5-hydroxy-3-sulfamide-4'-methoxy-6'',6''-dimethyl-4'',5''-dihydropyrano[2'',3'':7,8]-flavone | 1186604-08-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5-hydroxy-3-sulfamide-4'-methoxy-6'',6''-dimethyl-4'',5''-dihydropyrano[2'',3'':7,8]-flavone
• 英文别名: [5-Hydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-4-oxo-9,10-dihydropyrano[2,3-h]chromen-3-yl] sulfamate
• CAS: 1186604-08-9
• 化学式: C₂₁H₂₁NO₈S
• 分子量: 447.466
• InChiKey: LCMDCNFZGCEBKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  淫羊藿苷元 在 甲酸 、 氯磺酰异氰酸酯 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 17.47h， 生成 5-hydroxy-3-sulfamide-4'-methoxy-6'',6''-dimethyl-4'',5''-dihydropyrano[2'',3'':7,8]-flavone
  参考文献：
  名称：

  Synthesis and antimultidrug resistance evaluation of icariin and its derivatives

  摘要：

  A series of icariin derivatives were synthesized. Their multidrug resistance (MDR) reversal activities were evaluated by MTT assay and the results indicated that the derivatives were the potent modulators of MDR. It was showed that the derivatives significantly increased the intracellular accumulation of ADR in MCF-7/ADR cells compared with drug sensitive MCF-7 cells. The results of bi-directional assay and reverse transcription polymerase chain reaction (RT-PCR) assay showed that the derivatives had high inhibitory activity against P-gp efflux function and significantly down-regulated on the expression of P-gp. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.103

文献信息

• Synthesis and antimultidrug resistance evaluation of icariin and its derivatives
  作者：Dong-Fang Liu、Yan-Ping Li、Tian-Miao Ou、Shi-Liang Huang、Lian-Quan Gu、Min Huang、Zhi-Shu Huang

  DOI：10.1016/j.bmcl.2009.05.103

  日期：2009.8

  A series of icariin derivatives were synthesized. Their multidrug resistance (MDR) reversal activities were evaluated by MTT assay and the results indicated that the derivatives were the potent modulators of MDR. It was showed that the derivatives significantly increased the intracellular accumulation of ADR in MCF-7/ADR cells compared with drug sensitive MCF-7 cells. The results of bi-directional assay and reverse transcription polymerase chain reaction (RT-PCR) assay showed that the derivatives had high inhibitory activity against P-gp efflux function and significantly down-regulated on the expression of P-gp. (C) 2009 Elsevier Ltd. All rights reserved.