Design, Synthesis, and Docking Simulation of 1,3,4-Thiadiazolyl-Isoindole Thioglycosides and Hydrazinyl Sugar Analogs as Potential Anticancer Agents Targeting EGFR Kinase DOI

Ahd El-Enazy,

Mohamed N. El-Bayaa, Walaa I. El-Sofany

и другие.

Polycyclic aromatic compounds, Год журнала: 2024, Номер unknown, С. 1 - 19

Опубликована: Ноя. 28, 2024

The development of efficient strategies for overcoming cancer remains a standing objective in medicinal chemistry. Design and synthesis new potent compounds contribute efficiently to chemotherapy strategy since molecular hybridization was found an designing candidates possible anticancer activities. Isoindole 1,3,4-thiadiazole as well glycosyl structures are known literature with their broad-spectrum activities, the most important which is activity. In this study, novel hybrid incorporating more than motif were synthesized. A multistep synthetic pathway starting from simple 2-amino-1,3,4-thiadiazole-2-thiol commercially available phthalic anhydride applied preparation heterocyclic system. Glycosylation by acetylated bromide reaction series monosaccharides afforded corresponding glycosylthio-1,3,4-thiadiazole based isoindole products hydrazinyl-sugar derivatives, respectively. 1,3,4-Thiadiazolyl-isoindolyl-sugar related arylidenes prepared. cytotoxicity activity investigated against human cancerous MCF-7, PC-3, A-549 normal BJ-1 cells. iodobutylthio-1,3,4-thiadiazolyl derivative exhibited cell. thiadiazolyl-sugar-based structure hydrazinyl-per-O-acetylated-D-galactose moiety MCF-7 Docking into epidermal growth factor (EGFR) revealed that later bioactive presented promising energy scores showing good affinity various binding interactions EGFR active site. addition, Molecular dynamics (MD) simulation performed investigate stability enzyme's domain applying 100 ns analysis on docked complex compound 10 showed sugar hydrazone remained cavity over different orientations.

Язык: Английский

Conventional and microwave-assisted synthesis, antimicrobial and antioxidant activity evaluation with in silico studies of carbazole-thiazole-Schiff base hybrids DOI

Sumita Saznin Marufa,

Mohammad Mostafizur Rahman, Md. Mizanur Rahman

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1321, С. 139861 - 139861

Опубликована: Авг. 31, 2024

Язык: Английский

Процитировано

4
Isoniazid‐Sugar–Triazole‐Based Fluorescent “Turn‐On” Chemosensor for Zn2+ and Mn2+ Detection With Potential Biological Applications DOI

P. Bhavya,

J.G. Małecki, Thangamuthu Mohan Das

и другие.

ChemistrySelect, Год журнала: 2025, Номер 10(7)

Опубликована: Фев. 1, 2025

Abstract A multifunctional isoniazid‐sugar–triazole based Schiff‐bases were designed and synthesized, their sensing capability was studied with various metal ions by colorimetric, absorption, spectrofluorometric techniques. Interestingly, the molecule processing diethylamine moiety ( 11 ) shows fluorescent “turn‐on” chemosensor properties in presence of Zn 2+ Mn . The limit detection (LOD) values toward respective 3.37 µM 1.46 µM, a 1:2 stoichiometric ratio, respectively. Compound successfully applied to effectively detect 2 ⁺ real water samples. Additionally, logic gate constructed, where fluorescence intensity served as output signal, responding chemical species inputs. Synthesized compounds screened for antibacterial activities against panel pathogenic bacteria, such Staphylococcus aureus, Streptococcus pyogenes , E. coli All showed significant these pathogens. anticancer activity compound 13 investigated human osteosarcoma (HOS) cells. MTT assay results revealed that hybrid sugar derivative exhibited cytotoxicity HOS cell line, increased potency observed at concentration 60 µg/ml.

Язык: Английский

Процитировано

0
A glance into Schiff-based α-glucosidase inhibitors in medicinal chemistry DOI
Sakineh Dadashpour

Medicinal Chemistry Research, Год журнала: 2025, Номер unknown

Опубликована: Март 4, 2025

Язык: Английский

Процитировано

0
Design, Synthesis, and Docking Simulation of 1,3,4-Thiadiazolyl-Isoindole Thioglycosides and Hydrazinyl Sugar Analogs as Potential Anticancer Agents Targeting EGFR Kinase DOI

Ahd El-Enazy,

Mohamed N. El-Bayaa, Walaa I. El-Sofany

и другие.

Polycyclic aromatic compounds, Год журнала: 2024, Номер unknown, С. 1 - 19

Опубликована: Ноя. 28, 2024

The development of efficient strategies for overcoming cancer remains a standing objective in medicinal chemistry. Design and synthesis new potent compounds contribute efficiently to chemotherapy strategy since molecular hybridization was found an designing candidates possible anticancer activities. Isoindole 1,3,4-thiadiazole as well glycosyl structures are known literature with their broad-spectrum activities, the most important which is activity. In this study, novel hybrid incorporating more than motif were synthesized. A multistep synthetic pathway starting from simple 2-amino-1,3,4-thiadiazole-2-thiol commercially available phthalic anhydride applied preparation heterocyclic system. Glycosylation by acetylated bromide reaction series monosaccharides afforded corresponding glycosylthio-1,3,4-thiadiazole based isoindole products hydrazinyl-sugar derivatives, respectively. 1,3,4-Thiadiazolyl-isoindolyl-sugar related arylidenes prepared. cytotoxicity activity investigated against human cancerous MCF-7, PC-3, A-549 normal BJ-1 cells. iodobutylthio-1,3,4-thiadiazolyl derivative exhibited cell. thiadiazolyl-sugar-based structure hydrazinyl-per-O-acetylated-D-galactose moiety MCF-7 Docking into epidermal growth factor (EGFR) revealed that later bioactive presented promising energy scores showing good affinity various binding interactions EGFR active site. addition, Molecular dynamics (MD) simulation performed investigate stability enzyme's domain applying 100 ns analysis on docked complex compound 10 showed sugar hydrazone remained cavity over different orientations.

Язык: Английский

Процитировано

0