Synthesis and bioactivities of novel thioether/sulfone derivatives containing 1,2,3-thiadiazole and 1,3,4-oxadiazole/thiadiazole moiety.
A series of new thioether/sulfone compounds containing 1,2,3-thiadiazole and 1,3,4-oxadiazole/1,3,4-thiadiazole moiety were synthesized, the structures of all products were confirmed by IR, (1)H NMR, (13)C NMR, and element analysis. Preliminary antifungal activity test showed that compound 8a exhibited moderate antifungal activity against Fusarium oxysporum at 50μg/mL. Preliminary antiviral activity results showed that compounds 7a, 7c, 7d, 8a, and 9a displayed high antiviral activity against tobacco mosaic virus. The present work demonstrates that thioether/sulfone heterocyclic derivatives could be considered as new lead compounds for antiviral studies.
Center for Research and Development of Fine Chemicals, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, PR China. Electronic address: xuweiming2009@163.com.
Wei-Ming
WM
Xu
Shi-Ze
SZ
Li
Ming
M
He
Song
S
Yang
Xiang-Yang
XY
Li
Pei
P
Li
D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D060585:Fusariosis / Q000188:drug therapy; D005670:Fusarium / Q000187:drug effects; D006801:Humans; D013440:Sulfides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013830:Thiadiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D014026:Nicotiana / Q000821:virology; D014027:Tobacco Mosaic Virus / Q000187:drug effects
D000935:Antifungal Agents; D000998:Antiviral Agents; D013440:Sulfides; D013450:Sulfones; D013830:Thiadiazoles; C058949:1,3,4-thiadiazole
(1)H NMR; (1)H nuclear magnetic resonance; (13)C NMR; (13)C nuclear magnetic resonance; Antiviral activity; C. mandshurica; Cytospora mandshurica; F. oxysporum; Fusarium oxysporum; G. zeae; Gibberella zeae; Heterocycle; IR; Synthesis; Thioether/sulfone; infra-red spectroscopy