Exploring the Potential of N‐Benzylidenebenzohydrazide Derivatives as Antidiabetic and Antioxidant Agents: Design, Synthesis, Spectroscopic, Crystal Structure, DFT and Molecular Docking Study DOI Creative Commons
Ibrahim Waziri, Tunde L. Yusuf, Monsuru T. Kelani

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(35)

Опубликована: Сен. 12, 2024

Abstract Hydrazone‐type Schiff bases have been widely explored owing to their therapeutic properties. These compounds are known antibacterial, antifungal, anticancer, and antioxidant properties, among others. In the present study, six hydrazone‐based ( BB1 – BB6 ) were synthesized by reaction between derivatives of benzaldehyde benzo hydrazide in methanolic medium presence catalytic amount formic acid. The characterized using various spectroscopic techniques such as NMR 1 H, 13 C, COSY, DEPT, HSQC, HMBC, NOESY), FTIR, UV‐Vis, elemental (CHN) analysis, high‐resolution mass spectroscopy. addition, single crystal structures BB2 , BB4 obtained. vitro antidiabetic potential was evaluated on glucosidase, amylase, NO, FRAP, DPPH assays, respectively. all showed higher activity than To further explore chemical reactivity properties mechanism action against tested DFT molecular docking study performed, results obtained reinforce experimental data.

Язык: Английский

Optimizing Therapeutics for Intratumoral Cancer Treatments: Antiproliferative Vanadium Complexes in Glioblastoma DOI Open Access
Angie Bates,

Kameron L. Klugh,

Anna O. Galaeva

и другие.

International Journal of Molecular Sciences, Год журнала: 2025, Номер 26(3), С. 994 - 994

Опубликована: Янв. 24, 2025

Glioblastoma, an aggressive cancer, is difficult to treat due its location, late detection, drug resistance, and poor absorption of chemotherapeutics. Intratumoral administration offers a promising potential treatment alternative with localized delivery minimal systemic toxicity. Vanadium(V) coordination complexes, incorporating Schiff base catecholate ligands, have shown effects as antiproliferative agents tunable efficacy reactivity, stability, steric bulk, hydrophobicity, uptake, toxicity optimized for the intratumoral vehicle. A new series oxovanadium(V) base–catecholate complexes were synthesized characterized using nuclear magnetic resonance (NMR), UV-Vis, infrared spectroscopy mass spectrometry. Stability under physiological conditions was assessed via UV-Vis spectroscopy, activity evaluated in T98G glioblastoma SVG p12 normal glial cells viability assays. The newly [VO(3-tBuHSHED)(TIPCAT)] complex more stable (t1/2 ~ 4.5 h) had strong (IC50 1.5 µM), comparing favorably current lead compound, [VO(HSHED)(DTB)]. structural modifications enhanced bulk through substitution iso-propyl tert-butyl groups. improved properties attributed hindrance associated catecholato well formation non-toxic byproducts upon degradation. emerges candidate therapy by demonstrating stability greater selectivity, which highlights role strategic ligand design developing therapies resistant cancers. In reporting class compounds effective against cells, we describe generally desirable that drugs being developed should have.

Язык: Английский

Процитировано

2

Reactivity in cell culture medium and in vitro anticancer activity of 3,5-di-tert-butylcatechol: link to metal-catechol interactions DOI Creative Commons
Aviva Levina, Debbie C. Crans, Peter A. Lay

и другие.

Frontiers in Chemical Biology, Год журнала: 2025, Номер 4

Опубликована: Фев. 3, 2025

Introduction Catechol moieties are common in natural bioactive molecules, and their ability to bind metal ions is widely explored both naturally with siderophores the development of metal-based drugs. The reactivities biology activities a sterically hindered model catechol compound, 3,5-di- tert -butylcatechol (dtbH 2 ) its oxidation product -butyl- o -quinone (dtbQ), were studied cell culture medium understand better medicinal roles this class molecules. Methods Anti-proliferative dtbH dtbQ fresh aged solutions molecules two human cancer lines, T98G (glioblastoma) A549 (lung carcinoma). Electrospray mass spectrometry UV/Vis spectroscopy used study buffer medium, presence absence glutathione imidazole. Results Discussion showed high anti-proliferative activity (IC 50 < 10 μM 72 h assays) lines added ions. was observed when freshly while pre-incubation for 24 reduced 5-10-fold. This deactivation avoided biological reductant, (GSH), at physiologically relevant intracellular concentration (5.0 mM). These results explained by speciation studies (UV/Vis spectrometry) aqueous buffers, or organic solvents GSH. that redox equilibrium established between dtbQ, latter rapidly coupling GSH an oxidative manner. resultant adduct likely be responsible toxicity GSH-rich cells via oxygen-dependent radical chain reactions. Deactivation due reactions nucleophiles, such as amino acids, followed formation polymeric species. reported V(V)-catecholato complexes can combination efficient cellular uptake rapid decomposition thiol-rich environment active V(V) /dtbQ adducts thiols (mainly GSH). Slower thiol-poor extracellular environments. data show crucial not only but also ligands dissociates.

Язык: Английский

Процитировано

0

Recent advances of Schiff base metal complexes as potential anticancer agents DOI
Lin Lv, Tianpeng Zheng,

Lu Tang

и другие.

Coordination Chemistry Reviews, Год журнала: 2024, Номер 525, С. 216327 - 216327

Опубликована: Ноя. 20, 2024

Язык: Английский

Процитировано

2

Exploring the Potential of N‐Benzylidenebenzohydrazide Derivatives as Antidiabetic and Antioxidant Agents: Design, Synthesis, Spectroscopic, Crystal Structure, DFT and Molecular Docking Study DOI Creative Commons
Ibrahim Waziri, Tunde L. Yusuf, Monsuru T. Kelani

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(35)

Опубликована: Сен. 12, 2024

Abstract Hydrazone‐type Schiff bases have been widely explored owing to their therapeutic properties. These compounds are known antibacterial, antifungal, anticancer, and antioxidant properties, among others. In the present study, six hydrazone‐based ( BB1 – BB6 ) were synthesized by reaction between derivatives of benzaldehyde benzo hydrazide in methanolic medium presence catalytic amount formic acid. The characterized using various spectroscopic techniques such as NMR 1 H, 13 C, COSY, DEPT, HSQC, HMBC, NOESY), FTIR, UV‐Vis, elemental (CHN) analysis, high‐resolution mass spectroscopy. addition, single crystal structures BB2 , BB4 obtained. vitro antidiabetic potential was evaluated on glucosidase, amylase, NO, FRAP, DPPH assays, respectively. all showed higher activity than To further explore chemical reactivity properties mechanism action against tested DFT molecular docking study performed, results obtained reinforce experimental data.

Язык: Английский

Процитировано

1