We have demonstrated a novel and green approach for the synthesis of 2-substituted benzothiazole analogues. A number of 2-aryl and heteroaryl benzothiazole scaffolds were synthesized using Amberlite IR-120 resin under microwave irradiation. The catalytic role and reusability of the resin was well established here. 2-Substituted benzothiazole analogues (3a-l) were also tested against several bacterial strains (Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Salmonella) and cancer cell lines (MCF-7 and HeLa). The stability of compound 2-phenyl benzothiazole (3a) and 2-pyridin-2-yl-benzothiazole (3k) in GSH (0.01 mM dissolved in DMSO) was measured by UV-Vis spectroscopy. Compound 3k also shows remarkable fluorescence in MeOH. © 2015 Elsevier Ltd.

Priyankar Paira

Department of Chemistry

School of Advanced Sciences

Vellore Campus

Chhabra M

Sinha S

Banerjee S

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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VIT University

Bioorganic & Medicinal Chemistry Letters

Xenobiotics good pharmacodynamic effect should be evaluated with acceptable drug like properties during the drug discovery process. Benzothiazolyl-quinoline derivatives are with reported biological and anticancer activity. In the present study, compounds were screened for potency determination in Caco-2 (Human Epithelial Colorectal Adenocarcinoma) cell line and the most potent compound was evaluated through some of the drug development assays. Experimental protocols were set for stability and solubility (in buffer pH 7.4), metabolic stability, metabolite profiling, Caco-2 permeability, P-gp (P-glycoprotein) inhibition in MDCK (Madin-Darbey Canine Kidney)-MDR1 overexpressed cells and CYP induction study by using LC-MS/MS(Liquid Chromatography Tandem Mass spectrometry) method. The compound was stable and soluble in buffer pH 7.4, less permeable across Caco-2 cell monolayer, unstable in microsomes, inhibitor of efflux P-gp transporter and an inducer CYP (Cytochrome P450) 1 A2. The most potent compound (i. e. 6 k) was with high solubility, low permeability and high CL int (intrinsic clearance) in liver microsomes. Therefore it was preliminary classified as class III compound as per biopharmaceutics classification system (BCS) and Class I compound as per biopharmaceutical drug disposition classification system (BDDCS). © 2019 Wiley-VCH Verlag GmbH &amp; Co. KGaA, Weinheim

ChemistrySelect

Cytotoxic 2‐(2′‐Hydroxyphenyl)benzothiazolylquinoline Analogues and their In Vitro Screening through Developmental Assays †

A series of luminescent bis(benzo[d]thiazolyl)quinoxalines have been synthesized and their fluorescence properties, anticancer potency, DNA and BSA interactions, cellular uptake, and metabolic stabilities are investigated.

Fulltext

RSC Advances

Luminescent bis(benzo[d]thiazolyl)quinoxaline: facile synthesis, nucleic acid and protein BSA interaction, live-cell imaging, biopharmaceutical research and cancer theranostic application

Adenosine is known as an endogenous purine nucleoside and it modulates a wide variety of physiological responses by interacting with adenosine receptors. Among the four adenosine receptor subtypes, the A3 receptor is of major interest in this study as it is overexpressed in some cancer cell lines. Herein, we have highlighted the strategy of designing the hA3 receptor targeted novel benzothiazolylquinoline scaffolds. The radioligand binding data of the reported compounds are rationalized with the molecular docking results. Compound 6a showed best potency and selectivity at hA3 among other adenosine receptors. © 2018 The Authors.

Royal Society Open Science

Discovery of benzothiazolylquinoline conjugates as novel human A 3 receptor antagonists: biological evaluations and molecular docking studies

A class of novel Ru(ii)–p-cymene BTZ, BOZ &amp; BIZ complexes have been synthesized “on water” using Amberlite IR-120(H) resin and their anticancer activities were evaluated.

New Journal of Chemistry

Amberlite IR-120(H)-mediated “on water” synthesis of novel anticancer ruthenium(ii)–p-cymene 2-pyridinylbenzothiazole (BTZ), 2-pyridinylbenzoxazole (BOZ) &amp; 2-pyridinylbenzimidazole (BIZ) scaffolds

In the pasture of oncology, anticancer agents having advanced modes of action are of great interest because of increasing chronicity of resistance against anticancer drugs. Heterocyclic scaffolds like benzothiazoles are reported to display an extensive range of pharmacological activities including anticancer, anti-tubercular, antiviral, fungicidal, etc. and are indispensable tools for the researchers involved in vistas of chemistry for proposing of novel anticancer drugs. Benzothiazole scaffold is a bicyclic organic compound having benzene ring fused with heterocyclic nucleus (thiazole) containing sulphur and nitrogen atoms that possess a wide range of different pharmacological activities and are still of grand and logical concern nowadays. Interesting pharmacological activities are exhibited by benzothiazoles and they were developed as successful inhibitors of a variety of biological targets such as tubulin polymerase inhibitor, DNA topoisomerase-inhibitor, an Abl kinase inhibitor, HDAC inhibitor, Aurora-B kinase inhibitor. This review highlights the latest research on the structure-activity relationship of benzothiazole scaffold against different biological targets for their anticancer activity. This survey additionally addresses the recent patents granted and novel advancement made through the application of nanocarriers in recent decades with thorough talk of benzothiazoles as conceivable anticancer mediators which may be helpful for the emerging scientific pursuits. © 2020

Applied Materials Today

New horizons in benzothiazole scaffold for cancer therapy: Advances in bioactivity, functionality, and chemistry

ChemInform

ChemInform Abstract: Amberlite IR-120 Catalyzed, Microwave-Assisted One-Pot Synthesis of Amides from Nitriles by Ritter Reaction.

Organic Letters

Convenient Synthesis of Benzothiazoles and Benzimidazoles through Brønsted Acid Catalyzed Cyclization of 2-Amino Thiophenols/Anilines with β-Diketones

ACS Chemical Neuroscience

Benzothiazole Aniline Tetra(ethylene glycol) and 3-Amino-1,2,4-triazole Inhibit Neuroprotection against Amyloid Peptides by Catalase Overexpression in Vitro

Bulletin of the Korean Chemical Society

A Convenient Method for Synthesis of Benzo[d]thiazoles in Water and Solvent Free Condition

Metal-Free Synthesis of 2-Aminobenzothiazoles via Aerobic Oxidative Cyclization/Dehydrogenation of Cyclohexanones and Thioureas

An efficient green synthesis of 2-arylbenzothiazole analogues as potent antibacterial and anticancer agents

Journal	Data powered by TypesetBioorganic & Medicinal Chemistry Letters
Publisher	Data powered by TypesetElsevier BV
ISSN	0960-894X
Open Access	0