Oxidative stress is the product or aetiology of various multifactorial diseases; on the other hand, the development of multifunctional compounds is a recognized strategy for the control of complex diseases. To this end, a series of benzothiazole derivatives was synthesized and evaluated for their multifunctional effectiveness as antioxidant, sunscreen (filter), antifungal and antiproliferative agents. Compounds were easily synthesized via condensation reaction between 2-aminothiophenols and different benzaldehydes. SAR study, particularly in position 2 and 6 of benzothiazoles, led to the identification of 4g and 4k as very interesting potential compounds for the design of multifunctional drugs. In particular, compound 4g is the best blocker of hERG potassium channels expressed in HEK 293 cells exhibiting 60.32% inhibition with IC = 4.79 μM.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.bioorg.2020.103960 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Pifithrin-μ sensitizes mTOR-activated liver cancer to sorafenib treatment.
Cell Death Dis
January 2025
Department of Organ Transplantation and Hepatobiliary Surgery, Key Laboratory of Organ Transplantation of Liaoning Province, The First Hospital of China Medical University, Shenyang, China.
TSC2, a suppressor of mTOR, is inactivated in up to 20% of HBV-associated liver cancer. This subtype of liver cancer is associated with aggressive behavior and early recurrence after hepatectomy. Being the first targeted regimen for advanced liver cancer, sorafenib has limited efficacy in HBV-positive patients.
View Article and Find Full Text PDFDivergent Synthesis of Axially Chiral 2-Pyranones and Fused 2-Pyridones via -Heterocyclic Carbene-Catalyzed Atroposelective [3 + 3] Annulation.
J Org Chem
January 2025
School of Science, China Pharmaceutical University, Nanjing 210009, P. R. China.
An -heterocyclic carbene-catalyzed atroposelective [3 + 3] annulation of alkynyl acylazoliums with benzothiazole derivatives has been developed for the divergent synthesis of axially chiral triaryl 2-pyranones and fused 2-pyridones. The regioselectivity of this protocol depends on the structure of benzothiazoles with three different nucleophilic centers. The obtained axially chiral frameworks represent a new class of arylheterocycle atropisomers, which may be potentially useful in medicinal chemistry.
View Article and Find Full Text PDFLysosomal-targeted fluorescent probe for detecting SO derivatives in human umbilical vein endothelial cells.
Spectrochim Acta A Mol Biomol Spectrosc
January 2025
Department of Obstetrics, The Second Hospital of Shandong University, Jinan 250033 PR China. Electronic address:
A fluorescent probe (NBC), constructed by benzothiazole-coumarin and naphthalimide derivatives, was developed for the detection of SO derivatives using the FRET (Förster Resonance Energy Transfer) strategy. NBC presented large Stokes shift (180 nm), fast response (2 min), high sensitivity (LOD: 45 nM) and an excellent linear relationship in response to SO derivatives. Moreover, NBC has been successfully applied to detect SO derivatives in food samples and living cells.
View Article and Find Full Text PDFRecent Advances in the Development of Greener Methodologies for the Synthesis of Benzothiazoles.
Curr Top Med Chem
January 2025
School of Chemical Sciences, Indian Association for the Cultivation of Science (IACS), Jadavpur, Kolkata, West Bengal 700 032, India.
The benzothiazole ring system has been recognised with crucial pharmacophoric features being present among various approved drugs and clinical and pre-clinical candidates. The medicinal importance of this privileged scaffold stimulated the interest of synthetic medicinal/ organic chemists for the synthesis of its derivatives due to their diverse biological applications. In most of the reports in the literature, benzothiazoles were synthesized by cyclocondensation of 2- aminothiophenol with either carboxylic acid and its derivatives or aldehydes.
View Article and Find Full Text PDFNovel Perylene Diimide-Benzothaizole Hybrid: A Reaction-Based Probe for the Detection and Discrimination of HS, Cys and DTT.
Luminescence
January 2025
Department of Chemistry, UGC Centre for Advanced Studies-II, Guru Nanak Dev University, Amritsar, India.
The reaction-based probe perylene diimide-hydroxyphenyl benzothiazole (PR) can be used for the detection and discrimination of HS, DTT and Cys in 20% HEPES buffer-DMSO and DMSO. The HS induced radical anion formation of PR in 20% HEPES buffer and thiolysis of the ether bond of PR in DMSO. However, the addition of DTT showed only a decrease in the absorbance intensity and Cys showed insignificant behaviour towards PR in DMSO.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!