Inhibition of the Multiplication of Influenza Virus by Aniline Derivatives of the Francis Inhibitor

Nature ◽  
1961 ◽  
Vol 189 (4764) ◽  
pp. 553-554 ◽  
Author(s):  
I. HOLLÓS
Keyword(s):  
Influenza Virus ◽  
Aniline Derivatives ◽  
Derivatives Of

Synthesis and Antimicrobial Activity of Adamantyl Substituted Pyridoxine Derivatives

2019 ◽  
Vol 16 (12) ◽  
pp. 1360-1369 ◽  
Author(s):  
Rail Khaziev ◽  
Nikita Shtyrlin ◽  
Roman Pavelyev ◽  
Raushan Nigmatullin ◽  
Raylya Gabbasova ◽  
...  
Keyword(s):  
Influenza Virus ◽  
Lipid Membranes ◽  
Specific Activity ◽  
Tuberculosis H37rv ◽  
Microbial Pathogens ◽  
Adamantane Derivatives ◽  
Carbon Cage ◽  
H37rv Strain ◽  
Derivatives Of

Background: Adamantane derivatives possess multiple pharmacological activities such as antiviral, anticancer, antimycobacterial, antidiabetic, antiparkinsonian and others. The interest of medicinal chemists in adamantane compounds is due to their unique spatial structure, high lipophilicity, and carbon cage rigidity. As a result, these molecules can easily penetrate biological lipid membranes and often have unique target-specific activity profile. Another pharmacophore studied in this work is pyridoxine (vitamin B6). Pyridoxine plays highly important roles in living cells as a key cofactor of many enzymes. On the other hand, its molecular scaffold is a valuable structural platform which has led to the development of several launched drugs (Pyritinol, Pirisudanol, Cycletanine, Mangafodipir) and a wide number of preclinical and clinical drug candidates. Objective: The objective of this study is a synthesis of pyridoxine-adamantane and pyridoxinecyclooctane dipharmacophore molecules. The underlying idea was to assess the antibacterial and antiviral potential of such dipharmacophores, based on multiple examples of promising antiinfective agents which have in their structures adamantane and pyridoxine moieties. Another specific reason was to explore the ability of pyridoxine pharmacophore to suppress the potential of microbial pathogens to develop resistance to drug molecules. Methods: In this study, a series of pyridoxine-adamantane and pyridoxine-cyclooctane dipharmacophore molecules were synthesized based on reactions of three different cycloalkyl amines with the corresponding electrophilic derivatives of pyridoxine aldehydes, chlorides and acetates. All synthesized compounds have been tested for their in vitro activity against M. tuberculosis H37Rv strain and H3N2 (A/Aichi/2/68) influenza virus. Results: Series of pyridoxine-adamantane and pyridoxine-cyclooctane dipharmacophore molecules were synthesized based on reactions of three different cycloalkylamines with the corresponding electrophilic derivatives of pyridoxine aldehydes, chlorides and acetates. Reaction of cycloalkylamines with pyridoxine derivatives, in which meta-hydroxyl and ortho-hydroxymethyl groups are protected by acetyl groups, represents a useful alternative to reductive amination of aldehydes and nucleophilic substitution of alkyl halides. According to a tentative mechanism, it proceeds via paraand ortho-pyridinone methides which readily react with nucleophiles. None of the synthesized dipharmacophore compounds showed activity against M. tuberculosis H37Rv strain. At the same time, three compounds demonstrated some antiviral activity against H3N2 (A/Aichi/2/68) influenza virus (EC50 52-88 µg/mL) that was comparable to the activity of Amantadine, though lower than the activity of Rimantadine. The results of this work can be useful in the design of physiologically active derivatives of pyridoxine and adamantane. Conclusion: The results of this work can be useful in the design of physiologically active derivatives of pyridoxine and adamantane.

