6,6''-binarigenin hexamethylether | 57290-98-9

• 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: 6,6''-binarigenin hexamethylether
• 英文别名: Hexa-O-methyl-6,6''-binaringenin；5,7,5',7'-tetramethoxy-2,2'-bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[6,6']bichromenyl-4,4'-dione；6-[5,7-Dimethoxy-2-(4-methoxyphenyl)-4-oxo-chroman-6-yl]-5,7-dimethoxy-2-(4-methoxyphenyl)chroman-4-one；6-[5,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]-5,7-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 57290-98-9
• 化学式: C₃₆H₃₄O₁₀
• 分子量: 626.66
• InChiKey: ZYQVUMXYWDFVQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  46
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  4,4'-dihydroxy-3,3'-diacetyl-2,2',6,6'-tetramethoxybiphenyl 在 磷酸 作用下， 以 乙醇 为溶剂， 反应 504.0h， 生成 6,6''-binarigenin hexamethylether
  参考文献：
  名称：

  Biflavonoids as novel antituberculosis agents

  摘要：

  A series of naturally occurring and synthetic biflavonoids was evaluated for inhibitory activity against Mycobacterium tuberculosis H37Rv (Mtb). Compounds 6, 24, and 25 demonstrated 96, 95, and 87% inhibition. respectively. at a screening concentration of 12.5 mug/mL. The type of linkage and the presence of methoxy- and vitro-substituents in biflavonoids may contribute to the observed inhibitory activity. The results of this study represent the discovery of biflavonoids as a potential new class of antituberculosis agent. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00382-1

文献信息

• Anti-mycobacterium compositions and methods of preparing and using same
  申请人：Advanced Life Sciences, Inc.

  公开号：US20040147597A1

  公开（公告）日：2004-07-29

  The present invention relates to compounds, compositions and methods for the prevention or treatment of mycobacterium infections. The compounds are naturally occurring and synthetic biflavonoids, flavonoids, chalcones and chalcone like compounds. The compounds were screened for anti-mycobacterium activity. Of the compounds showing anti-mycobacterium activity, eight were identified as particularly potent, exhibiting greater than 90% inhibition of the growth of Mtb at a concentration of 12.5 Πg/mL. The actual minimum inhibitory concentrations (MIC), defined as the lowest concentration inhibiting 99% of the inoculum, for the preferred compounds ranged from 6.8 to 48.3 ΠM. 1

  本发明涉及预防或治疗分枝杆菌感染的化合物、组合物和方法。这些化合物是天然存在和合成的双黄酮类、黄酮类、查尔酮类和查尔酮类化合物。对这些化合物进行了抗分枝杆菌活性筛选。在显示出抗霉菌活性的化合物中，有 8 种被确定为特别有效，在浓度为 12.5 Πg/mL 时，对 Mtb 生长的抑制率超过 90%。优选化合物的实际最低抑菌浓度（MIC），即抑制接种体 99% 生长的最低浓度，介于 6.8 至 48.3 ΠM 之间。 1
• US6677350B1
  申请人：——

  公开号：US6677350B1

  公开（公告）日：2004-01-13
• Biflavonoids as novel antituberculosis agents
  作者：Yuh-Meei Lin、Michael T Flavin、Constance S Cassidy、Aye Mar、Fa-Ching Chen

  DOI：10.1016/s0960-894x(01)00382-1

  日期：2001.8

  A series of naturally occurring and synthetic biflavonoids was evaluated for inhibitory activity against Mycobacterium tuberculosis H37Rv (Mtb). Compounds 6, 24, and 25 demonstrated 96, 95, and 87% inhibition. respectively. at a screening concentration of 12.5 mug/mL. The type of linkage and the presence of methoxy- and vitro-substituents in biflavonoids may contribute to the observed inhibitory activity. The results of this study represent the discovery of biflavonoids as a potential new class of antituberculosis agent. (C) 2001 Elsevier Science Ltd. All rights reserved.