+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Design synthesis testing and quantitative structure activity relationship analysis of substituted salicylaldehyde schiff bases of 1 amino 3 hydroxyguanidine tosylate as new antiviral agents against coronavirus



Design synthesis testing and quantitative structure activity relationship analysis of substituted salicylaldehyde schiff bases of 1 amino 3 hydroxyguanidine tosylate as new antiviral agents against coronavirus



Journal of Medicinal Chemistry 33(2): 608-614



Further modifications of the structural features of Schiff bases of hydroxyaminoguanidines (SB-HAG) led to nine substituted salicylaldehyde Schiff bases of HAG (SSB-HAG) derivatives and three other SB-HAG derivatives. These new compounds were tested for the first time against infection by a coronavirus, mouse hepatitis virus (MHV). The most active compound, 2[1-[(3'-allyl-2'-hydroxybenzylidene)amino]-3-hydroxyguanidine], against the growth of MHV is about 376 times more active than hydroxyguanidine and about 564 times more active than HAG itself when the TCID50 values are compared. Plaque assays of MHV released from cells treated with these compounds suggest that SSB-HAG tosylate may inhibit the transcription of viral RNAs in virus-infected cells. Quantitative structure-activity relationship (QSAR) analyses of two subsets show that the inhibitory activities correlate well with the electronic and the lipophilic parameters. The structural requirements for the antiviral activity of substituted SSB-HAG tosylate against coronaviral infection are stringent according to the inhibitory activities and QSAR analysis of these new compounds.

Please choose payment method:






(PDF emailed within 1 workday: $29.90)

Accession: 007187722

Download citation: RISBibTeXText

PMID: 2153821


Related references

Synthesis, biological evaluation, and quantitative structure-activity relationship analysis of new Schiff bases of hydroxysemicarbazide as potential antitumor agents. Journal of Medicinal Chemistry 45(2): 410-419, 2002

Synthesis and quantitative structure-activity relationship of hydrazones of N-amino-N'-hydroxyguanidine as electron acceptors for xanthine oxidase. Journal of Medicinal Chemistry 47(12): 3105-3110, 2004

Synthesis and quantitative structure-activity relationship (QSAR) analysis of some novel oxadiazolo[3,4-d]pyrimidine nucleosides derivatives as antiviral agents. Bioorganic and Medicinal Chemistry Letters 25(2): 241-244, 2015

Screening and design of 1 amino 3 hydroxyguanidine derivatives as potential antiviral agents against adenoviruses. Pharmaceutical Research (New York) 8(10 Suppl.): S79, 1991

5-Heteroaromatic substituted 2-deoxyuridines as anti-HSV-1 agents Synthesis, antiviral activity and structure-activity relationship. Antiviral Research 23(Suppl. 1): 83, 1994

Synthesis and physicochemical properties of Schiff bases of amino acids with salicylaldehyde. Bioorganicheskaya Khimiya 21(8): 604-607, 1995

Design of cinnamaldehyde amino acid Schiff base compounds based on the quantitative structure-activity relationship. Royal Society Open Science 4(9): 170516, 2017

Antibacterial activity of Pd(II) complexes with salicylaldehyde-amino acids Schiff bases ligands. Chemical and Pharmaceutical Bulletin 62(1): 12-15, 2014

Design, Synthesis, Biological Screening and Structure Activity Relationship Study of 4, 6-Dimethyl-2-(Substituted) Mercapto-3-(Substituted) Pyridines as Anti Tubercular Agents. American Journal of Infectious Diseases 7(3): 61-66, 2011

Studies on pyridonecarboxylic acid as antibacterial agents xi. synthesis and structure activity relationship of 1 substituted pyrrolyl 7 substituted amino 6 fluoro 1 4 dihydro 4 oxo 3 quinolinecarboxylic acids. Zhongguo Kangshengsu Zazhi 17(3): 219-222, 1992

4 4' substituted benzoylaminobenzenesulfonyl l dextro glutamic acids and 5 n substituted 2 4' 4 substituted benzoylaminobenzenesulfonyl l glutamines as potential antineoplastic agents synthesis biological evaluation and quantitative structure activity relationship studies. Indian Journal of Chemistry Section B Organic Chemistry Including Medicinal Chemistry 28(10): 843-847, 1989

Design, synthesis, antiviral activity and three-dimensional quantitative structure-activity relationship study of novel 1,4-pentadien-3-one derivatives containing the 1,3,4-oxadiazole moiety. Pest Management Science 72(3): 534-543, 2016

Synthesis, crystal structure and anticancer activity of a novel ternary copper(II) complex with Schiff base derived from 2-amino-4-fluorobenzoic acid and salicylaldehyde. Inorganic Chemistry Communications 50: 35-41, 2014

Sulfadiazine Salicylaldehyde-Based Schiff Bases: Synthesis, Antimicrobial Activity and Cytotoxicity. Molecules 22(9):, 2017

Possible antineoplastic agents ix. synthesis antineoplastic activity and quantitative structure activity relationship of 5 n substituted 2 chloro substituted benzenesulfonyl l glutamines. Indian Journal of Pharmaceutical Sciences 47(3): 93-96, 1985