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学科主题: Biochemistry & Molecular Biology ; Chemistry
题名: Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines
作者: He Yao-Wu; Cao Ling-Hua; Zhang Jian-Bin; Wang Duo-Zhi; Aisa Haji Akber
关键词: Aryltetrazole ; Xylopyranosyl isothiocyanate ; Oxadiazole ; Thiadiazole ; Crystal structure ; Biological activity
刊名: CARBOHYDRATE RESEARCH
发表日期: 2011
DOI: 10.1016/j.carres.2011.01.010
卷: 346, 期:5, 页:551-559
收录类别: SCI
资助者: China National Founds for Distinguished Young Scientists 30925045; CAS/SAFEA; National Natural Science Foundation of China 20462006; Xinjiang Laboratory of Plant Resources and Natural Products Chemistry Key Lab of Autonomous Region
摘要: A series of new N'-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)thiocarbamoyl-2-(1-aryl-1H-tetrazol-5-yl) sulfanylacetohydrazides 5a-5e were synthesized rapidly in high yields from 2-(1-aryl-1H-tetrazol-5-ylsulfanyl)acetohydrazides 3a-3e and 2,3,4-tri-O-acetyl-beta-D-xylopyranosyl isothiocyanate 4, then 5a-5e were converted to a series of new 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-oxadiazole-2-amines 6a-6e and 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-thiadiazole-2-amines 7a-7e, respectively under mercuric acetate/alcohol system or acetic anhydride/phosphoric acid system, then deacetylated in the solution of CH(3)ONa/CH(3)OH. All of the novel compounds were characterized by IR. (1)H NMR, (13)C NMR, MS and elemental analysis. The structures of compounds 2e, 3e, 5a and 5c have been determined by X-ray diffraction analysis. Some of the synthesized compounds displayed PTP1B inhibition and microorganism inhibition.
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内容类型: 期刊论文
URI标识: http://ir.xjipc.cas.cn/handle/365002/2786
Appears in Collections:新疆维吾尔自治区植物资源化学重点实验室 _期刊论文

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作者单位: Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Chem Plant Resources Arid Reg, Urumqi 830011, Peoples R China;Xinjiang Univ, Coll Chem & Chem Engn, Urumqi 830046, Peoples R China;Xinjiang Univ, Phys & Chem Test Ctr, Urumqi 830046, Peoples R China;Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China

Recommended Citation:
He Yao-Wu,Cao Ling-Hua,Zhang Jian-Bin,et al. Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines[J]. CARBOHYDRATE RESEARCH,2011,346(5):551-559.
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文件名: synthesis and bioactivity of 5-(1-aryl-1h-tetrazol-5-ylsulfanylmethyl)-n- xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines.pdf
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