(VI)-oxide in 50% acetic acid or with meta-chlorperbenzoic acid and chromium(VI)-oxide to yield compounds 6-8 and 5?-hydroxy-17-oxa-D-homoandrostane- 6,16-dion-3?-yl acetate (9), respectively. The oximination of compound 9 gave a mixture of 6(E)-hydroximino-5?-hydroxy-17-oxa-D-homoandrostan-16-on-3?-yl acetate (10) and 6(Z)-hydroximino-5?-hydroxy-17-oxa-D-homoandrostan-16-on-3?-yl acetate (11), the hydrolysis of which gave 6(E)-hydroximino-3?,5?-dihydroxy-17-oxa-D-homoandrostan- 16-one (12) and 6(Z)-hydroximino-3?,5?-dihydroxy-17-oxa-D-homoandrostan-16-one (13). 6-Nitrile-17-oxa-5,6-seco-D-homoandrostane-5,16-dion-3?-yl acetate (14) was obtained under the Beckmann fragmentation of compounds 10 and 11. Only pure and stable compounds (1, 2, 4, 5, 9 and 14) were tested in vitro on six malignant cell lines (MCF-7, MDA-MB-231, PC-3, HeLa, HT-29, K562) and one non-tumor MRC-5 cell line. Significant antiproliferative activity against MDA-MB-231 cells showed compounds 1, 5 and 9, while compound 2 exhibited a strong antiproliferative activity. Only compound 14 showed weak antiproliferative activity against MCF-7 cells. All tested compounds were not toxic on MRC-5 cells, whereas Doxorubicin was highly toxic on these cells.

scholarly journals In Vitro Study of MefenamateStarch as Drug Delivery System

2013 ◽  
Vol 10 (3) ◽  
pp. 954-964
Author(s):  
Baghdad Science Journal
Keyword(s):  
In Vitro Study ◽  
Controlled Drug Release ◽  
Gastric Fluid ◽  
Molar Ratio ◽  
Ph Values ◽  
Ft Ir ◽  
Uv Visible ◽  
The Stability ◽  
Hydrolysis Of

Mefenamic acid was esterified with starchwith[1:1] Molar ratio, as drug substituted with natural polymer, to prolongthe period of hydrolysis of drug polymer with other advantages. The new prodrug starch was characterized by FT-IR and UV-Visible and 1H-NMR spectroscopies. The physical properties were studied and controlled drug release was studied in different pH values at 37oC. The stability of drug was carried out by measuring the absorbance of mefenamic starch which hydrolyzed in HCl solution of pH 1.1 (artificial gastric fluid) and phosphate buffer of pH 7.4 (simulating intestinal fluid SIF) at 37oC for several days. The thermal analysis such as DSC was studied.

scholarly journals Crystal structure ofcis-bis[4-phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamidato-κ2N1,S]nickel(II) monohydrate tetrahydrofuran disolvate

2014 ◽  
Vol 70 (8) ◽  
pp. 101-103 ◽  
Author(s):  
Adriano Bof de Oliveira ◽  
Bárbara Regina Santos Feitosa ◽  
Christian Näther ◽  
Inke Jess
Keyword(s):  
Metal Ion ◽  
Molar Ratio ◽  
Planar Geometry ◽  
Water Molecules ◽  
Complex Molecules ◽  
Hydrogen Bonding Interactions ◽  
Square Planar ◽  
Thiosemicarbazone Complexes ◽  
Solvent Molecules ◽  
Centrosymmetric Dimers

The reaction of NiIIacetate tetrahydrate with the ligand 4-phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide in a 2:1 molar ratio yielded the title compound, [Ni(C16H16N3S)2]·2C4H8O·H2O. The deprotonated ligands act asN,S-donors, forming five-membered metallacycles with the metal ion exhibiting aciscoordination mode unusual for thiosemicarbazone complexes. The NiIIion is four-coordinated in a tetrahedrally distorted square-planar geometry.Trans-arranged anagostic C—H...Ni interactions are observed. In the crystal, the complex molecules are linked by water molecules through N—H...O and O—H...S hydrogen-bonding interactions into centrosymmetric dimers stacked along thecaxis, forming rings of graph-setR44(12). Classical O—H...O hydrogen bonds involving the water and tetrahydrofuran solvent molecules as well as weak C—H...π interactions are also present.

scholarly journals Pancreatic lipase/colipase-mediated triacylglycerol hydrolysis is required for cholesterol transport from lipid emulsions to intestinal cells

