Synthesis and antimicrobial, antiproliferative and anti-inflammatory activities of novel 1,3,5-substituted pyrazoline sulphonamides

Thach, Thi-Dan; Nguyen, Thanh-Danh; Nguyen, Thi-Thao-Nhu; Dang, Chi-Hien; Luong, Thanh-Binh; Dang, Van-Su; Banh, Kien-Sam; Luc, Van-Sieu; Nguyen, Thanh-Danh

doi:10.1016/j.arabjc.2021.103408

Cited by 11 publications

(3 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The air-dried plates were stained with SRB dye before being air-dried again to remove any unbound dye. To solubilize the dye, add 100 µl of 10 mM tris base to the wells, shake for 5 minutes, and measure absorbance at 540 nm with a Microplate reader (ELISA Reader, Bio-rad) [20].…”

Section: Determination Of Cell Viability By Sulphoramide B (Srb) Assaymentioning

confidence: 99%

Exploring the Anticonvulsant Properties of a Celecoxib-Phospholipid Conjugate: Synthesis, Activation, and Evaluation of Cytotoxicity

Anjali,

Jawahar,

Praharsh Kumar

et al. 2024

Drug Res (Stuttg)

View full text Add to dashboard Cite

Background Epilepsy poses a significant global health challenge, particularly in regions with limited financial resources hindering access to treatment. Recent research highlights neuroinflammation, particularly involving cyclooxygenase-2 (COX-2) pathways, as a promising avenue for epilepsy management. Methods This study aimed to develop a Cyclooxygenase-2 inhibitor with potential anticonvulsant properties. A promising drug candidate was identified and chemically linked with phospholipids through docking analyses. The activation of this prodrug was assessed using phospholipase A2 (PLA2)-mediated hydrolysis studies. The conjugateʼs confirmation and cytotoxicity were evaluated using Fourier Transform Infrared Spectroscopy (FT-IR), Differential Scanning Calorimetry (DSC), and Sulphoramide B (SRB) assays. Results Docking studies revealed that the Celecoxib-Phospholipid conjugate exhibited a superior affinity for PLA2 compared to other drug-phospholipid conjugates. FT-IR spectroscopy confirmed the successful synthesis of the conjugate, while DSC analysis confirmed its purity and formation. PLA2-mediated hydrolysis experiments demonstrated selective activation of the prodrug depending on PLA2 concentration. SRB experiments indicated dose-dependent cytotoxic effects of Celecoxib, phospholipid non-toxicity, and efficient celecoxib-phospholipid conjugation. Conclusion This study successfully developed a Celecoxib-phospholipid conjugate with potential anticonvulsant properties. The prodrugʼs specific activation and cytotoxicity profile makes it a promising therapeutic candidate. Further investigation into underlying mechanisms and in vivo studies is necessary to assess its translational potential fully.

show abstract

Section: Determination Of Cell Viability By Sulphoramide B (Srb) Assaymentioning

confidence: 99%

Exploring the Anticonvulsant Properties of a Celecoxib-Phospholipid Conjugate: Synthesis, Activation, and Evaluation of Cytotoxicity

Anjali,

Jawahar,

Praharsh Kumar

et al. 2024

Drug Res (Stuttg)

View full text Add to dashboard Cite

show abstract

“…On the other hand, the pyrazoline moiety showed interesting biological activities like anticancer [31], anti-inflammatory [32,33], analgesic [34], antidepressant [35], and antimicrobial activities [34,36,37]. Thiazole-pyrazoline molecular hybridization into a unified framework has shown a feasible and encouraging strategy to produce useful molecules for medicinal chemistry research.…”

Section: Introductionmentioning

confidence: 99%

New Thiazolyl-Pyrazoline Derivatives as Potential Dual EGFR/HER2 Inhibitors: Design, Synthesis, Anticancer Activity Evaluation and In Silico Study

