Zahra Hosseinzadeh - Academia.edu (original) (raw)

Papers by Zahra Hosseinzadeh

Catalysts, Nov 25, 2022

This article is an open access article distributed under the terms and conditions of the Creative... more This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY

Eurasian chemical communications, 2021

The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determ... more The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determined by single crystal X-ray diffraction. The crystal structure showed two independent molecules with very similar geometric parameters and different environments. Density functional theory (DFT) and DFT dispersion corrected (DFT-D3) calculations were applied to study the structural and chemical properties of ADPN and its dimer. To have a better insight into the properties of the synthesized molecule, quantum chemistry calculations were performed. Based on the calculated results, the dispersion forces have remarkable effects on the stability of ADPN crystal. Moreover, hydrogen bond interactions between ADPN molecules due to molecular orbital interactions can be a driving force for the dimerization process. KEYWORDS 2-Amino-4-(2,4-dichlorophenyl)-6-phenylnicotinonitrile; single crystal x-ray structure; DFT-D3; hydrogen bond; quantum chemistry calculation.

Structural Chemistry, Mar 21, 2018

P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes differen... more P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes different xenobiotics out of cells. Besides its tissue protection role, overexpression of P-gp on the surface of many neoplastic cells restricts the cell entry of many anti-cancer drugs, the phenomenon which is known as multidrug resistance (MDR). It has been demonstrated that MDR cells can be sensitized toward anti-cancer agents when treated with P-gp inhibitors/modulators known as chemo-sensitizers. Due to the clinical significance and also considering the fact that many P-gp inhibitors are transported by P-gp, the search for more potent and low toxic non-transported chemo-sensitizers is an active area of research. Regarding this, several naturally occurring compounds were reported as MDR reversal agents, a category which is generally referred to as “fourth-generation P-gp inhibitors.” Dietary supplements containing natural products are widely used, and it is possible that they interact with co-administered pharmaceutical substances that are P-gp substrates, leading to altered pharmacokinetic profile. In silico approaches for quantitative and quantitative prediction of binding mechanism of dietary natural products to P-gp may be regarded as appropriate strategy in the early phase of drug discovery projects since they describe structural features of various phytochemicals for interaction with P-gp and pave the way toward alternative and novel anti-MDR scaffolds. In the present contribution, some phytochemicals of turmeric, black pepper, and green tea as commonly consumed dietary sources were subjected to systematic combined in silico analysis including molecular docking and amino acid decomposition analysis through B3LYP functional in association with 6-31G basis set. On the basis of major identified drug binding sites within P-gp internal pocket, modeled natural compounds were categorized as substrate, inhibitor, or modulator while structure binding relationship of each category was developed and elucidated.

Silicon, Jan 22, 2019

AbstractThe surface of silica-coated CoFe2O4 magnetic nanoparticles (CoFe2O4@SiO2), which is resi... more AbstractThe surface of silica-coated CoFe2O4 magnetic nanoparticles (CoFe2O4@SiO2), which is resistant to the oxidation due to silicone coating, was functionalized using chlorosulfonic acid and used as an efficient and recyclable catalyst for the preparation of 3-pyrrolin-2-ones from diethyl acetylenedicarboxylate, an aldehyde and aniline in ethanol solvent at 60 °C. In the presented study, some fascinating chracteritics of such catalyst, such as magnetically separable, simple workup and obtaining a high purity of products by simple recrystallization, have been successfully obtained. The structural features of CoFe2O4@SiO2-SO3H catalyst were elucidated by X-ray powder diffraction (XRPD), thermo-gravimetric studying (TGA), scanning electron microscopy (SEM) and FT-IR spectra. Graphical AbstractSulfnic acid-functionalized silica-coated magnetic nanoparticles as a reusable catalyst for the preparation of pyrrolidinone derivatives under eco-friendly conditions

