Tetrazolylmethyl quinolines: Design, docking studies, synthesis, anticancer and antifungal analyses

Shaikh, Saba Kauser J.; Kamble, Ravindra R.; Somagond, Shilpa M.; Devarajegowda, H. C.; Dixit, Sheshagiri R.; Joshi, Shrinivas D.

doi:10.1016/j.ejmech.2017.01.043

Cited by 45 publications

(2 citation statements)

References 52 publications

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“…A series of 2,5 and 1,5-regioisomers of tetrazole with quinoline and benzylthio substituents, were synthesized (Shaikh et al 2017). The designed compounds consist of a quinoline nucleus, which serves as pharmacophore and the non-heterocyclic part such as phenyl group separated by a tetrazole bridge.…”

Section: Antifungal Activitymentioning

confidence: 99%

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Šenerović

Opsenica

Morić

et al. 2019

Advances in Experimental Medicine and Biology

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Infective diseases have become health threat of a global proportion due to appearance and spread of microorganisms resistant to majority of therapeutics currently used for their treatment. Therefore, there is a constant need for development of new antimicrobial agents, as well as novel therapeutic strategies. Quinolines and quinolones, isolated from plants, animals, and microorganisms, have demonstrated numerous biological activities such as antimicrobial, insecticidal, antiinflammatory, antiplatelet, and antitumor. For more than two centuries quinoline/quinolone moiety has been used as a scaffold for drug development and even today it represents an inexhaustible inspiration for design and development of novel semi-synthetic or synthetic agents exhibiting broad spectrum of bioactivities. The structural diversity of synthetized compounds provides high and selective activity attained through different mechanisms of action, as well as low toxicity on human cells. This review describes quinoline and quinolone derivatives with antibacterial, antifungal, anti-virulent, antiviral, and anti-parasitic activities with the focus on the last 10 years literature.

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Section: Antifungal Activitymentioning

confidence: 99%

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Šenerović

Opsenica

Morić

et al. 2019

Advances in Experimental Medicine and Biology

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“…Tetrazole is the lead motif in the field of medicinal chemistry. The uncommon, polynitrogen, electron-rich planer structure of the tetrazole ring is answerable to exhibit widespread applications for the treatment of various diseases especially antimicrobial [11][12], antifungal [13][14], antiviral [15][16], antitubercular [17][18], anticancer [19][20], antimalarial [21][22], antiangiogenic [23][24], anti-inflammatory [25][26], anti-HIV [27][28], analgesic [29][30], anti-Alzheimer [31][32], antinociceptive [33][34], and anticonvulsant [35][36]. Weak interactions like hydrogen bonding, van der wals force, or coordination bonding are responsible for binding the tetrazole ring easily with the various enzymes or receptors of microbes and are successfully applied as components for comprehensive pharmaceutical applications [37].…”

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confidence: 99%

Design and Synthesis of Some New Derivatives of Chlorobenzyl-Oxy-Phenyl-Ethyl-Thio-1H-Tetrazole and Study Their Antibacterial and Antifungal Activity

Ambhore¹

2021

Preprint

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In recent years tetrazole scaffolds have been attracted interest in the field of synthetic and medicinal chemistry research. The unique structure of the tetrazole derivatives exhibits widespread applications in biology and technology. The close structural resemblance with carboxylic acid acts as a booster of the latter. Due to this diversified potential utilization, several methods are reported for the synthesis of tetrazole scaffolds. Here in this chapter, we describe the synthesis of chlorobenzyl-oxy-phenyl-ethyl-thio-1H-tetrazole derivatives ( 6a-p ). The newly synthesized derivatives are characterized by spectral characterization and screened for their antifungal activity. Among these, some of the newly synthesized compounds show potent antifungal activity.

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Cu (Ι) catalyzed A³ cascade coupling via C‐H functionalization followed by cyclization: Synthesis, in silico, in vitro, and toxicity studies of imidazo[2,1‐b]thiazoles

Hoolageri

Kamble

Nesaragi

et al. 2022

Applied Organom Chemis

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An influential method for the synthesis of imidazo[2,1-b]thiazoles via copper (I) catalysis was advanced through a multicomponent coupling of pharmacological scaffolds involving 2-aminothiazolyl-coumarin, benzaldehyde, and phenyl acetylene, a concealed variation. The protocol allows the establishment of highly efficient and user-friendly catalytic system for the A 3 cascade coupling; also, an environmentally benign, economical, and readily obtainable CuSO 4 / sodium ascorbate is portrayed. A sequence of 15 novel imidazo[2,1-b]thiazoles (7j-x) were synthesized and evaluated for their in vitro antimicrobial activity, in silico studies, and oral toxicity studies. The in vitro antifungal and antibacterial screening of synthesized compounds manifested favorable activity and disclosed that all these previously unknown compounds showed significant activity. Amid them, compound 7u portrayed the most effective inhibitory activity.

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Tetrazolylmethyl quinolines: Design, docking studies, synthesis, anticancer and antifungal analyses

Cited by 45 publications

References 52 publications

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Design and Synthesis of Some New Derivatives of Chlorobenzyl-Oxy-Phenyl-Ethyl-Thio-1H-Tetrazole and Study Their Antibacterial and Antifungal Activity

Cu (Ι) catalyzed A³ cascade coupling via C‐H functionalization followed by cyclization: Synthesis, in silico, in vitro, and toxicity studies of imidazo[2,1‐b]thiazoles

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Tetrazolylmethyl quinolines: Design, docking studies, synthesis, anticancer and antifungal analyses

Cited by 45 publications

References 52 publications

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Quinolines and Quinolones as Antibacterial, Antifungal, Anti-virulence, Antiviral and Anti-parasitic Agents

Design and Synthesis of Some New Derivatives of Chlorobenzyl-Oxy-Phenyl-Ethyl-Thio-1H-Tetrazole and Study Their Antibacterial and Antifungal Activity

Cu (Ι) catalyzed A3 cascade coupling via C‐H functionalization followed by cyclization: Synthesis, in silico, in vitro, and toxicity studies of imidazo[2,1‐b]thiazoles

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Cu (Ι) catalyzed A³ cascade coupling via C‐H functionalization followed by cyclization: Synthesis, in silico, in vitro, and toxicity studies of imidazo[2,1‐b]thiazoles