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Design, Synthesis And Biological Evaluation Of Novel N-(4-([2,2′:5′,2′′-Terthiophen]-5-yl)-2-methylbut-3-yn-2-yl) Benzamide Derivatives

You-Quan Zhu, Zhang Hai-li, Wang Dan-yang, L. Li, H. Xu, Hua-bin Li, Y. Ma
Published 2015 · Chemistry

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On the basis of the principle of combination of active groups, a series of novel N-(4-([2,2′:5′,2′′-terthiophen]-5-yl)-2-methylbut-3-yn-2-yl) benzamide derivatives were designed, synthesized and systematically evaluated for their antiviral activity against tobacco mosaic virus (TMV). The bioassay results showed that most of these compounds displayed good anti-TMV activity, and some of them exhibited higher antiviral activity than commercial Ningnanmycin. Especially, compound 8e with excellent anti-TMV activity (inactivation activity, 92.3%/500 µg·mL−1; curative activity, 85.7%/500 µg·mL−1 and protection activity, 64.7%/500 µg·mL−1) emerged as a potential inhibitor of plant virus TMV. Quantitative structure-activity relationship studies proved that the van der Waals volume (V) and electronic parameter (∑(∑σo+σp) and ∑σm) for the substituent R1 were very important for antiviral activities in this class of compounds.
This paper references
The synthesis and photolarvicidal activity of 2,5-diarylethynylthiophenes.
Ren-Hai Wu (2007)
Mosquito larvicidal activity of polyacetylenes from species in the Asteraceae
T. Arnason (1981)
Anti-tobacco mosaic virus (TMV) triterpenoid saponins from the leaves of Ilex oblonga.
Z. Wu (2007)
Broad-Spectrum Antiviral Activity of Virazole: 1-f8- D-Ribofuranosyl- 1,2,4-triazole- 3-carboxamide
R. Sidwell (1972)
Inhibitory activity against tobacco mosaic virus (TMV) replication of pinoresinol and syringaresinol lignans and their glycosides from the root of Rhus javanica var. roxburghiana.
Ming-An Ouyang (2007)
Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
Ziwen Wang (2012)
Synthesis and antiviral activities of chiral thiourea derivatives containing an alpha-aminophosphonate moiety.
M. Chen (2009)
Synthesis and antiviral activities of pyrazole derivatives containing an oxime moiety.
Guiping Ouyang (2008)
The synthesis and photoactivated cytotoxicity of 2-methyl-4-oxo-3-prop-2-yn-1-ylcyclopent-2-en-1-yl-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate conjugated with alpha-terthienyl derivatives.
N. Li (2009)
Human leukocyte interferon and the antiviral factor (AVF) from virus-infected plants stimulate plant tissues to produce nucleotides with antiviral activity.
M. Reichman (1983)
Synthesis, fungicidal activity, and 3D-QSAR of pyridazinone-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles.
Xia-juan Zou (2002)
3-Acetonyl-3-hydroxyoxindole: a new inducer of systemic acquired resistance in plants.
Y. Li (2008)
Synthesis and anti-TMV activity of novel N-(pyrimidin-5-yl)-N′-phenylureas
De Kai Yuan (2011)
Efficacy of the plant phototoxinα-terthienyl againstAedes intrudens and effects on nontarget organisms
B. J. Philogéne (2005)
Molecular wires based on thienylethynylene: synthesis, photophysical properties, and excited-state lifetime.
J. Wang (2008)
The limonoids and their antitobacco mosaic virus (TMV) activities from Munronia unifoliolata Oliv.
Yong-hui Ge (2012)
Antiviral activity of oxidized polyamines
U. Bachrach (2007)
Phototoxicity of the allelochemical, α-terthienyl, to larvae of Manduca sexta (L.) (Sphingidae)
K. Downum (1984)
Resistance to plant viruses: old issue, news answers?
C. Ritzenthaler (2005)
Fast calculation of van der Waals volume as a sum of atomic and bond contributions and its application to drug compounds.
Y. Zhao (2003)
Effects of marigold (Tagetes sp.) roots on soil microorganisms
E. Topp (1998)
Crop losses caused by viruses.
L. Bos (1982)
Fate of Phototoxic Terthiophene Insecticides in Organisms and the Environment
J. Arnason (1995)
[60]Fulleropyrrolidines bearing π-conjugated moiety for polymer solar cells: contribution of the chromophoric substituent on C₆₀ to the photocurrent.
C. Saravanan (2012)
The synthesis and photoactivated cytotoxicity of novel 5-phenyl-3-(2,2′:5′,2″-terthien-5-yl)-4,5-dihydro-1H-pyrazolines
Z. Luo (2014)

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