Structural Chemistry, 2018

P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes differen... more P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes different xenobiotics out of cells. Besides its tissue protection role, overexpression of P-gp on the surface of many neoplastic cells restricts the cell entry of many anti-cancer drugs, the phenomenon which is known as multidrug resistance (MDR). It has been demonstrated that MDR cells can be sensitized toward anti-cancer agents when treated with P-gp inhibitors/modulators known as chemo-sensitizers. Due to the clinical significance and also considering the fact that many P-gp inhibitors are transported by P-gp, the search for more potent and low toxic non-transported chemo-sensitizers is an active area of research. Regarding this, several naturally occurring compounds were reported as MDR reversal agents, a category which is generally referred to as “fourth-generation P-gp inhibitors.” Dietary supplements containing natural products are widely used, and it is possible that they interact with co-administered pharmaceutical substances that are P-gp substrates, leading to altered pharmacokinetic profile. In silico approaches for quantitative and quantitative prediction of binding mechanism of dietary natural products to P-gp may be regarded as appropriate strategy in the early phase of drug discovery projects since they describe structural features of various phytochemicals for interaction with P-gp and pave the way toward alternative and novel anti-MDR scaffolds. In the present contribution, some phytochemicals of turmeric, black pepper, and green tea as commonly consumed dietary sources were subjected to systematic combined in silico analysis including molecular docking and amino acid decomposition analysis through B3LYP functional in association with 6-31G basis set. On the basis of major identified drug binding sites within P-gp internal pocket, modeled natural compounds were categorized as substrate, inhibitor, or modulator while structure binding relationship of each category was developed and elucidated.

The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determ... more The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determined by single crystal X-ray diffraction. The crystal structure showed two independent molecules with very similar geometric parameters and different environments. Density functional theory (DFT) and DFT dispersion corrected (DFT-D3) calculations were applied to study the structural and chemical properties of ADPN and its dimer. To have a better insight into the properties of the synthesized molecule, quantum chemistry calculations were performed. Based on the calculated results, the dispersion forces have remarkable effects on the stability of ADPN crystal. Moreover, hydrogen bond interactions between ADPN molecules due to molecular orbital interactions can be a driving force for the dimerization process.

During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using t... more During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using tragacanth gum as a reducing and stabilizing agent by the sol-gel method. The green synthesized CuFe 2 O 4 MNPs are characterized by powder X-ray diffraction (XRD), Fourier Transform Infrared Spectroscopy (FTIR), vibrating sample magnetometer (VSM) and scanning electron microscopy (SEM). The X-ray powder diffraction (XRD) analysis revealed the formation of Cubic phase ferrite MNPs with average crystallite size of 14 nm. This study has demonstrated that CuFe2O4 nanoparticles can act as an efficient catalyst for selective oxidations of alcohols applying oxone (potassium hydrogen monopersulfate) as oxidant in the presence of acetonitrile as solvent at 40 ºC. Primary and secondary alcohols gave the corresponding products in good yields. Furthermore, the catalyst can be simply recovered and reused several times with almost no loss in activity.

Current Organic Chemistry, 2021

Cancer is the second leading cause of death in Iran, next to heart disease. Current therapy suffe... more Cancer is the second leading cause of death in Iran, next to heart disease. Current therapy suffers from the major limitations of side effects and drug resistance, so the characterization of new structures that can be power-selective and less-toxic anticancer agents is the main challenge to medicinal chemistry research. Furoxan (1,2,5-oxadiazole-2-oxide) is a crucial compound with many medicinal and pharmaceutical properties. The most important aspect of furoxan is the nitric oxide (NO) molecule. One of the most essential furoxan derivatives, which could be utilized in medicinal goals and pharmaceutical affairs, is benzofuroxan. Furoxan could be described as a NO-donating compound in a variety of reactions, which could also appear as hybridised with different medicinal compounds. This review article presents a summary of syntheses and antitumor properties of furoxan derivatives as possible chemotherapy agents for cancer. Furoxan can inhibit tumor growth in vivo without any side effe...

The species Heracleum rawianum that belongs to Apiaceae, is one of the native species in Iran. In... more The species Heracleum rawianum that belongs to Apiaceae, is one of the native species in Iran. In the present work, the extraction of aerial parts of this plant with acetone is described by maceration. Furocoumarins such as angelicin (in remarkable amount), allobergapten and sphondin were isolated and identified by IR, H NMR, C NMR and DEPT-135 spectroscopic data, MS spectrometery and camparison with the literature. To the best of our knowledge, no phytochemical investigations on this species have been reported.

