1,4-bis(3,4-[6-(β-D-glucopyranosyl)hexyl-1H-[1,2,3]-triazol-4-methoxyphenyl])-2,3-dimethylbutane | 1266251-55-1

分子结构分类

有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷

中文名称

——

中文别名

——

英文名称

1,4-bis(3,4-[6-(β-D-glucopyranosyl)hexyl-1H-[1,2,3]-triazol-4-methoxyphenyl])-2,3-dimethylbutane

英文别名

(2R,3R,4S,5S,6R)-2-[6-[4-[[4-[(2S,3R)-4-[3,4-bis[[1-[6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexyl]triazol-4-yl]methoxy]phenyl]-2,3-dimethylbutyl]-2-[[1-[6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexyl]triazol-4-yl]methoxy]phenoxy]methyl]triazol-1-yl]hexoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1,4-bis(3,4-[6-(β-D-glucopyranosyl)hexyl-1H-[1,2,3]-triazol-4-methoxyphenyl])-2,3-dimethylbutane化学式

CAS

1266251-55-1

化学式

C₇₈H₁₂₂N₁₂O₂₈

mdl

——

分子量

1675.89

InChiKey

MUFWZAMNSBACQC-JFGZAKFQSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

-0.9
重原子数：

118
可旋转键数：

53
环数：

10.0
sp3杂化的碳原子比例：

0.74
拓扑面积：

557
氢给体数：

16
氢受体数：

36

反应信息

作为产物：

描述：

(6-azidohex-1-yl)-β-D-glucopyranoside 、 2,3-dimethyl-1,4-bis[3,4-(2-propynyloxyphenyl)]butane 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下，以乙醇、水为溶剂，反应 24.0h，以81%的产率得到1,4-bis(3,4-[6-(β-D-glucopyranosyl)hexyl-1H-[1,2,3]-triazol-4-methoxyphenyl])-2,3-dimethylbutane

参考文献：

名称：

Glycosylated nordihydroguaiaretic acids as anti-cancer agents

摘要：

Three perglycosylated nordihydroguaiaretic acids (NDGA) were synthesized through the Huiseng 1,3-dipolar cycloaddition reaction. These sugar-NDGA conjugates containing triazole-linkages possessed good solubility in water. NDGA-(triazol-galactose)(4) (12b) and NDGA-(triazol-glucose)(4) (12c) were found to act as inhibitors against human hepatocellular carcinoma Hep3B cells in culture. (c) 2010 Published by Elsevier Ltd.

DOI：

10.1016/j.bmcl.2010.10.137

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文献信息

Glycosylated nordihydroguaiaretic acids as anti-cancer agents

作者：Jih Ru Hwu、Chuan-I Hsu、Ming-Hua Hsu、Yu-Chuan Liang、Ru Chih C. Huang、Yuan C. Lee

DOI：10.1016/j.bmcl.2010.10.137

日期：2011.1

Three perglycosylated nordihydroguaiaretic acids (NDGA) were synthesized through the Huiseng 1,3-dipolar cycloaddition reaction. These sugar-NDGA conjugates containing triazole-linkages possessed good solubility in water. NDGA-(triazol-galactose)(4) (12b) and NDGA-(triazol-glucose)(4) (12c) were found to act as inhibitors against human hepatocellular carcinoma Hep3B cells in culture. (c) 2010 Published by Elsevier Ltd.

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