Photoinduced electron transfer photodecomposition of 1, 4-Dihydropyridine derivative phototoxic drug Manidipine, Docking and Molecular Dynamic studies DOI Creative Commons
Syed Khalid Mustafa, Menier Al‐Anazi, Meshari M. Aljohani

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: June 26, 2024

Abstract The present investigation focuses on the photochemical transformation of Manidipine (1) using ultraviolet-A light while being accompanied by an electron-donating agent (Et3N) and electron-accepting component (CCl4). This resulted in formation photoproducts, identified as 2-[4-(diphenylmethyl) piperazin-1-yl] ethyl methyl2,6-dimethyl-4-(3-amino-phenyl)-1,4 dihydropyridine-3,5-dicarboxylate (2) 2- [4-(diphenyl methyl) methyl 2,6-dimethyl-4-(3-nitrophenyl)- pyridine-3,5-dicarboxylate (3) from its spectral properties (IR, NMR Mass spectra). photoproducts was rationalized invoking a mechanism driven photoinduced electron transfer. In addition, binding affinities through docking molecular dynamics studies were performed parent drug their photoproduct against tyrosinase enzyme for correlation with phototoxic effect. outcomes imply that all compounds effectively occupied enzymes’ active site, displaying substantial energies. These results confirmed simulation evaluating root mean square deviation (RMSD) fluctuation (RMSF), along radius gyration (Rg) solvent accessible surface area (SASA) indicated stable compact state throughout time. data suggests users should restrict exposure to radiation (natural or artificial) avoid drug-induced effects.

Language: Английский

Natural product-inspired synthesis of coumarin–chalcone hybrids as potential anti-breast cancer agents DOI Creative Commons
Nabil A. Alhakamy, Mohammad Saquib,

Sanobar

et al.

Frontiers in Pharmacology, Journal Year: 2023, Volume and Issue: 14

Published: Sept. 6, 2023

Twelve novel neo-tanshinlactone-chalcone hybrid molecules were constructed through a versatile methodology involving the Horner-Wadsworth-Emmons (HWE) olefination of 4-formyl-2H-benzo [h]chromen-2-ones and phosphonic acid diethyl esters, as key step, evaluated for anticancer activity against series four breast cancers their related cell lines, viz. MCF-7 (ER + ve), MDA-MB-231 (ER-ve), HeLa (cervical cancer), Ishikawa (endometrial cancer). The title compounds showed excellent to moderate in vitro anti-cancer range 6.8-19.2 µM (IC50). Compounds 30 (IC50 = 6.8 MCF-7; IC50 8.5 MDA-MB-231) 31 14.4 15.7 exhibited best with compound showing more potent than standard drug tamoxifen. Compound demonstrated strong binding affinity tumor necrosis factor α (TNF-α) molecular docking studies. This is significant because TNFα linked cancer it enhances luminal proliferation by upregulating aromatase. Additionally, virtual ADMET studies confirmed that met Lipinski's rule; displayed high bioavailability, oral absorption, favorable albumin interactions, penetration capabilities; improved blood-brain barrier crossing. Based on aforementioned results, has been identified potential anti-breast lead molecule.

Language: Английский

Citations

15
Synthesis, In vitro and In silico Studies of Novel bis‐triazolopyridopyrimidines from Curcumin Analogues as Potential Aromatase Agents DOI
Sobhi M. Gomha, Abdel‐Aziz A. A. El‐Sayed, Magdi E. A. Zaki

et al.

Chemistry & Biodiversity, Journal Year: 2024, Volume and Issue: 21(8)

Published: June 3, 2024

Breast cancer remains a major global health issue, particularly affecting women and contributing significantly to mortality rates. Current treatments for estrogen receptor-positive breast cancers, such as aromatase inhibitors, are effective but often come with side effects resistance issues. This study addresses these gaps by targeting aromatase, an enzyme crucial synthesis, which plays pivotal role in progression. The innovative approach involves synthesizing novel bis-triazolopyridopyrimidines, designed leverage the combined pharmacological benefits of pyridopyrimidine 1,2,4-triazole structures, known their potent inhibition anti-cancer properties. These compounds were synthesized characterized using

Language: Английский

Citations

5
Indolo-quinazoline in Medicinal Chemistry as an Anticancer Agents: Current Trends and Future Opportunities DOI
Bhagyashri Rathod, Sachin Puri, Vikrant Abbot

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142351 - 142351

Published: April 1, 2025

Language: Английский

Citations

0
Visible Light‐Promoted Catalyst‐Free (VLCF) Scalable Synthesis of Novel Derivatives of Isoniazid and Maleimide DOI
Safia Iqbal, Mohd Kamil Hussain,

