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Citation: YANG Rui-Sheng, HU Guo-Qiang, ZHANG Zhong-Quan, HUANG Wen-Long. Synthesis and Vascular Relaxing Activity of New Arecoline Analogues Containing Thiadiazole Sulfanylether[J]. Chinese Journal of Applied Chemistry, ;2007, 24(5): 499-502. shu

Synthesis and Vascular Relaxing Activity of New Arecoline Analogues Containing Thiadiazole Sulfanylether

1.
a Institute of Pharmacy, Henan University, Kaifeng 475004;
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b China Phamaceutical University, Nanjin;
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c Luzhou medical college, Luzhou

Corresponding author: HU Guo-Qiang,
Received Date: 22 June 2006
Available Online: 31 August 2006
Fund Project: 国家自然科学基金(30070861) (30070861)河南大学重点科研基金(04ZDZR009)资助项目 (04ZDZR009)

The title compounds were designed and synthesized by condensation of the intermediate of pyridinylthiadiazolyl-thiol 3 with various halides to pyridyl-substituted thiadiazole sulfanylethers (4a~4e),followed by the quaternization of compounds 4a~4e with methyl iodide to afford the corresponding methylpyridiniun salts (5a~5e),and reduction of compounds 5a~e with sodium borohydride to give a series of the corresponding target compounds 6a~6e containing the thiadiazole sulfanylether moiety at the 3-position of tetrahydropyridine ring.The structures of the synthesized compounds were characterized by IR,¹H NMR,MS spectra and element analysis.The in vitro vascular relaxing activity of target compounds 6a~6e were screened at the concentration 10 μmol/L,their vascular relaxing effects on isolated endothelial cells are 22%,32%,40%,46% and 8%,respectively,while arecoline as reference drug was 21% at the same conditions.
- arecoline derivative,
- tetrahydropyridine,
- thiadiazole,
- synthesis,
- vascular relaxing activity
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