Aniline derivatives of tetrakis(hydromethyl)phosphonium chloride

1972 ◽  
Vol 37 (17) ◽  
pp. 2752-2755 ◽  
Author(s):  
Arlen W. Frank ◽  
George L. Drake
Keyword(s):  
Aniline Derivatives ◽  
Phosphonium Chloride ◽  
Derivatives Of

Activity of derivatives of polyfluoroalkyl-containing ?-ketoacids toward influenza virus

1986 ◽  
Vol 20 (7) ◽  
pp. 501-504 ◽  
Author(s):  
V. I. Saloutin ◽  
V. I. Il'enko ◽  
I. A. Piterskikh ◽  
V. G. Platonov ◽  
I. V. Kiseleva ◽  
...  
Keyword(s):  
Influenza Virus ◽  
Derivatives Of

scholarly journals Aniline-Containing Derivatives of Parthenolide: Synthesis and Anti-Chronic Lymphocytic Leukaemia Activity

2020 ◽  
Author(s):  
Alex Quy ◽  
Xingjian Li ◽  
Louise Male ◽  
Tatjana Stankovic ◽  
Angelo Agathanggelou ◽  
...  
Keyword(s):  
Chronic Lymphocytic Leukaemia ◽  
Lymphocytic Leukaemia ◽  
Squaric Acid ◽  
Aniline Derivatives ◽  
Derivatives Of

A protocol for squaric acid-catalysed 1,4-addition of aniline derivatives to parthenolide is identified, developed and disclosed.<br>

The derivatives of oseltamivir design passing through the important cleft of neuraminidase against influenza virus by de novo design

2013 ◽  
Vol 40 (15) ◽  
pp. 1209-1217
Author(s):  
Wei-Bing Zhang ◽  
Wen-Bo Liu ◽  
Jing-Wei Wu ◽  
Wei-Li Dong ◽  
Shu-Qing Wang ◽  
...  
Keyword(s):  
Influenza Virus ◽  
De Novo ◽  
De Novo Design ◽  
Derivatives Of

scholarly journals Heteroaromatic and Aniline Derivatives of Piperidines As Potent Ligands for Vesicular Acetylcholine Transporter

2013 ◽  
Vol 56 (15) ◽  
pp. 6216-6233 ◽  
Author(s):  
Junfeng Li ◽  
Xiang Zhang ◽  
Zhanbin Zhang ◽  
Prashanth K. Padakanti ◽  
Hongjun Jin ◽  
...  
Keyword(s):  
Vesicular Acetylcholine Transporter ◽  
Aniline Derivatives ◽  
Derivatives Of

Syntheses of some 4-dialkylaminoalkylamino derivatives of 2,3-dimethyl-2H- and 3,9-dimethyl-9H-pyrazolo[3,4-b]quinoline

1986 ◽  
Vol 51 (8) ◽  
pp. 1692-1697 ◽  
Author(s):  
Stanislav Rádl ◽  
Viktor Zikán
Keyword(s):  
Influenza Virus ◽  
Thionyl Chloride ◽  
Encephalomyocarditis Virus ◽  
Methoxy Derivative ◽  
Derivatives Of

Reactions of 4-chloro-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline and 4-chloro-6-methoxy-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline with 3-dimethylaminopropylamine and/or 2-dimethylaminoethylamine afforded 4-(3-dimethylaminopropylamino)-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline (IIa), its 6-methoxy derivative (IIc), 4-(2-diethylaminoethylamino)-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline (IIb) and its 6-methoxy derivative (IId). Reaction of 4,9-dihydro-3,9-dimethyl-4-oxo-1H-pyrazolo[3,4-b]quinoline with thionyl chloride gave an intermediate, whose reaction with 3-dimethylaminopropylamine afforded 4-(3-dimethylaminopropylamino)-3,9-dimethyl-9H-pyrazolo[3,4-b]quinoline (III). The compounds were tested in vivo in mice for efficacy against the A2-Hongkong influenza virus and the encephalomyocarditis virus.

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