- Design, synthesis of novel starch derivative bearing 1,2,3-triazolium and pyridinium and evaluation of its antifungal activity
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Based on cuprous-catalyzed azide-alkyne cycloaddition (CuAAC), starch derivative bearing 1,2,3-triazole and pyridine (II) was prepared and subsequently followed by alkylation with iodomethane to synthesize starch derivative bearing 1,2,3-triazolium and py
- Tan, Wenqiang,Li, Qing,Gao, Zhenpeng,Qiu, Shuai,Dong, Fang,Guo, Zhanyong
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- The bioisosteric modification of pyrazinamide derivatives led to potent antitubercular agents: Synthesis via click approach and molecular docking of pyrazine-1,2,3-triazoles
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Tuberculosis remains as a major public health risk which causes the highest mortality rate globally and an improved regimen is required to treat the drug-resistant strains. Pyrazinamide is a first-line antitubercular drug used in combination therapy with other anti-TB drugs. Herein, we describe the modification of pyrazinamide structure using bioisosterism and rational approaches by incorporating the 1,2,3-triazole moiety. Three sets of pyrazine-1,2,3-triazoles (3a-o, 5a-o and 9a-l) are designed, synthesized and evaluated for their in vitro inhibitory potency against mycobacterium tuberculosis H37Rv. The pyrazine-1,2,3-triazoles synthesized through the bioisosteric modification displayed improved activity as compared to rationally modified pyrazine-1,2,3-triazoles. Among 42 title compounds, seven derivatives demonstrated significant anti-tubercular activity with the MIC of 1.56 μg/mL, which are two-fold more potent than the parent compound pyrazinamide. Further, the synthesized pyrazinamide analogs demonstrated moderate inhibition activity against several bacterial strains and possessed an acceptable in vitro cytotoxicity profile as well. Additionally, the activity profile of pyrazine-1,2,3-triazoles was validated by performing the molecular docking studies against the Inh A enzyme. Furthermore, in silico ADME prediction revealed good oral bioavailability for the potent molecules.
- Reddyrajula, Rajkumar,Dalimba, Udayakumar
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- Zn(OTf)2-catalyzed, microwave-promoted synthesis of 2-substituted 5-methyloxazoles from propargylic amides
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The versatile conversion of propargylic amides to the respective 2-substituted 5-methyloxazoles was efficiently catalyzed by Zn(OTf)2 (5 mol%) under microwave irradiation in toluene. The method was applicable to a wide range of aliphatic, aroma
- Safrygin, Alexander,Dar'in, Dmitry,Lukin, Alexei,Bakholdina, Anna,Sapegin, Alexander,Krasavin, Mikhail
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supporting information
p. 777 - 779
(2019/02/13)
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- Conjugation of a 5-nitrofuran-2-oyl moiety to aminoalkylimidazoles produces non-toxic nitrofurans that are efficacious in vitro and in vivo against multidrug-resistant Mycobacterium tuberculosis
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Within the general nitrofuran carboxamide chemotype, chimera derivatives incorporating diversely substituted imidazoles attached via an alkylamino linker were synthesized. Antimycobacterial evaluation against drug-sensitive M. tuberculosis H37Rv strain id
- Krasavin, Mikhail,Lukin, Alexei,Vedekhina, Tatiana,Manicheva, Olga,Dogonadze, Marine,Vinogradova, Tatiana,Zabolotnykh, Natalia,Rogacheva, Elizaveta,Kraeva, Liudmila,Yablonsky, Piotr
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p. 1115 - 1126
(2018/09/10)
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- Zn-catalyzed hydrohydrazination of propargylamides with BocNHNH2: A novel entry into the 1,2,4-triazine core
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Hydrohydrazination of a variety of propargylamides with BocNHNH2 under Zn(OTf)2 catalysis, unexpectedly, gave dihydro-1,2,4-triazines with a loss of the protecting group. The initial products can be efficiently aromatized in situ wit
- Lukin, Alexey,Vedekhina, Tatiana,Tovpeko, Dmitry,Zhurilo, Nikolay,Krasavin, Mikhail
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p. 57956 - 57959
(2016/07/07)
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- Synthesis and biological evaluation of a series of aryl triazoles as firefly luciferase inhibitors
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As the most studied bioluminescent system, firefly luciferase is widely applied in many aspects, such as developing small molecule probes, bioluminescent imaging, high-throughput screening, dual luciferase reporters, etc. Considering that a false positive
- Bai, Haixiu,Zhu, Peng,Wu, Wenxiao,Li, Jing,Ma, Zhao,Zhang, Wei,Cheng, Yanna,Du, Lupei,Li, Minyong
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supporting information
p. 418 - 424
(2015/03/18)
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