tajixanthone hydrate | 54622-51-4

• 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: tajixanthone hydrate
• 英文别名: Tajixanthonehydrate；(1R,2S)-8-[(2S)-2,3-dihydroxy-3-methylbutyl]-1,11-dihydroxy-5-methyl-2-prop-1-en-2-yl-2,3-dihydro-1H-pyrano[3,2-a]xanthen-12-one
• CAS: 54622-51-4
• 化学式: C₂₅H₂₈O₇
• 分子量: 440.493
• InChiKey: SLCCOTGLZNLRJS-DAESXHAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tajixanthone hydrate 在 hydroxylase 作用下， 生成
  参考文献：
  名称：

  New prenylxanthones, polyketide hemiterpenoid pigments from the endophytic fungus Emericella sp. XL029 and their anti-agricultural pathogenic fungal and antibacterial activities

  摘要：

  从植物内生真菌Emericella sp. XL029中分离出四种新的异戊烯基黄酮和五种已知化合物。生物测定表明，这些化合物对细菌和真菌菌株具有选择性的抑制活性。

  DOI：

  10.1039/c7ra04762b
• 作为产物：
  描述：

  tajixanthone hydrate-15-acetate 在 甲醇 、 potassium hydroxide 作用下， 反应 1.0h， 生成 tajixanthone hydrate
  参考文献：
  名称：

  Development of the Fluorescent Biosensor hCalmodulin (hCaM)L39C-monobromobimane(mBBr)/V91C-mBBr, a Novel Tool for Discovering New Calmodulin Inhibitors and Detecting Calcium

  摘要：

  A novel, sensible, and specific fluorescent biosensor of human calmodulin (hCaM), namely hCaM L39C-mBBr/V91C-mBBr, was constructed. The biosensor was useful for detecting ligands with opposing fluorescent signals, calcium ions (Ca(2+)) and CaM inhibitors in solution. Thus, the device was successfully applied to analyze the allosteric effect of Ca(2+) on trifluoroperazine (TFP) binding to CaM (Ca(2+) K(d) = 0.24 mu M +/- 0.03 with a stoichiometry 4.10 +/- 0.15; TFP K(d) similar to 5.74-0.53 mu M depending on the degree of saturation of Ca(2+), with a stoichiometry of 2:1). In addition, it was suitable for discovering additional xanthones (5, 6, and 8) with anti-CaM properties from the fungus Emericella 25379. The affinity of 1-5, 7, and 8 for the complex (Ca(2+))(4)-CaM was excellent because their experimental K(d)s were in the nM range (4-498 nM). Docking analysis predicted that 1-8 bind to CaM at sites I, III, and IV as does TFP.

  DOI：

  10.1021/jm200167g

文献信息

• Varioxiranols A–G and 19-<i>O</i>-Methyl-22-methoxypre-shamixanthone, PKS and Hybrid PKS-Derived Metabolites from a Sponge-Associated <i>Emericella variecolor</i> Fungus
  作者：Qi Wu、Chongming Wu、Hailin Long、Ran Chen、Dong Liu、Peter Proksch、Peng Guo、Wenhan Lin

  DOI：10.1021/acs.jnatprod.5b00578

  日期：2015.10.23

  Chemical examination of a sponge (Cinachyrella sp.)-associated Emericella variecolor fungus resulted in the isolation of seven new polyketide derivatives, namely, varioxiranols A–G (1–7), and a new hybrid PKS-isoprenoid metabolite, 19-O-methyl-22-methoxypre-shamixanthone (8), together with nine known analogues. Their structures were elucidated on the basis of extensive spectroscopic analyses, including

  海绵的化学检查（Cinachyrella属） -相关联的裸胞壳variEColor真菌，导致七个新聚酮衍生物的分离，即，varioxiranols A-G（1 - 7），以及一种新的混合PKS-类异戊二烯代谢物，19- ö -甲基22-甲氧基预混合蒽酮（8），以及九种已知的类似物。在广泛的光谱分析的基础上阐明了它们的结构，包括ECD效应，Mosher方法，X射线衍射和用于确定绝对构型的化学转化。首次发现瓦瑞拉诺醇F和G通过醚键将黄酮酮部分与苯甲醇连接，而5本质上是不寻常的。基于细胞的降脂试验表明，前混合蒽酮（12）对HepG2细胞中的脂质蓄积具有显着的抑制作用，而没有细胞毒性作用，伴随着总胆固醇和甘油三酯的有效降低。实时定量PCR表明，前混合蒽酮（12）介导脂质积累的减少，这与关键的脂肪生成转录因子SREBP-1c及其下游编码FAS和ACC的基因表达下调有关。
• Prenylxanthones and a Bicyclo[3.3.1]nona-2,6-diene Derivative from the Fungus <i>Emericella rugulosa</i>
  作者：Panawan Moosophon、Somdej Kanokmedhakul、Kwanjai Kanokmedhakul、Kasem Soytong

  DOI：10.1021/np800805f

  日期：2009.8.28

  Five new prenylxanthones, ruguloxanthones A-C (1-3), 14-methoxytajixanthone (4), and tajixanthone ethanoate (5), a new bicyclo[3.3.1]nona-2,6-diene derivative, rugulosone: (6), and seven known compounds, shamixanthone, tajixanthone, 14-methoxytajixanthone-25-acetate, tajixanthone hydrate, tajixanthone methanoate, isoemericellin, and ergosterol, were isolated from the fungus Emericella rugulosa. The structures of 1-6 were established using spectroscopic techniques. Compound 6 exhibited antimalarial and antimycobacterial activities, as well as cytotoxicity against three cancer cell lines.