Intermolecular charge-transfer complexes between chlorothiazide antihypertensive drug against iodine sigma and picric acid pi acceptors: DFT and molecular docking interaction study with Covid-19 protease

Al‐Hazmi, Ghaferah H.; Ibrahim, Asmaa; Refat, Moamen S.; Adam, Farouk A.; Abbou, Ahmed; Shakya, Sonam; Alsuhaibani, Amnah Mohammed

doi:10.1016/j.jics.2022.100605

Cited by 2 publications

(1 citation statement)

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“…Therefore, the lack of availability of iodine due to the formation of a charge-transfer (CT) complex prevents iodine from being accessible and binding to thyroglobulin. The literature shows examples in which the interactions with iodine of some sulfa-derived compounds were tested as sulpiride, [55] sulfamethoxazole, [56] and chlorothiazide, [57] without relating it to antithyroid activity. These previous works motivated us to study the interaction of BS with iodine as another possible biological activity of BS and its implication in thyroid hormone synthesis.…”

Section: Antithyroid Activitymentioning

confidence: 99%

Phosphatase Alkaline Inhibition and Antithyroid Activity of Acetylacetone Sulfonamide Derived Schiff Base. In Vitro and In Silico Studies

Gaddi,

Caro‐Ramírez,

Antonena

et al. 2024

ChemistrySelect

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The sulfonamide‐derived compounds have demonstrated various pharmaceutical properties. However, the exploration of certain properties, such as phosphatase inhibition and anti‐thyroid activities, has been limited in the existing literature. The present study aimed to investigate these specific activities for the Schiff base (Z)‐4‐(4‐oxopent‐2‐en‐2‐ylamino)benzenesulfonamide. The compound underwent thorough physicochemical characterization, including FTIR, Raman, and UV‐Vis spectroscopy, along with theoretical DFT calculations. It exhibited inhibitory activity against intestinal alkaline phosphatase, showing an IC50 value of 37.0±1.0 μM, with kinetic studies indicating a mixed mode of inhibition. Additional insights into the inhibition process were gained through fluorescence spectroscopy and molecular docking studies. The potential anti‐thyroid activity was explored through charge‐transfer studies with iodine, revealing a strong interaction (Kc=2.16±0.05×104 M−1), suggesting a role in reducing the iodination process of triiodothyronine (T3) and thyroxine (T4). Moreover, the compound showed strong, spontaneous, and reversible binding to albumin, indicating potential pharmaceutical relevance. ADME properties were also calculated, confirming favorable drug‐likeness. This study provides valuable insights into the multifaceted pharmaceutical properties of the investigated sulfonamide‐derived compound, encouraging further exploration of its therapeutic potential.

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Section: Antithyroid Activitymentioning

confidence: 99%