1999 ◽  
Vol 339 (3) ◽  
pp. 615-620 ◽  
Author(s):  
Simon C. YOUNG ◽  
David Y. HUI
Keyword(s):  
Pancreatic Lipase ◽  
Neutral Lipids ◽  
Dietary Cholesterol ◽  
Molar Ratio ◽  
Intestinal Cells ◽  
Cholesterol Transport ◽  
Lipid Emulsions ◽  
Triacylglycerol Hydrolysis ◽  
Hydrolysis Of

This study tested the hypothesis that dietary cholesterol uptake by intestinal cells is dependent on the structure and composition of the lipid carriers in the extracellular milieu. In in vivo experiments with female C57BL/6 mice, cholesterol absorption from phospholipid/triacylglycerol emulsions was significantly reduced by administration of tetrahydrolipstatin, an inhibitor of pancreatic lipase. This inhibitor had no effect on the absorption of cholesterol from phospholipid vesicles. The importance of pancreatic-lipase-mediated triacylglycerol hydrolysis for cholesterol transport from emulsions to intestinal cells was confirmed by in vitro experiments with rat IEC-6 intestinal cells. Cellular uptake of cholesterol from emulsions with a phospholipid/triacylglycerol molar ratio of < 0.3 could be stimulated by pancreatic lipase/colipase hydrolysis of the core neutral lipids. However, pancreatic lipase/colipase was ineffective in hydrolysing triacylglycerols in emulsions with a phospholipid/triacylglycerol molar ratio of > 0.3. Phospholipase A2-mediated hydrolysis of the surface phospholipids was necessary prior to triacylglycerol hydrolysis in these phospholipid-rich emulsions and to the stimulation of cholesterol transport from these particles to IEC-6 cells. The data also revealed that minimal triacylglycerol hydrolysis was sufficient to significantly increase cholesterol transport from lipid emulsions to the intestinal cells. Thus the products of triacylglycerol hydrolysis, namely monoacylglycerol and non-esterified fatty acids, are key determinants in mediating cholesterol transport from lipid emulsions to intestinal cells. Taken together, these results support the hypothesis that remodelling of the surface and core components of lipid carriers is necessary prior to absorption of dietary cholesterol from the gastrointestinal tract.

scholarly journals New Silver Complexes with Mixed Thiazolidine and Phosphine Ligands as Highly Potent Antimalarial and Anticancer Agents

2018 ◽  
Vol 2018 ◽  
pp. 1-10 ◽  
Author(s):  
Nur Rahimah Fitrah Mohd Sofyan ◽  
Fariza Juliana Nordin ◽  
Mohd Ridzuan Mohd Abd Razak ◽  
Syahrina Nur ‘Ain Abdul Halim ◽  
Nur Adila Fatin Mohd Khir ◽  
...  
Keyword(s):  
Cancer Cell ◽  
Anticancer Agents ◽  
Structural Information ◽  
Phosphine Ligands ◽  
Molar Ratio ◽  
Breast Cancer Cell Lines ◽  
Spectroscopic Techniques ◽  
Ht 29 ◽  
Mcf 7

Five silver(I) complexes containing a mixed ligand system of phosphine and thiazolidine were successfully synthesized. The structural information of the complexes was assembled using various spectroscopic techniques such as CHN elemental analysis, Fourier transformed infrared (FTIR), 1H, 13C, and 31P{1H} NMR spectroscopy, and thermogravimetric analysis (TGA). A bidentate phosphine ligand acted as a chelating agent which bond to the silver in 1 : 2 molar ratios. Meanwhile, thiazolidine was attached to the silver in a 1 : 1 molar ratio. The antiplasmodial properties of all synthesized complexes were investigated on chloroquine-resistant P. falciparum parasite via HRP2 assays and cytotoxicity tests on Vero cells. Of all the synthesized complexes, complex 2 showed the highest SI value (more than 12.4) followed by complex 5 (6.6). The potent properties of compounds 2 and 5 were also noted in the in vitro antiproliferative assays involving MDA-MB-231 and MCF-7 breast cancer cell lines as well as HT-29 colon cancer cell line. Complex 2 was selective for MDA-MB-231 cells (GI50 = 1.9 ± 0.3 µM), while complex 5 acted predominantly on breast carcinoma cells (GI50 MDA-MB-231 = 4.7 ± 1.1 µM; MCF-7 = 2.9 ± 0.9 µM) instead of colon carcinoma (HT-29) cells (GI50 = 15.1 ± 1.9 µM).

scholarly journals SYNTHESIS, SPECTROSCOPIC, IN-VITRO ANTIBACTERIAL ACTIVITIES OF A 4-NITROPHENOL LIGAND AND ITS METAL (II) COMPLEXES