Introduction: The overexpression of P-gp in cancer tumor cells results in increased efflux of che... more Introduction: The overexpression of P-gp in cancer tumor cells results in increased efflux of chemotherapeutic compounds. This phenomenon leads to the wide-spectrum resistance of cancer cells to variant drugs or multi drug resistance (MDR). Regarding the important biological role of P-gp with regard to cancer therapy, in silico analysis of binding affinity/mode of diverse anticancer drugs toward P-gp may be an active area of research since it provides more insight into the binding interactions and key amino acid residues that were involved. Methods and Results: Ligand-flexible docking studies were performed using the molecular docking software, AutoDock 4.2. To elucidate the interactions of selected anticancer drugs, all the related structures were docked into the active site of validated P-gp target (4XWK). Quantum mechanical calculations were applied to intermolecular binding energy analysis in terms of drug-residue binding interactions via functional B3LYP in association with spl...

iranian journal of catalysis, 2017

During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using t... more During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using tragacanth gum as a reducing and stabilizing agent by the sol-gel method. The green synthesized CuFe2O4 MNPs are characterized by powder X-ray diffraction (XRD), Fourier Transform Infrared Spectroscopy (FTIR), vibrating sample magnetometer (VSM) and scanning electron microscopy (SEM). The X-ray powder diffraction (XRD) analysis revealed the formation of Cubic phase ferrite MNPs with average crystallite size of 14 nm. This study has demonstrated that CuFe2O4 nanoparticles can act as an efficient catalyst for selective oxidations of alcohols applying oxone (potassium hydrogen monopersulfate) as oxidant in the presence of acetonitrile as solvent at 40 oC. Primary and secondary alcohols gave the corresponding products in good yields. Furthermore, the catalyst can be simply recovered and reused several times with almost no loss in activity.

TURKISH JOURNAL OF CHEMISTRY, 2019

Current Organic Chemistry, 2018

Journal of Molecular Structure, 2018

TURKISH JOURNAL OF CHEMISTRY, 2019

Current Organic Chemistry, 2019

The furanone structure, a significant group of heterocyclic compounds, is frequently found in nat... more The furanone structure, a significant group of heterocyclic compounds, is frequently found in natural products that are exhibiting striking pharmacological effects and a growing field of research. They have a wide spectrum of pharmaceutical activity: anticataract, anticancer, antibacterial, anti-inflammatory, anticonvulsant. This review article presents a summary of natural furanones, synthetic methods, and the biological effects of these important compounds. Solid-phase method, cross-coupling reactions, Maillard-type reaction, the cycloaddition of alcohol and phenyl nitrile oxide, and side-chain modifications are some types of reactions for the preparation of furanone derivatives. Methods of preparation and pharmacological activities of furanone skeletons that are discussed in this review article will help the medicinal chemists to design and execute novel procedures towards finding new drugs.

Journal of Chemical Reviews, 2019

Catalysts, Nov 25, 2022

This article is an open access article distributed under the terms and conditions of the Creative... more This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY

Eurasian chemical communications, 2021

The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determ... more The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determined by single crystal X-ray diffraction. The crystal structure showed two independent molecules with very similar geometric parameters and different environments. Density functional theory (DFT) and DFT dispersion corrected (DFT-D3) calculations were applied to study the structural and chemical properties of ADPN and its dimer. To have a better insight into the properties of the synthesized molecule, quantum chemistry calculations were performed. Based on the calculated results, the dispersion forces have remarkable effects on the stability of ADPN crystal. Moreover, hydrogen bond interactions between ADPN molecules due to molecular orbital interactions can be a driving force for the dimerization process. KEYWORDS 2-Amino-4-(2,4-dichlorophenyl)-6-phenylnicotinonitrile; single crystal x-ray structure; DFT-D3; hydrogen bond; quantum chemistry calculation.

Structural Chemistry, Mar 21, 2018

P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes differen... more P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes different xenobiotics out of cells. Besides its tissue protection role, overexpression of P-gp on the surface of many neoplastic cells restricts the cell entry of many anti-cancer drugs, the phenomenon which is known as multidrug resistance (MDR). It has been demonstrated that MDR cells can be sensitized toward anti-cancer agents when treated with P-gp inhibitors/modulators known as chemo-sensitizers. Due to the clinical significance and also considering the fact that many P-gp inhibitors are transported by P-gp, the search for more potent and low toxic non-transported chemo-sensitizers is an active area of research. Regarding this, several naturally occurring compounds were reported as MDR reversal agents, a category which is generally referred to as “fourth-generation P-gp inhibitors.” Dietary supplements containing natural products are widely used, and it is possible that they interact with co-administered pharmaceutical substances that are P-gp substrates, leading to altered pharmacokinetic profile. In silico approaches for quantitative and quantitative prediction of binding mechanism of dietary natural products to P-gp may be regarded as appropriate strategy in the early phase of drug discovery projects since they describe structural features of various phytochemicals for interaction with P-gp and pave the way toward alternative and novel anti-MDR scaffolds. In the present contribution, some phytochemicals of turmeric, black pepper, and green tea as commonly consumed dietary sources were subjected to systematic combined in silico analysis including molecular docking and amino acid decomposition analysis through B3LYP functional in association with 6-31G basis set. On the basis of major identified drug binding sites within P-gp internal pocket, modeled natural compounds were categorized as substrate, inhibitor, or modulator while structure binding relationship of each category was developed and elucidated.

