龙吉甙元 | 465-94-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 龙吉甙元
• 英文名称: longispinogenin
• 英文别名: olean-12-ene-3β,16β,28-triol；3β,16β,28-trihydroxyolean-12-ene；(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8-diol
• CAS: 465-94-1
• 化学式: C₃₀H₅₀O₃
• 分子量: 458.725
• InChiKey: YHGVYECWZWIVJC-MZGFOBBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  龙吉甙元 生成 28-nor-methylolean-12-ene-3,16-dione
  参考文献：
  名称：

  Pyrek,J.S., Polish Journal of Chemistry, 1979, vol. 53, p. 2465 - 2490

  摘要：

  DOI：
• 作为产物：
  描述：

  3,16-Dioxo-Δ¹²-oleanensaeure-(28)-methylester 在 甲醇 、 氨 、 lithium 作用下， 生成 龙吉甙元
  参考文献：
  名称：

  Steroids. LIV.¹ Synthesis of 19-Nov-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone²

  摘要：

  DOI：

  10.1021/ja01645a010

文献信息

• Antisweet Natural Products. XII. Structures of Sitakisosides XI-XX from Stephanotis lutchuensis KOIDZ. var. japonica.
  作者：Kazuko YOSHIKAWA、Aki MIZUTANI、Yukiko KAN、Shigenobu ARIHARA

  DOI：10.1248/cpb.45.62

  日期：——

  From the fresh stem of Stephanotis lutchuensis var. japonica, ten new oleanane-type triterpenoid glycosides, named sitakisosides XI-XX (1-10), were isolated. Their structures were determined on the basis of spectroscopic data and chemical evidence. The results show that all have a 3-O-β-D-xylopyranosyl(1→6)-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl moiety and the aglycones of sitakisosides XI-XV, XVI and XVII, XVIII and XIX, and XX are sitakisogenin, chichipegenin, marsglobiferin and longispinogenin, respectively. Sitakisosides XI-XIII, XVI and XVIII, having an acyl group, showed antisweet activity.

  从新鲜茎的Stephanotis lutchuensis变种japonica中分离出十种新的齐墩果烷型三萜糖苷，命名为sitakisosides XI-XX（1-10）。根据光谱数据和化学证据确定了它们的结构。结果表明，它们都具有3-O-β-D-木糖吡喃糖基（1→6）-β-D-葡萄糖吡喃糖基（1→6）-β-D-葡萄糖吡喃糖基部分，而sitakisosides XI-XV、XVI和XVII、XVIII和XIX以及XX的糖苷部分分别是sitakisogenin、chichipegenin、marsglobiferin和longispinogenin。Sitakisosides XI-XIII、XVI和XVIII具有酰基，具有抗甜味活性。
• Antisweet Natural Products. XIV. Structures of Alternosides XI-XIX from Gymnema alternifolium.
  作者：Kazuko YOSHIKAWA、Kumiko TAKAHASHI、Koji MATSUCHIKA、Shigenobu ARIHARA、Hsen-Chang CHANG、Jen-Der WANG

  DOI：10.1248/cpb.47.1598

  日期：——

  From the fresh roots of Gymnema alternifolium, nine new oleanane-type triterpenoid glycosides, named alternosides XI-XIX (1-9), were isolated, together with two artificial compounds 10 and 11, and two known compounds, sitakisosides X (12) and XVII (13). Their structures were determined on the basis of spectroscopic data and chemical evidence. Compounds 1-3 are 3-O-glycosides of chichipegenin having a tigloyl group at C-22, 28 and 16, respectively. Compounds 4-7 are 3, 28-bis-O-glycosides of chichipegenin having a tigloyl group at C-22. Compounds 8 and 9 are 3, 28-bis-O-glycosides of longispinogenin. Compounds 1-7 having an acyl group showed antisweet activity.

  从新鲜的双叶马鞭草根中分离出9种新的齐墩果烷型三萜糖苷，命名为交替苷XI-XIX（1-9），以及两种人工化合物10和11，以及两种已知化合物，西塔基苷X（12）和XVII（13）。 它们的结构是根据光谱数据和化学证据确定的。 化合物1-3是齐墩果素3-O-糖苷，分别在C-22、28和16处具有一个丁酰基。 化合物4-7是齐墩果素3,28-双-O-糖苷，在C-22处具有一个丁酰基。 化合物8和9是长叶马鞭草素3,28-双-O-糖苷。 具有酰基的化合物1-7具有抗甜味活性。
• Pharmaceutical composition comprising extracts of Bupleurum with immunomodulating function
  申请人：Industrial Technology Research Institute

  公开号：EP2402020A1

  公开（公告）日：2012-01-04

  A pharmaceutical composition with an immunomodulating function is provided, including an extract of Bupleurum obtained by grinding the Bupleurum , adding the ground Bupleurum to a solvent and isolating the extract from the solvent, wherein the Bupleurum comprises Bupleurum krlovianum, Bupleurum longiradiatum, Bupleurum smithii, Bupleurum pusillum, Bupleurum longicaule, Bupleurum salicifolium, Bupleurum scorzonerifolium and Bupleurums with at least one of the nucleotide sequences selected from a group consisting of SEQ ID NOs. 1~6 and a nucleotide sequence with no more than 1% of the nucleotide sequence divergences of SEQ ID NOs. 1-6, or combinations thereof.

  本发明提供了一种具有免疫调节功能的药物组合物，包括通过研磨柴胡、将研磨后的柴胡加入溶剂中并从溶剂中分离出提取物而得到的柴胡提取物，其中柴胡包括 Bupleurum krlovianum、Bupleurum longiradiatum、Bupleurum smithii、Bupleurum pusillum、Bupleurum longicaule、Bupleurum salifolium、Bupleurum longiradiatum、 Bupleurum smithii、 Bupleurum pusillum、 Bupleurum longicaule、 Bupleurum salicifolium、 Bupleurum scorzonerifolium 和至少有一个核苷酸序列选自 SEQ ID NOs.1~6 所组成的组中的至少一种核苷酸序列，且其核苷酸序列差异不超过 SEQ ID NO.1-6 的核苷酸序列或其组合。
• Pharmaceutical composition for treating or releiving inflammatory bowel disease
  申请人：Industrial Technology Research Institute

  公开号：EP2402021A1

  公开（公告）日：2012-01-04

  A pharmaceutical composition for treating or relieving inflammatory bowel disease (IBD) is provided. The pharmaceutical composition includes an extract of Bupleurum as an active ingredient, in which the Bupleurum is selected from the group consisting of Bupleurum krylovianum, Bupleurum chinense, Bupleurum commelynoideum, Bupleurum scorzonerifolium, Bupleurum triradiatum, Bupleurum falcatum, Bupleurum kaoi and a combination thereof.

  提供了一种用于治疗或缓解炎症性肠病（IBD）的药物组合物。该药物组合物包括作为活性成分的柴胡提取物，其中柴胡选自以下组成的组别：Bupleurum krylovianum、Bupleurum chinense、Bupleurum commelynoideum、Bupleurum scorzonerifolium、Bupleurum triradiatum、Bupleurum falcatum、Bupleurum kaoi 及其组合。
• Terpenoids. XVI.¹ The Constitution of the Cactus Triterpene Cochalic Acid. Partial Reductions of Methyl Diketoechinocystate²
  作者：Carl Djerassi、G. H. Thomas、H. Monsimer

  DOI：10.1021/ja01618a047

  日期：1955.7