Synthesis of a series of benzothiazole amide derivatives and their biological evaluation as potent hemostatic agents

Nong, Wenqian; Zhao, Anran; Ji, Wei; Cheng, Hui; Luo, Xuan; Lin, Cui-Wu

doi:10.1039/c7ra13397a

Cited by 8 publications

(2 citation statements)

References 40 publications

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“…Medicinal chemists have been continuous embarking on the synthesis of novel compounds of this chemotype due to the broad spectrum of medicinal uses associated with the benzothiazole scaffold [3]. The modified analogues of benzothiazole revealed a significant number of pharmacological properties such as antifungal [4], cyclooxygenase inhibitors [5], antimicrobial [6], anticonvulsant [7], mosquitocidal [8], anticancer [9], antioxidant [10], anti-inflammatory [11], bacterial type II topoisomerase inhibitors [12], photosensitizers [13], selective PI3Kβ inhibitors [14], topoisomerase I inhibitors [15], cytotoxic agents [16], falcipain inhibitors [17], tubulin polymerization inhibitors [18], p53 inhibitors [19], neuroprotective [20], antiacetylcholinesterase [21], vasorelaxants [22], inhibitors of the insulin releasing process [22], antiproliferative agents [23], anti-influenza [24], hemostatic agents [25], antitubercular agents [26], chemokine receptor 2 (CXCR2) inhibitors [27], EGFR inhibitors [28], cyclin-dependent kinase 2 inhibitors [29], β-amyloid imaging agents [30], α-glucosidase inhibitor [31], antidepressant [32], monoamine oxidase A/B inhibitors [33], non-carboxylic PTP1B inhibitors [34], histone deacetylase inhibitors [35], β-glucuronidase activity [36], antiviral [37], tyrosine kinase inhibitors [38], antibacterial…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, in vitro Biological Evaluation of a Series of Benzothiazole Amides as Antibacterial Agents

Alazmaa,

Avupati,

Santiago

2024

ajc

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A series of benzothiazole amides (VH01-06) were synthesized by using modified Schotten-Baumann reaction conditions, all the resultant compounds were obtained in good yields and purity. The molecular structure of the compounds was characterized using physical and spectral methods. The structures of the compounds were consistent with the analytical data obtained for FT-IR, 1H NMR, 13C NMR and HRMS ESI-Mass spectroscopic techniques. Further, compounds were subjected to the in vitro antibacterial activity screening against various strains that includes Gram-positive bacteria (methicillin-resistant Staphylococcus aureus (MRSA) ATCC 3359 and methicillin-sensitive Staphylococcus aureus (MSSA) ATCC 2592) and Gram-negative bacteria (Escherichia coli J53 R1, Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 10031 and Klebsiella pneumonia BAA-1075). Based on the biological screening results, compounds VH01-06 were found to possesses limited antibacterial properties against selected strains, since the recorded activity was found at 100 µM concentration. While compound VH05 displayed specific activity against E. coli ATCC 25923 at 200 µg/mL.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, in vitro Biological Evaluation of a Series of Benzothiazole Amides as Antibacterial Agents

Alazmaa,

Avupati,

Santiago

2024

ajc

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“…Fused heterocyclic compounds have attracted considerable attention in the medicinal context, as varieties of heterocyclic frameworks have been manifested as optimistic scaffolds for drug design and discovery. Benzothiazole is one of the heterobicyclic compounds which earned appreciable recognition owing to its diverse biological profile such as antifungal, [10] antitrypanocidal agents, [11] antibacterial, [12] antituberculosis, [13] anticancer and antioxidant, [14] antimicrobial, [15] cytotoxic, [16] anticonvulsant, [17] antidiabetic, [18] antiproliferative, [19] antimalarial, [20] antidepressant, [21] anticonvulsant, [22] anti‐inflammatory, [23] anthelmintic, [24] antiviral, [25] hemostatic agents, [26] β‐amyloid imagining agents, [27] anti‐urease agents, [28] apoptosis inducers, [29] human A3 receptor antagonists, [30] etc.…”

Section: Introductionmentioning

confidence: 99%

Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

et al. 2021

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Benzothiazole and its derivatives have been manifested as an optimistic scaffold due to their immense biological importance. Several methodologies have been reported as modifications after the first report of 2-substituted benzothiazole. Among them, many involve a shift from the conventional synthetic approach by utilizing different catalytic systems. Moreover, synthetic methodologies focused on improvements in terms of product yield, reaction duration, use of environmentally benign conditions and simplified workup procedures predominate among the recently developed approaches. Solid-phase organic synthesis received considerable attention with the pioneering findings of Merrifield's solid-phase peptide synthesis in 1963. A diverse range of organic, inorganic and organic-inorganic substances have been utilized as polymeric solid supports in various catalytic applications. The recyclability and reusability of the immobilized catalysts over consecutive cycles establish them as an attractive alternative over conventional catalytic systems from the environment as well as industrial perspective. The present review summarizes the recent developments in the environmentally benign synthesis of benzothiazole derivatives using supported reagents. Different solid supports along with their catalytic application, mechanistic perspective and substrate tolerance have been discussed comprehensively.

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Recent Advances in the Application of 2‐Aminobenzothiazole to the Multicomponent Synthesis of Heterocycles

Javahershenas,

Han,

Kazemi

et al. 2024

ChemistryOpen

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Heterocycles are a vital class of compounds in numerous fields, including drug discovery, agriculture, and materials science. Efficient methods for the synthesis of heterocycles remain critical for meeting the demands of these industries. Recent advances in multicomponent reactions (MCRs) utilizing 2‐aminobenzothiazole (ABT) have shown promising results for the formation of heterocycles. The versatility of 2‐aminobenzothiazole in this context has enabled the rapid and efficient construction of diverse heterocyclic structures. Various synthetic methodologies and reactions involving 2‐aminobenzothiazole are discussed, highlighting its importance as a valuable building block in the synthesis of complex heterocycles. The potential applications of these heterocycles in drug discovery and material science are also explored. Overall, this review provides a comprehensive overview of the current state of research in the field and offers insights into the future directions of this promising area of study. We highlight the potential of ABT as a versatile and sustainable starting material in heterocyclic synthesis via MCRs, with significant implications for the chemical industry.

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Synthesis of a series of benzothiazole amide derivatives and their biological evaluation as potent hemostatic agents

Abstract: New benzothiazole amide derivative Q2 is a potential hemostatic drug molecule with good hemostatic activity.

Cited by 8 publications

References 40 publications

Synthesis, Characterization, in vitro Biological Evaluation of a Series of Benzothiazole Amides as Antibacterial Agents

Synthesis, Characterization, in vitro Biological Evaluation of a Series of Benzothiazole Amides as Antibacterial Agents

Solid‐Supported Materials‐Based Synthesis of 2‐Substituted Benzothiazoles: Recent Developments and Sanguine Future

Recent Advances in the Application of 2‐Aminobenzothiazole to the Multicomponent Synthesis of Heterocycles

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