Bhoomika Singh

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(2)

Published: Jan. 9, 2024

Abstract We have developed a Visible Light Promoted Catalyst‐Free (VLCF) approach to synthesize novel conjugates of Isoniazid and Maleimide. This method involves the formation an electron donor‐acceptor (EDA) complex between isoniazid maleimide photochemical activity this drives transformation. successfully synthesized Isoniazid‐Maleimide derivatives (3a–d) at gram scale under visible light irradiation without additional photo catalyst chromatographic purification resulting in excellent yields recyclable green solvent. Molecular docking was employed predict silico anti‐tubercular binding modes active site enoyl‐ACP reductase, InhA. The newly compounds exhibited high affinity compared Isoniazid‐NAD adduct, indicating their potential for more effective activity. ADME analysis revealed favourable physicochemical properties, lipophilicity, water solubility, pharmacokinetics, drug‐likeness compound 3a, positioning it as promising candidate further drug discovery development.

Language: Английский

Citations

3
Fused Imidazo[1,2‐d][1,2,4]Thiadiazolo[1,2,3]Triazoles: One‐Pot Synthesis, Anti‐Bacterial, Anti‐Biofilm and TLR4 Inhibitory Activities DOI Open Access

Karukuri Premalatha,

Mohammad Azam, Ravikumar Kapavarapu

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(32)

Published: Aug. 23, 2024

Abstract We developed and evaluated several new fused imidazo[1,2‐d][1,2,4]thiadiazolo[1,2,3]triazoles to see how they perform against bacteria biofilms. Some compounds showed acceptable activity compared the primary standard, Dicloxacillin. of demonstrated significant antibacterial S. aureus , with MIC values ranging from 1.56–12.5 μg/mL. also found anti‐biofilm properties in potent compounds. The results that derivatives 3‐(4‐fluorophenyl)imidazo[1,2‐d] [1,2,3] triazolo[1,5‐b][1,2,4]thiadiazole 8,8‐dioxide 3‐(3,5‐difluorophenyl)imidazo[1,2‐d][1,2,3]triazolo[1,5‐b][1,2,4] thiadiazole were strong agents effective MSSA MRSA biofilm growth inhibitors. conducted silico studies assess molecular interactions more TLR4 proteins (PDB: 3FXI, 3VQ1, 3RG1). Our findings revealed 3‐(4‐chloro‐3,5‐dimethoxyphenyl)imidazo[1,2‐d][1,2,3]triazolo[1,5‐b] [1,2,4]thiadiazole 8,8‐dioxide, 3‐(3,5‐dichlorophenyl)imidazo[1,2‐d] [1,2,3]triazolo[1,5‐b][1,2,4] 3‐(4‐(trifluoromethyl)phenyl)imidazo[1,2‐d][1,2,3]triazolo[1,5‐b][1,2,4] exhibited binding than dicloxacillin. ADME examined this study could potentially inhibit cytochrome P450 CYP2C19 isoform.

Language: Английский

Citations

1
Photoinduced electron transfer photodecomposition of 1, 4-Dihydropyridine derivative phototoxic drug Manidipine, Docking and Molecular Dynamic studies DOI Creative Commons
Syed Khalid Mustafa, Menier Al‐Anazi, Meshari M. Aljohani

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: June 26, 2024

Abstract The present investigation focuses on the photochemical transformation of Manidipine (1) using ultraviolet-A light while being accompanied by an electron-donating agent (Et3N) and electron-accepting component (CCl4). This resulted in formation photoproducts, identified as 2-[4-(diphenylmethyl) piperazin-1-yl] ethyl methyl2,6-dimethyl-4-(3-amino-phenyl)-1,4 dihydropyridine-3,5-dicarboxylate (2) 2- [4-(diphenyl methyl) methyl 2,6-dimethyl-4-(3-nitrophenyl)- pyridine-3,5-dicarboxylate (3) from its spectral properties (IR, NMR Mass spectra). photoproducts was rationalized invoking a mechanism driven photoinduced electron transfer. In addition, binding affinities through docking molecular dynamics studies were performed parent drug their photoproduct against tyrosinase enzyme for correlation with phototoxic effect. outcomes imply that all compounds effectively occupied enzymes’ active site, displaying substantial energies. These results confirmed simulation evaluating root mean square deviation (RMSD) fluctuation (RMSF), along radius gyration (Rg) solvent accessible surface area (SASA) indicated stable compact state throughout time. data suggests users should restrict exposure to radiation (natural or artificial) avoid drug-induced effects.

Language: Английский

Citations

0