5,8-二羟基-2-(2-苯乙基)色酮 | 69809-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 5,8-二羟基-2-(2-苯乙基)色酮
• 英文名称: 5,8-dihydroxy-2-(2-phenylethyl)chromone
• 英文别名: 5,8-dihydroxy-2-(2-phenylethyl)chromen-4-one
• CAS: 69809-24-1
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: NKMJZJDVLMDPGO-UHFFFAOYSA-N

物化性质

• 沸点：
  509.2±50.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,8-二羟基-2-(2-苯乙基)色酮 生成 Acetic acid 5-hydroxy-4-oxo-2-phenethyl-4H-chromen-8-yl ester
  参考文献：
  名称：

  IWAGOE, KIYOSHI;KONISHI, TENJI;KIYOSAWA, SHIU;SHIMADA, YASUO;MIYAHARA, KA+, CHEM. AND PHARM. BULL., 36,(1988) N 7, C. 2417-2422

  摘要：

  DOI：

文献信息

• [EN] 2-SUBSTITUTED-5-HYDROXY-4H-CHROMEN-4-ONES AS NOVEL LIGANDS FOR THE SEROTONIN RECEPTOR 2B (5-HT2B)<br/>[FR] 5-HYDROXY-4 H-CHROMÈNE-4-ONES SUBSTITUÉS EN 2 COMME NOUVEAUX LIGANDS POUR LE RÉCEPTEUR DE LA SÉROTONINE 2B (5-HT2B)
  申请人：UNIV VIRGINIA COMMONWEALTH

  公开号：WO2015116460A1

  公开（公告）日：2015-08-06

  A family of compounds which function as selective ligands for the serotonin receptor 2B (5-HT2B) is identified. Some of the compounds are synthetic non-natural ligands which have a relatively strong interaction with 5-HT2B compared to naturally occurring compounds (some of which are identified for the first time herein as ligands for 5-HT2B). Because the compounds, both naturally occurring and synthetically produced, function as ligands for 5-HT2B they will have application in, for example, the treatment and/or prevention of nervous system disorders such as Alzheimer's disease.

  已鉴定出一类化合物家族，其作为选择性血清素受体2B（5-HT2B）的配体。其中一些化合物是合成的非天然配体，与天然存在的化合物相比，它们与5-HT2B有相对较强的相互作用（其中一些在此处首次被确认为5-HT2B的配体）。由于这些化合物，无论是天然存在的还是合成的，都作为5-HT2B的配体，它们将在治疗和/或预防神经系统疾病如阿尔茨海默病等方面发挥作用。
• Enzymatic biosynthesis of novel 2-(2-phenylethyl)chromone glycosides catalyzed by UDP-glycosyltransferase UGT71BD1
  作者：Yingxia Wang、Wenqian Huang、Weisheng Tian、Ting Mo、Yaru Yan、Xiaoxue Cui、Xiao Liu

  DOI：10.1016/j.bbrc.2023.05.128

  日期：2023.9

  structural modification method to improve compounds’ druggability. However, PEC glycosides were rarely reported in nature which largely limited their further medicinal investigations and applications. In this study, the enzymatic glycosylation of four naturally separated PECs 1−4 was achieved using a promiscuous glycosyltransferase UGT71BD1 identified from Cistanche tubulosa. It could accept UDP-Glucose, U

  2-(2-苯乙基)色酮(PECs)是沉香的主要生物活性成分，具有多种药用活性。糖基化是一种有效的结构修饰方法，可提高化合物的成药性。然而，PEC苷在自然界中的报道很少，这在很大程度上限制了其进一步的医学研究和应用。在这项研究中，使用从管花肉苁蓉中鉴定出的混杂糖基转移酶 UGT71BD1 实现了四种自然分离的 PEC 1 – 4的酶促糖基化。它可以接受UDP-葡萄糖、UDP- N-乙酰氨基葡萄糖和UDP-木糖作为糖供体，并对1进行相应的O-糖基化。− 4具有高转换效率。三个O-葡萄糖基化产物1a (5-羟基-2-(2-苯乙基)色酮 8- O - β -D-吡喃葡萄糖苷), 2a (8-氯-2-(2-苯乙基)色酮 6- O - β -制备了D-吡喃葡萄糖苷）和3a（2-（2-苯乙基）色酮 6- O - β -D-吡喃葡萄糖苷），并根据 NMR 光谱分析将其结构阐明为新型 PEC 葡萄糖苷。随后
• Studies on the agalwood (jinko). VII. Structures of phenylethylchromone derivatives AH7, AH8 and AH9.
  作者：KIYOSHI IWAGOE、TENJI KONISHI、SHIU KIYOSAWA、YASUO SHIMADA、KAZUMOTO MIYAHARA、TOSHIO KAWASAKI

  DOI：10.1248/cpb.36.2417

  日期：——

  Three new phenylethylchromone derivatives, tentatively named AH7, AH8 and AH9, were isolated from acetone and pyridine extracts of agalwood (jinko) from Kalimantan. AH7 from the pyridine extract was characterized as 5, 8-dihydroxy-2-(2-phenylethyl)chromone, and AH8 from the acetone extract was elucidated to be 6, 7-dimethoxy-2-[2-(4-methoxyphenyl)chromone. AH9, acetylated in order to separate it from the mixture, was concluded to be (5S, 6S, 7R)-5a', 6a, 7a-triacetoxy-2-[2-(2-acetoxyphenyl)ethyl]-5, 6, 7, 8, 8-pentahydrochromone on the basis of the proton nuclear magnetic resonance (1H-NMR) spectrum, dihedral angle and circular dichroism (CD) spectral data.
• 2-SUBSTITUTED-5-HYDROXY-4H-CHROMEN-4-ONES AS NOVEL LIGANDS FOR THE SEROTONIN RECEPTOR 2B (5-HT2B)
  申请人：VIRGINIA COMMONWEALTH UNIVERSITY

  公开号：US20170029399A1

  公开（公告）日：2017-02-02

  A family of compounds which function as selective ligands for the serotonin receptor 2B (5-HT 2B ) is identified. Some of the compounds are synthetic non-natural ligands which have a relatively strong interaction with 5-HT2B compared to naturally occurring compounds (some of which are identified for the first time herein as ligands for 5-HT 2B ). Because the compounds, both naturally occurring and synthetically produced, function as ligands for 5-HT 2B they will have application in, for example, the treatment and/or prevention of nervous system disorders such as Alzheimer's disease.
• US9884836B2
  申请人：——

  公开号：US9884836B2

  公开（公告）日：2018-02-06