succedaneaflavanone | 57291-00-6

• 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: succedaneaflavanone
• 英文别名: 5,7,5',7'-tetrahydroxy-2,2'-bis-(4-hydroxy-phenyl)-2,3,2',3'-tetrahydro-[6,6']bichromenyl-4,4'-dione；6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chroman-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one；6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 57291-00-6
• 化学式: C₃₀H₂₂O₁₀
• 分子量: 542.499
• InChiKey: LJHQEYHSSFSFCF-UHFFFAOYSA-N

物化性质

• 熔点：
  318-322 °C
• 沸点：
  921.4±65.0 °C(Predicted)
• 密度：
  1.584±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  40
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  174
• 氢给体数：
  6
• 氢受体数：
  10

文献信息

• Amentoflavone as an antiviral agent
  申请人：Advanced Life Sciences Inc.

  公开号：EP1245230A2

  公开（公告）日：2002-10-02

  Substantially purified antiviral biflavanoids robustaflavone, hinokiflavone, amentoflavone, agathisflavone, volkensiflavone, morelloflavone, rhusflavanone, succedaneaflavanone, GB-1a and GB-2a are provided. Antiviral fiflavanoid derivatives and salt forms thereof, e.g. robustaflavone tetrasulfate potassium salt, and methods for preparing the same are also disclosed. Pharmaceutical compositions which include the antiviral biflavanoids, derivatives or salts thereof are also provided. Also disclosed is an improved method for obtaining substantially pure robustaflavone from plant material. The biflavanoid compounds, derivatives or salts thereof of the invention may be used in a method for treating and/or preventing viral infections caused by viral agents such as influenza, e.g. influenza A and B; hepatitis, e.g. hepatitis B; human immunodeficiency virus, e.g. HIV-1; Herpes viruses (HSV-1 and HSV-2); Varicella Zoster virus (VZV); and measles.

  本研究提供了实质上纯化的抗病毒双黄酮类化合物--强力黄酮、桧黄酮、芒果黄酮、芒果黄酮、伏肯黄酮、麦卢黄酮、胡黄酮、琥珀黄酮、GB-1a 和 GB-2a。此外，还公开了抗病毒的五黄烷衍生物及其盐形式，例如强力黄酮四硫酸钾盐，以及制备方法。还提供了包括抗病毒双黄烷、衍生物或其盐的药物组合物。此外，还公开了一种从植物材料中获得高纯度强力黄酮的改进方法。本发明的双黄烷化合物、衍生物或其盐类可用于治疗和/或预防由病毒病原体引起的病毒感染，如流感，如甲型和乙型流感；肝炎，如乙型肝炎；人类免疫缺陷病毒，如 HIV-1；疱疹病毒（HSV-1 和 HSV-2）；水痘带状疱疹病毒（VZV）；以及麻疹。
• Biflavanoids and derivatives thereof as antiviral agents
  申请人：Advanced Life Sciences, Inc.

  公开号：US20020068757A1

  公开（公告）日：2002-06-06

  Substantially purified antiviral biflavanoids robustaflavone, hinokiflavone, amentoflavone, agathisflavone, volkensiflavone, morelloflavone, rhusflavanone, succedaneaflavanone, GB-1a, and GB-2a are provided. Antiviral biflavanoid derivatives and salt forms thereof, e.g., robustaflavone tetrasulfate potassium salt, and methods for preparing the same are also disclosed. Pharmaceutical compositions which include the antiviral biflavanoids, derivatives or salts thereof are also provided alone or in combination with at least one antiviral agent such as 3TC. Also disclosed is an improved method for obtaining substantially pure robustaflavone from plant material. The biflavanoid compounds, derivatives or salts thereof of the invention may be used in a method for treating and/or preventing viral infections caused by viral agents such as influenza, e.g., influenza A and B; hepatitis, e.g., hepatitis B; human immunodeficiency virus, e.g., HIV-1; Herpes viruses (HSV-1 and HSV-2); Varicella Zoster virus (VZV); and measles. For instance, semi-synthetic hexa-O-acetate and hexa-O-methyl ether derivatives of robustaflavone have been found to be effective in a method for treating or preventing hepatitis B viral infections. Compositions which include these robustaflavone derivatives along with methods for preparing and using the same are also provided. These compositions may be used alone or in combination with at least one antiviral agent such as 3TC.

  本研究提供了实质上纯化的抗病毒双黄酮类物质--强力黄酮、桧黄酮、芒果黄酮、茄黄酮、伏肯黄酮、更萝黄酮、胡黄酮、琥珀黄酮、GB-1a 和 GB-2a。此外，还公开了抗病毒双黄烷衍生物及其盐形式，例如强力黄酮四硫酸钾盐，以及制备方法。还提供了包括抗病毒双黄酮类化合物、衍生物或其盐类的药物组合物，这些药物组合物可单独使用，也可与至少一种抗病毒药物如 3TC 结合使用。此外，还公开了一种从植物材料中获得高纯度强力黄酮的改进方法。本发明的双黄烷化合物、衍生物或其盐类可用于治疗和/或预防由病毒病原体引起的病毒感染，如流感，如甲型和乙型流感；肝炎，如乙型肝炎；人类免疫缺陷病毒，如HIV-1；疱疹病毒（HSV-1和HSV-2）；水痘带状疱疹病毒（VZV）；以及麻疹。例如，在治疗或预防乙型肝炎病毒感染的方法中，发现了半合成的六-O-乙酸酯和六-O-甲醚衍生物强力黄酮。此外，还提供了包括这些强力黄酮衍生物的组合物以及制备和使用这些组合物的方法。这些组合物可单独使用，也可与至少一种抗病毒药物如 3TC 结合使用。
• 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
• [EN] ANTI-MYCOBACTERIUM COMPOSITIONS AND METHODS OF PREPARING AND USING SAME<br/>[FR] COMPOSITIONS ANTI-MYCOBACTERIUM, PROCEDES DE PREPARATION ET D'UTILISATION ASSOCIES
  申请人：ADVANCED LIFE SCIENCES INC

  公开号：WO2001021164A2

  公开（公告）日：2001-03-29

  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 νg/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 νM.

  本发明涉及用于预防或治疗分枝杆菌感染的化合物、组合物及方法。所述化合物包括天然存在的和合成的双黄酮、黄酮、查尔酮以及类似查尔酮的化合物。这些化合物经过筛选以确定其抗分枝杆菌活性。在显示出抗分枝杆菌活性的化合物中，有八种被鉴定为特别有效，能够在12.5 µg/mL的浓度下抑制结核杆菌(Mtb)生长超过90%。这些优选化合物的实际最小抑菌浓度(MIC)，即能够抑制99%菌悬液生长的最低浓度，范围为6.8至48.3 µM。
• BIFLAVANOIDS AND DERIVATIVES THEREOF AS ANTIVIRAL AGENTS
  申请人：MEDICHEM RESEARCH, INC.

  公开号：EP0833631A1

  公开（公告）日：1998-04-08