sudachitin | 4281-28-1

• 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: sudachitin
• 英文别名: 5,7,4′-trihydroxy-6,8,3′-trimethoxyflavone；5,7,4'-trihydroxy-6,8,3'-trimethoxyflavone；demethoxysudachitin；menthocubanone；menthokubanone；5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-6,8-dimethoxy-chromen-4-one；5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxychromen-4-one
• CAS: 4281-28-1
• 化学式: C₁₈H₁₆O₈
• 分子量: 360.32
• InChiKey: XRHHDQSPFPQKMS-UHFFFAOYSA-N

物化性质

• 物理描述：
  Solid
• 熔点：
  241-243°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  sudachitin 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 potassium iodide 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 264.0h， 生成 sudachitin 4'-tetra-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  The Structure and Synthesis of Sudachiin A, a New Flavone Glucoside fromCitrus Sudachi

  摘要：

  从Citrus sudachi Hort.通过光谱和降解推断其结构为须达吉苷 4′-β-d-葡萄糖苷，并由须达吉苷 7-苄基醚和α-乙酰溴葡萄糖经多个步骤合成证实了这一结构。4′,5,7-Trihydroxy-3′,6,8-trimethoxyflavone 7-glucoside (sudachitin 7-β-d-glucoside) 也是从 Sideritis leucantha Cavanilles 中分离出来的，也是用类似的方法从胭脂树素和α-乙酰溴葡萄糖中合成的。

  DOI：

  10.1246/bcsj.55.2928
• 作为产物：
  描述：

  在 aluminum (III) chloride 、 氨 、 乙硫醇 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 sudachitin
  参考文献：
  名称：

  Concise synthesis of polymethoxyflavone sudachitin and its derivatives, and biological evaluations

  摘要：

  We accomplished a divergent synthesis of sudachitin (2), a polymethoxyflavone isolated from citrus fruits, and six derivatives from acetophenone 9, which was an intermediate in our previous synthesis of nobiletin (1). Compound 2 enhanced glucose-induced insulin secretion in INS-1D cells, but was less potent than 1. Compared with 1, compound 2 and two derivatives were more potent inhibitors of cAMP-specific phosphodiesterase. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2018.03.064

文献信息

• USE OF FLAVONE AND FLAVANONE DERIVATIVES IN PREPARATION OF SEDATIVE AND HYPNOTIC DRUGS
  申请人：Jin Yongri

  公开号：US20150196529A1

  公开（公告）日：2015-07-16

  Disclosed is a use of flavones derivatives and flavanone derivatives in preparation of sedative and hypnotic drugs.

  本发明揭示了在制备镇静催眠药物中使用黄酮衍生物和黄酮酮衍生物的用途。
• Three flavone glycosides from citrus sudachi
  作者：Tokunaru Horie、Masao Tsukayama、Toshihide Yamada、Iwao Miura、Mitsuru Nakayama

  DOI：10.1016/s0031-9422(00)84522-7

  日期：1986.1

  Abstract Three flavone glycosides, sudachiins B, C and D, were isolated from the green peel of Citrus sudachi . On the basis of UV, 1 H NMR and 13 C NMR spectral data sudachiins B and C were identified as sudachiin A 6″- (3-hydroxy-3-methyl)glutarateand 7- O -β-D-glucosyl sudachitin 6″-(3-hydroxy-3-methyl)glutarate, respectively. Sudachiin D was found to be a unique glycoside in which sudachiin A and

  摘要 从酸柑的绿色果皮中分离得到了三种黄酮苷，酸苷B、C、D。根据紫外、 1 H NMR 和 13 C NMR 光谱数据，sudachiins B 和C 被鉴定为sudachiin A 6″- (3-hydroxy-3-methyl)glutarate and 7-O -β-D-glucosyl sudachitin 6″- (3-羟基-3-甲基)戊二酸，分别。发现 Sudachiin D 是一种独特的糖苷，其中 sudachiin A 和 7-O -β-D-葡萄糖基sudachitin 在其 6" 位被 3-羟基-3-甲基戊二酸酯化。
• Sesquiterpene lactones of artemisia klotzchiana
  作者：Rachel Mata、Guillermo Delgado、Alfonso Romo De Vivar

  DOI：10.1016/s0031-9422(00)81057-2

  日期：1985.1

  Abstract Six sesquiterpene lactones and two flavones were isolated and characterized from Artemisia klotzchiana. These included chrysartemin A, matricarin, desacetyl matricarin, ridentin, hanphyllin, jaceosidin, sudatichin and the new guaianolide chloroklotzchin, which is a halogenated lactone. The X-ray structure of hanphyllin is reported.

  摘要 从青蒿中分离并表征了六种倍半萜内酯和两种黄酮。这些包括金黄素 A、母菊素、去乙酰母菊素、ridentin、hanphyllin、jaceosidin、sudatichin 和新的愈创木酚内酯 chloroklotzchin，它是一种卤代内酯。报道了hanphyllin的X射线结构。
• MEDICINAL COMPOSITION INCLUDING SUNFLOWER EXTRACT, PREPARATIVE METHOD AND USE THEREOF
  申请人：Ling, Peixue

  公开号：EP2520305A1

  公开（公告）日：2012-11-07

  A pharmaceutical composition containing sunflower extract comprises the extract of total flavonoids from leaves, heads or stems of sunflower (Helianthus annuus L.), in which the content of total flavonoids is 50-90%. Preferably, the pharmaceutical composition comprises the extract of total terpenes and/or the extract of total organic acids. The pharmaceutical composition is used as an active ingredient in manufacture of foods, functional foods or medicaments for preventing or treating hypertension.

  含有向日葵提取物的药物组合物包括向日葵（Helianthus annuus L.）叶、头或茎的总黄酮提取物，其中总黄酮的含量为 50-90%。最好，药物组合物包含总萜类提取物和/或总有机酸提取物。该药物组合物可作为活性成分用于生产食品、功能性食品或预防或治疗高血压的药物。
• Studies on physiologically active substances in citrus peel. Part VIII. Structure and hypotensive effect of flavonoid glycosides in sudachi peelings. II.
  作者：Hiroyasu KUMAMOTO、Yoshiharu MATSUBARA、Yoshitomi IIZUKA、Kozo OKAMOTO、Katsumi YOKOI

  DOI：10.1271/bbb1961.49.2797

  日期：——