Silicon, Jan 22, 2019

AbstractThe surface of silica-coated CoFe2O4 magnetic nanoparticles (CoFe2O4@SiO2), which is resi... more AbstractThe surface of silica-coated CoFe2O4 magnetic nanoparticles (CoFe2O4@SiO2), which is resistant to the oxidation due to silicone coating, was functionalized using chlorosulfonic acid and used as an efficient and recyclable catalyst for the preparation of 3-pyrrolin-2-ones from diethyl acetylenedicarboxylate, an aldehyde and aniline in ethanol solvent at 60 °C. In the presented study, some fascinating chracteritics of such catalyst, such as magnetically separable, simple workup and obtaining a high purity of products by simple recrystallization, have been successfully obtained. The structural features of CoFe2O4@SiO2-SO3H catalyst were elucidated by X-ray powder diffraction (XRPD), thermo-gravimetric studying (TGA), scanning electron microscopy (SEM) and FT-IR spectra. Graphical AbstractSulfnic acid-functionalized silica-coated magnetic nanoparticles as a reusable catalyst for the preparation of pyrrolidinone derivatives under eco-friendly conditions

Structural Chemistry, 2018

P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes differen... more P-glycoprotein (P-gp) is a membrane ATP-binding cassette (ABC) transporter that extrudes different xenobiotics out of cells. Besides its tissue protection role, overexpression of P-gp on the surface of many neoplastic cells restricts the cell entry of many anti-cancer drugs, the phenomenon which is known as multidrug resistance (MDR). It has been demonstrated that MDR cells can be sensitized toward anti-cancer agents when treated with P-gp inhibitors/modulators known as chemo-sensitizers. Due to the clinical significance and also considering the fact that many P-gp inhibitors are transported by P-gp, the search for more potent and low toxic non-transported chemo-sensitizers is an active area of research. Regarding this, several naturally occurring compounds were reported as MDR reversal agents, a category which is generally referred to as “fourth-generation P-gp inhibitors.” Dietary supplements containing natural products are widely used, and it is possible that they interact with co-administered pharmaceutical substances that are P-gp substrates, leading to altered pharmacokinetic profile. In silico approaches for quantitative and quantitative prediction of binding mechanism of dietary natural products to P-gp may be regarded as appropriate strategy in the early phase of drug discovery projects since they describe structural features of various phytochemicals for interaction with P-gp and pave the way toward alternative and novel anti-MDR scaffolds. In the present contribution, some phytochemicals of turmeric, black pepper, and green tea as commonly consumed dietary sources were subjected to systematic combined in silico analysis including molecular docking and amino acid decomposition analysis through B3LYP functional in association with 6-31G basis set. On the basis of major identified drug binding sites within P-gp internal pocket, modeled natural compounds were categorized as substrate, inhibitor, or modulator while structure binding relationship of each category was developed and elucidated.

The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determ... more The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determined by single crystal X-ray diffraction. The crystal structure showed two independent molecules with very similar geometric parameters and different environments. Density functional theory (DFT) and DFT dispersion corrected (DFT-D3) calculations were applied to study the structural and chemical properties of ADPN and its dimer. To have a better insight into the properties of the synthesized molecule, quantum chemistry calculations were performed. Based on the calculated results, the dispersion forces have remarkable effects on the stability of ADPN crystal. Moreover, hydrogen bond interactions between ADPN molecules due to molecular orbital interactions can be a driving force for the dimerization process.

During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using t... more During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using tragacanth gum as a reducing and stabilizing agent by the sol-gel method. The green synthesized CuFe 2 O 4 MNPs are characterized by powder X-ray diffraction (XRD), Fourier Transform Infrared Spectroscopy (FTIR), vibrating sample magnetometer (VSM) and scanning electron microscopy (SEM). The X-ray powder diffraction (XRD) analysis revealed the formation of Cubic phase ferrite MNPs with average crystallite size of 14 nm. This study has demonstrated that CuFe2O4 nanoparticles can act as an efficient catalyst for selective oxidations of alcohols applying oxone (potassium hydrogen monopersulfate) as oxidant in the presence of acetonitrile as solvent at 40 ºC. Primary and secondary alcohols gave the corresponding products in good yields. Furthermore, the catalyst can be simply recovered and reused several times with almost no loss in activity.

