euglobal G1 | 130304-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: euglobal G1
• 英文别名: euglobal-G1；(1R,2S,11R,13S)-6,8-dihydroxy-2,14,14-trimethyl-5-(3-methylbutanoyl)-3-oxatetracyclo[11.1.1.02,11.04,9]pentadeca-4,6,8-triene-7-carbaldehyde
• CAS: 130304-62-0
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: SFBXDLHLJDQOFR-UTNBYVNNSA-N

物化性质

• 沸点：
  511.8±50.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二-(异丙氧基)苯酚 在 镍 三氟化硼乙醚 、 四氯化钛 、 四乙基对甲苯磺酸铵 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 硝基甲烷 、 乙醇 、 二氯甲烷 为溶剂， 反应 56.58h， 生成 euglobal G1
  参考文献：
  名称：

  Electrochemical synthesis of euglobal-G1, -G2, -G3, -G4, -T1 and -IIc

  摘要：

  通过电化学方法合成了六种天然尤格洛布林。关键步骤是在聚四氟乙烯纤维涂层电极表面，现场生成的喹诺甲烷与萜类化合物进行环加成反应，以2,3-二氯-5,6-二氰基对苯二酚（DDQH2）作为氧化还原介质，得到天然产物。在该反应体系中，通过对甲酚衍生物的选择性氧化，高效地完成了不稳定喹诺甲烷的仿生生成和环加成反应。

  DOI：

  10.1039/a802306i

文献信息

• Plants extracts for use in brain modulation
  申请人：InterMed Discovery GmbH

  公开号：EP1939166A1

  公开（公告）日：2008-07-02

  Compounds obtainable from plants, e.g. of the genus Eucalyptus, or from microorganisms are shown to be useful as CNS activity modulators useful e.g. in the treatment of depression, for lifting mood and/or for increasing behavioural initiative and the like. This use and related aspects form embodiments of the invention. Also compounds as such are presented. The compounds useful are acylphloroglucine derivatives of the formula I, wherein the substituents are as defined in the description.

  从植物（如桉树属）或微生物中提取的化合物可用作中枢神经系统活性调节剂，例如用于治疗抑郁症、改善情绪和/或提高行为主动性等。这种用途和相关方面构成了本发明的实施例。此外，还介绍了本发明的化合物。 有用的化合物是式 I 的酰基氯葡萄糖衍生物、 其中的取代基如描述中所定义。
• Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues
  作者：Sandip B. Bharate、Kamlesh K. Bhutani、Shabana I. Khan、Babu L. Tekwani、Melissa R. Jacob、Ikhlas A. Khan、Inder Pal Singh

  DOI：10.1016/j.bmc.2005.10.027

  日期：2006.3

  In the present communication, naturally occurring phloroglucinol-monoterpene adducts, euglobals G1-G4 (3b/a and 4a/b) and 16 new analogues (13a/b-18a/b and 19-22) were synthesized by biomimetic approach. These synthetic compounds differ from natural euglobals in the nature of monoterpene and acyl functionality. All of these compounds were evaluated for their antibacterial, antifungal, antileishmanial and antimalarial activities. Analogue 17b possessed good antibacterial activity against methicillin-resistant Staphylococcus aureus, while analogues 19-22 possessed potent antifungal activity against Candida glabrata with IC(50)s ranging from 1.5 to 2.5 mu g/mL. Euglobals along with all synthesized analogues exhibited antileishmanial activity. Amongst these, euglobal G2 (3a), G3 (4a) and analogues 13a and 14a showed potent antileishmanial activity with IC50s ranging from 2.8 to 3.9 mu g/mL. Analogue 16a possessed antimalarial activity against chloroquine sensitive D6 clone of Plasmodium falciparum. None of the compounds showed toxicity against mammalian kidney fibroblasts (vero cells) upto the concentration of 4.76 mu g/ml. (c) 2005 Elsevier Ltd. All rights reserved.
• PLANTS EXTRACTS FOR USE IN BRAIN MODULATION
  申请人：InterMed Discovery GmbH

  公开号：EP2061743A1

  公开（公告）日：2009-05-27
• PLANT EXTRACTS FOR USE IN BRAIN MODULATION
  申请人：Roemer Ernst

  公开号：US20120058172A1

  公开（公告）日：2012-03-08

  Compounds obtainable from plants, e.g. of the genus Eucalyptus, or from microorganisms are shown to be useful as CNS activity modulators useful e.g. in the treatment of depression, for lifting mood and/or for increasing behavioural initiative and the like. This use and related aspects form embodiments of the invention. Also compounds as such are presented. The compounds useful are acylphloroglucine derivatives of the formula I, wherein the substituents are as defined in the description.
• [EN] PLANTS EXTRACTS FOR USE IN BRAIN MODULATION<br/>[FR] EXTRAITS DE PLANTES POUR UNE UTILISATION DANS LA MODULATION CÉRÉBRALE
  申请人：INTERMED DISCOVERY GMBH

  公开号：WO2008074420A1

  公开（公告）日：2008-06-26

  [EN] Compounds obtainable from plants, e.g. of the genus Eucalyptus, or from microorganisms are shown to be useful as CNS activity modulators useful e.g. in the treatment of depression, for lifting mood and/or for increasing behavioural initiative and the like. This use and related aspects form embodiments of the invention. Also compounds as such are presented. The compounds useful are acylphloroglucine derivatives of the formula (I) wherein the substituents are as defined in the description.
  [FR] La présente invention concerne des composés que l'on peut obtenir à partir de plantes, par exemple du genre Eucalyptus, ou à partir de microorganismes. Il s'est avéré que ceux-ci sont utiles comme modulateurs de l'activité du SNC utiles par exemple dans le traitement de la dépression, pour améliorer l'humeur et/ou pour augmenter l'initiative comportementale et équivalents. Cette utilisation et les aspects relatifs forment les modes de réalisation de l'invention. Ainsi des composés tels que ceux-ci sont présentés. Les composés utiles sont des dérivés de l'acylphloroglucine de formule (I) dans lesquels les substituants sont tels que définis dans la description.