Fakhry,

Mattar,

Alsulaimany

et al. 2023

Molecules

View full text Add to dashboard Cite

A new series of thiazolyl-pyrazoline derivatives (4a–d, 5a–d 6a, b, 7a–d, 8a, b, and 10a, b) have been designed and synthesized through the combination of thiazole and pyrazoline moieties, starting from the key building blocks pyrazoline carbothioamides (1a–b). These eighteen derivatives have been designed as anticipated EGFR/HER2 dual inhibitors. The efficacy of the developed compounds in inhibiting cell proliferation was assessed using the breast cancer MCF-7 cell line. Among the new synthesized thiazolyl-pyrazolines, compounds 6a, 6b, 10a, and 10b displayed potent anticancer activity toward MCF-7 with IC50 = 4.08, 5.64, 3.37, and 3.54 µM, respectively, when compared with lapatinib (IC50 = 5.88 µM). In addition, enzymatic assays were also run for the most cytotoxic compounds (6a and 6b) toward EGFR and HER2 to demonstrate their dual inhibitory activity. They revealed promising inhibition potency against EGFR with IC50 = 0.024, and 0.005 µM, respectively, whereas their IC50 = 0.047 and 0.022 µM toward HER2, respectively, compared with lapatinib (IC50 = 0.007 and 0.018 µM). Both compounds 6a and 10a induced apoptosis by arresting the cell cycle of the MCF-7 cell line at the G1 and G1/S phases, respectively. Molecular modeling studies for the promising candidates 6a and 10a showed that they formed the essential binding with the crucial amino acids for EGFR and HER2 inhibition, supporting the in vitro assay results. Furthermore, ADMET study predictions were carried out for the compounds in the study.

show abstract

“…Derivatives of pyrazoline are subject to several studies due to their vast spectrum of potential physiological role. They are known to have antimicrobial [22], antibacterial [23], antifungal [24], antiviral [25], antioxidant [26], antitumour [27], antihistaminic [28], antiproliferative [29], anti-inflammatory [30], analgesic [31], antidepressant [32], fungicides [33], anticancer [34] and anti-tubercular activities [35]. They are used as a starting material for the synthesis of new drugs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial and Antioxidant Activities of Substituted Pyrazolines From 2-Acetylfluorene Based Chalcone

POORNI

GOHULAVANI²,

MURALIDHARAN

2022

Int J App Pharm

View full text Add to dashboard Cite

Objective: The present work is based on the above pyrazoline derivative form heterocyclic substituted chalcone. Methods: The elemental analysis, IR, 1H and 13C NMR and mass spectrum analyses were used to characterise the structures of the obtained compounds. Results: The scheme-1 and scheme-2 describe the synthesis of chalcone (thiophene-fluorenyl derivative) and synthesis of substituted pyrazolines respectively. Chalcone has been synthesized from 2-Acetylfluorene, which had been reacted with phenylhydrazine, 4-substituted phenylhydrazine (4-Chloro and 4-Nitro) and 2,4-Dinitrophenylhydrazine to form the substituted pyrazolines (CP01-CP04). Conclusion: The antimicrobial and antioxidant properties were evaluated on those newly synthesised compounds.

show abstract

Synthesis and antimicrobial, antiproliferative and anti-inflammatory activities of novel 1,3,5-substituted pyrazoline sulphonamides

Cited by 11 publications

References 50 publications

Exploring the Anticonvulsant Properties of a Celecoxib-Phospholipid Conjugate: Synthesis, Activation, and Evaluation of Cytotoxicity

Exploring the Anticonvulsant Properties of a Celecoxib-Phospholipid Conjugate: Synthesis, Activation, and Evaluation of Cytotoxicity

New Thiazolyl-Pyrazoline Derivatives as Potential Dual EGFR/HER2 Inhibitors: Design, Synthesis, Anticancer Activity Evaluation and In Silico Study

Synthesis, Characterization, Antimicrobial and Antioxidant Activities of Substituted Pyrazolines From 2-Acetylfluorene Based Chalcone

Contact Info

Product

Resources

About