5,7-二羟基-3’,4’,5’-三甲氧基黄烷酮 | 62252-10-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 5,7-二羟基-3’,4’,5’-三甲氧基黄烷酮
• 中文别名: 5,7-DIHYDROXY-3′,4′,5′-TRIMETHOXYFLAVANONE5,7-二羟基-3',4',5'-三甲氧基黄烷酮；5,7-二羟基-3',4',5'-三甲氧基黄烷酮
• 英文名称: 5,7-dihydroxy-3',4',5'-trimethylhydroxyflavone
• 英文别名: 5,7-dihydroxy-3',4',5'-trimethoxyflavanone；5,7-dihydroxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-one；5,7-Dihydroxy-2-(3,4,5-trimethoxy-phenyl)-chroman-4-on；5,7-Dihydroxy-3',4',5'-trimethoxy-flavanon；5,7-dihydroxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 62252-10-2
• 化学式: C₁₈H₁₈O₇
• 分子量: 346.337
• InChiKey: CTALFFOVOLJORS-UHFFFAOYSA-N

物化性质

• 熔点：
  227-230°C
• LogP：
  3.370 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  5,7-二羟基-3’,4’,5’-三甲氧基黄烷酮 、 2,3,4-三-O-乙酰基-α-D-木吡喃糖苷溴 在 盐酸 、 lithium 作用下， 生成 7-O-xylosyl-4'-O-methyltricin
  参考文献：
  名称：

  通过合成鉴定天然三黄酮衍生的 C-糖苷

  摘要：

  摘要 5,7-二羟基-3',4',5'-三甲氧基黄酮的C-糖基化与乙酰溴-α-d-葡萄糖、-α-d-半乳糖、-α-d-木糖、-β- l-阿拉伯糖和-αt-L-鼠李糖。分离并全甲基化各自的 6-C-糖苷和 6, 8-二-C-糖苷（半乳糖除外）。MS 和 TLC 比较证实了五种天然三糖苷衍生的 C-糖苷的拟议结构。

  DOI：

  10.1016/0031-9422(83)80167-8
• 作为产物：
  描述：

  在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 以57 %的产率得到5,7-二羟基-3’,4’,5’-三甲氧基黄烷酮
  参考文献：
  名称：

  10.1002/cmdc.202400056

  摘要：

  Neuroinflammation is an inflammatory immune response that arises in the central nervous system. It is one of the primary causes of neurodegenerative diseases, such as Alzheimer’s disease and Parkinson’s disease. Phloroglucinol (PG) is a natural product contained in extracts of plant, algae and microbe and has been reported to have antioxidant and anti‐inflammatory properties. In this study, we synthesized PG derivatives to enhance their antioxidant and anti‐inflammatory activity. Among PG derivatives, 6a suppressed pro‐oxidative and inflammatory molecule nitric oxide (NO) production more effectively than PG. Moreover, 6a dose‐dependently reduced the expression of proinflammatory cytokines such as IL‐6, IL‐1β, TNF‐α, and NO producing enzyme iNOS in lipopolysaccharide (LPS)‐stimulated BV‐2 microglial cells. Additionally, we confirmed that 6a alleviated cognitive impairment and glial activation in mouse model of LPS‐induced neuroinflammation. These findings suggest that novel PG derivative, 6a, is a potential treatment for neurodegenerative diseases.

  DOI：

  10.1002/cmdc.202400056

文献信息

• Methods For Treating Wounds
  申请人：Kimberly-Clark Worldwide, Inc.

  公开号：US20030125264A1

  公开（公告）日：2003-07-03

  Pharmaceutical compositions, and methods of using the same, are provided utilizing effective amounts of one or more flavones, flavonols, flavanones, isoflavanones and isoflavones to increase cell proliferation in various tissues and cell lines. As examples, the composition and methods of the present invention can be used to increase proliferation of fibroblast cells and, more particularly, in the treatment of wounds as well as strengthening of the skin.

  本发明提供了利用有效量的一种或多种黄酮、黄酮醇、黄烷酮、异黄烷酮和异黄酮来增加各种组织和细胞系的细胞增殖的药物组合物及其使用方法。举例来说，本发明的组合物和方法可用于增加成纤维细胞的增殖，特别是用于治疗伤口和强化皮肤。
• Shinoda et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1931, vol. 51, p. 249,252; dtsch. Ref. S. 23
  作者：Shinoda et al.

  DOI：——

  日期：——
• Compounds exhibiting efflux inhibitor activity and composition and uses thereof
  申请人：Wempe Fitzpatrick Michael

  公开号：US20070254859A1

  公开（公告）日：2007-11-01

  At least one compound chosen from compounds of Formula I: a pharmaceutically acceptable salt or ester thereof, a solvate thereof, a chelate thereof, a non-covalent complex thereof, a prodrug thereof, and mixtures of any of the foregoing, wherein: n is a number from 1 to 900, wherein the individual units may be the same or different; W is chosen from alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl; each of R 2 , R 3 , R 4 and R 5 is independently chosen from —H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl; Z′ is chosen from —O—, —N—, —NO—, —NR 4 —, —S—, —SO— and —SO 2 —, wherein R 4 is defined as above; each of X, X′, Y and Z is independently chosen from —CR 4 R 5 —, —NH—, —NR 4 —, —NO—, —O—, —NOR 4 —, —S—, —SO—, —SO 2 —, wherein R 4 and R 5 are defined as above; R 1 is chosen from a tocopherol, a steroid and a flavonoid; and R 6 is chosen from any R 1 , alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, aralkyl and substituted aralkyl.
• NOX INHIBITOR AND NFkB INHIBITOR CONTAINING METHOXYFLAVONE
  申请人：SUNTORY HOLDINGS LIMITED

  公开号：US20170071902A1

  公开（公告）日：2017-03-16

  The present invention aims at providing NOX inhibitors and NFκB inhibitors having superior actions, as well as agents for preventing or treating NOX- or NFκB-associated diseases that utilize such inhibitors. To this end, specified methoxyflavones are employed.
• [EN] COMPOSITIONS AND METHODS FOR INCREASING CELL PROLIFERATION COMPRISING A FLAVONOID<br/>[FR] COMPOSITIONS ET METHODES D'AUGMENTATION DE LA PROLIFERATION CELLULAIRE CONTENANT UN FLAVONOIDE
  申请人：KIMBERLY CLARK CO

  公开号：WO2003057210A1

  公开（公告）日：2003-07-17

  Pharmaceutical compositions, and methods of using the same, are provided utilizing effective amounts of one or more flavones, flavonols, flavanones, isoflavanones and isoflavones to increase cell proliferation in various tissuesand cell lines. As examples, the composition and methods of the present invention can be used to increase proliferation of fibroblast cells and, more particularly, in the treatment of wounds as well as strengthening of the skin.

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