Current Organic Chemistry, 2021

Cancer is the second leading cause of death in Iran, next to heart disease. Current therapy suffe... more Cancer is the second leading cause of death in Iran, next to heart disease. Current therapy suffers from the major limitations of side effects and drug resistance, so the characterization of new structures that can be power-selective and less-toxic anticancer agents is the main challenge to medicinal chemistry research. Furoxan (1,2,5-oxadiazole-2-oxide) is a crucial compound with many medicinal and pharmaceutical properties. The most important aspect of furoxan is the nitric oxide (NO) molecule. One of the most essential furoxan derivatives, which could be utilized in medicinal goals and pharmaceutical affairs, is benzofuroxan. Furoxan could be described as a NO-donating compound in a variety of reactions, which could also appear as hybridised with different medicinal compounds. This review article presents a summary of syntheses and antitumor properties of furoxan derivatives as possible chemotherapy agents for cancer. Furoxan can inhibit tumor growth in vivo without any side effe...

The species Heracleum rawianum that belongs to Apiaceae, is one of the native species in Iran. In... more The species Heracleum rawianum that belongs to Apiaceae, is one of the native species in Iran. In the present work, the extraction of aerial parts of this plant with acetone is described by maceration. Furocoumarins such as angelicin (in remarkable amount), allobergapten and sphondin were isolated and identified by IR, H NMR, C NMR and DEPT-135 spectroscopic data, MS spectrometery and camparison with the literature. To the best of our knowledge, no phytochemical investigations on this species have been reported.

Introduction: The overexpression of P-gp in cancer tumor cells results in increased efflux of che... more Introduction: The overexpression of P-gp in cancer tumor cells results in increased efflux of chemotherapeutic compounds. This phenomenon leads to the wide-spectrum resistance of cancer cells to variant drugs or multi drug resistance (MDR). Regarding the important biological role of P-gp with regard to cancer therapy, in silico analysis of binding affinity/mode of diverse anticancer drugs toward P-gp may be an active area of research since it provides more insight into the binding interactions and key amino acid residues that were involved. Methods and Results: Ligand-flexible docking studies were performed using the molecular docking software, AutoDock 4.2. To elucidate the interactions of selected anticancer drugs, all the related structures were docked into the active site of validated P-gp target (4XWK). Quantum mechanical calculations were applied to intermolecular binding energy analysis in terms of drug-residue binding interactions via functional B3LYP in association with spl...

iranian journal of catalysis, 2017

During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using t... more During this study, we report the green synthesis of magnetic copper ferrite nanoparticles using tragacanth gum as a reducing and stabilizing agent by the sol-gel method. The green synthesized CuFe2O4 MNPs are characterized by powder X-ray diffraction (XRD), Fourier Transform Infrared Spectroscopy (FTIR), vibrating sample magnetometer (VSM) and scanning electron microscopy (SEM). The X-ray powder diffraction (XRD) analysis revealed the formation of Cubic phase ferrite MNPs with average crystallite size of 14 nm. This study has demonstrated that CuFe2O4 nanoparticles can act as an efficient catalyst for selective oxidations of alcohols applying oxone (potassium hydrogen monopersulfate) as oxidant in the presence of acetonitrile as solvent at 40 oC. Primary and secondary alcohols gave the corresponding products in good yields. Furthermore, the catalyst can be simply recovered and reused several times with almost no loss in activity.

TURKISH JOURNAL OF CHEMISTRY, 2019

Current Organic Chemistry, 2018

Journal of Molecular Structure, 2018

TURKISH JOURNAL OF CHEMISTRY, 2019

Current Organic Chemistry, 2019

The furanone structure, a significant group of heterocyclic compounds, is frequently found in nat... more The furanone structure, a significant group of heterocyclic compounds, is frequently found in natural products that are exhibiting striking pharmacological effects and a growing field of research. They have a wide spectrum of pharmaceutical activity: anticataract, anticancer, antibacterial, anti-inflammatory, anticonvulsant. This review article presents a summary of natural furanones, synthetic methods, and the biological effects of these important compounds. Solid-phase method, cross-coupling reactions, Maillard-type reaction, the cycloaddition of alcohol and phenyl nitrile oxide, and side-chain modifications are some types of reactions for the preparation of furanone derivatives. Methods of preparation and pharmacological activities of furanone skeletons that are discussed in this review article will help the medicinal chemists to design and execute novel procedures towards finding new drugs.

Journal of Chemical Reviews, 2019