2020 ◽  
Vol 3 (2) ◽  
pp. 249-256
Author(s):  
Olubunmi Adewusi ◽  
Keyword(s):  
Magnetic Susceptibility ◽  
Antimicrobial Agents ◽  
Magnetic Moments ◽  
Antibacterial Activities ◽  
Molar Conductance ◽  
Molar Ratio ◽  
Planar Geometry ◽  
Antimicrobial Studies ◽  
Square Planar

Novel Schiff base 2-((E)-(1H-indol-5-ylimino)methyl)-4-nitrophenol ligand and its Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Pd(II) complexes were synthesized by the stoichiometric reactions between the metal (II) ions and ligand in molar ratio M:L (1:1). The synthesized compounds were characterized using melting point, solubility, molar conductance, room temperature magnetic susceptibility, infra-red and electronic spectroscopies. The assignments of four-coordinate tetrahedral/square planar geometries and the bidentate nature to the complexes was corroborated by IR, electronic spectroscopies, and magnetic moments. The Pd(II) complex however was assigned an octahedral geometry. The in-vitro antimicrobial studies revealed the potential of some of the compounds as antimicrobial agents. The ligand and its metal complexes exhibited good to moderate antimicrobial activity against tested bacteria with selective inactivity against P. mirabilis and P. aureginosa. Keywords: 2-((E)-(1H-indol-5-ylimino)methyl)-4-nitrophenol, magnetic susceptibility, square planar geometry, inhibitory zone.

scholarly journals Synthetic, Spectroscopic and Biocidal Aspects of Heterobimetallic Complexes Comprising Platinum(II) and a Group Four or Fourteen Element

2000 ◽  
Vol 7 (1) ◽  
pp. 1-5 ◽  
Author(s):  
Kripa Sharma ◽  
R. V. Singh
Keyword(s):  
Molecular Weight ◽  
Magnetic Measurements ◽  
Pathogenic Fungi ◽  
Molar Ratio ◽  
Planar Geometry ◽  
Conductivity Data ◽  
Heterobimetallic Complexes ◽  
Square Planar ◽  
Growth Inhibiting

Heterobimetallic complexes with varying amines have been synthesized by the reaction of [Pt(C2H8N2)2]Cl2 with group four or fourteen organometallic dichlorides, viz., R2MCl2 and Cp2M'Cl2 in a 1:2 molar ratio in MeOH (where M=Si or Sn, M'= Ti or Zr and R=Ph or Me). These complexes have been characterized by elemental analysis, molecular weight determinations, magnetic measurements, conductance, IR, H1 NMR and electronic spectra. The spectral data suggest a square planar geometry for all the complexes. Conductivity data suggest that they behave as electrolytes. These monometallic precursors along with their complexes have been screened in vitro against a number of pathogenic fungi and bacteria to assess their growth inhibiting potential.

scholarly journals Novel (N4) Macrocyclic Metal Complexes: Synthesis, Characterization, Spectral Studies and Anticancer Activity

2018 ◽  
Vol 5 (1) ◽  
pp. 51-63 ◽  
Author(s):  
Hanaa A. El-Boraey ◽  
Ohyla A. EL-Gammal
Keyword(s):  
Condensation Reaction ◽  
Spectral Studies ◽  
Planar Geometry ◽  
Human Breast ◽  
Nitrogen Ligand ◽  
Pyramidal Geometry ◽  
Square Planar ◽  
Square Pyramidal Geometry ◽  
Mcf 7

Introduction:A new series of mononuclear Fe(II), Co(II), Ni(II), Cu(II) and Pd(II) complexes correspond to tetradentate macrocyclic nitrogen ligandi.e.naphthyl-3,4:10,11-dibenzo,7-methylene,8-methyl,6-phenyl-1,5,9,13-tetraazacyclohexadecane-5,8-diene-2,12-dione metal(II) complexes, have been synthesized by the template condensation reaction.Methods:The complexes have been characterized by elemental analysis, spectral (IR, UV–Vis, and ESR, molar conductivity, and magnetic as well as thermal analysis measurements.Results:On the basis of above studies, an octahedral geometry has been proposed for all complexes except Cu(II) nitrate complex that adopt square pyramidal geometry, and square planar geometry for Pd(II) chloride complex, respectively.Conclusion:The thermal behavior and the kinetic parameters of degradation were determined using Coats-Redfern and Horowitz-Metzger methods. Moreover, thein vitroantitumor activity of the some synthesized complexes against human breast and human hepatocarcinoma cell lines (MCF-7) and (HePG2), respectively has been studied.

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