(25R)-antcin C | 1352173-38-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (25R)-antcin C
• 英文别名: (2R,6R)-6-[(4S,5S,7S,10S,13R,14R,17R)-7-hydroxy-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
• CAS: 1352173-38-6
• 化学式: C₂₉H₄₂O₅
• 分子量: 470.649
• InChiKey: TWISSXUWVGIUBP-KYRCGDEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (25R)-antcin C 、 (R)-(-)-1-(9-蒽基)-2,2,2-三氟乙醇 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 氘代氯仿 为溶剂， 反应 24.0h， 生成 E4-RAT
  参考文献：
  名称：

  Antcamphins A–L，来自樟芝牛角的类胡萝卜素

  摘要：

  从药用真菌樟芝Antrodia camphorata的子实体中分离出十二种麦角类固醇，称为antcamphins A–L（1 – 12），以及20种已知的三萜类化合物。化合物1和2代表从樟脑曲霉中分离出的降冰片烷的第一个例子，化合物3和4是含醛基的麦角甾烷型三萜类化合物的第一对顺式-反式异构体。化合物5 – 12是四对C-25差向异构体。1 – 12的结构在广泛的光谱数据分析（包括NMR和HRESIMS）的基础上进行了阐明。特别是，通过改进的Mosher方法确定了C-25中5 – 12的绝对构型。这些三萜类化合物对MDA-MB-231乳腺癌细胞和A549肺癌细胞显示出弱的细胞毒活性，但在磺基罗丹明B试验中并未抑制正常细胞的生长。

  DOI：

  10.1021/np400741s

文献信息

• TRITERPENOID COMPOSITION OF ANTRODIA CINNAMOMEA, PREPARATION AND ANALYSIS METHOD THEREOF
  申请人：WU YANG-CHANG

  公开号：US20120190871A1

  公开（公告）日：2012-07-26

  Disclosed are the isolation, purification and analysis of the triterpenoid compositions (including ergostane and lanostane) in the fruiting body of Antrodia cinnamomea using HPLC and NMR, as well as the stereo structures and the amounts of the triterpenoid compositions. The cytotoxicity of triterpenoids is also revealed. Based on the aforementioned techniques, the presence and amounts of ergostane and lanostane in the drugs, healthcare food or other goods are able to be detected.

  本发明揭示了采用HPLC和NMR技术从红树孔菌子实体中分离、纯化和分析三萜类化合物（包括麦角甾烷和榄香甾烷），以及三萜类化合物的立体结构和含量。此外，还揭示了三萜类化合物的细胞毒性。基于上述技术，能够检测到药物、保健食品或其他商品中麦角甾烷和榄香甾烷的存在和含量。
• Regio-specific enzymatic glucosylation of triterpenoids from <i>Antrodia camphorata</i> and their biological activities
  作者：Hui-Fei Su、Bin Li、Yang Yi、Meng Zhang、Rong Yu、Yang-Oujie Bao、Kuan Chen、Min Ye

  DOI：10.1039/d3ob01286g

  日期：——

  The bacterial glycosyltransferase YjiC1 was used to glycosylate triterpenoids from the medicinal fungus Antrodia camphorata. Eleven new compounds were obtained from enzymatic reactions. Glucosylation could increase the inhibitory activities against COX-2, and improve the anti-inflammatory activities of Antrodia ergostanes on acute lung injury mice, especially (25R)-antcin C 7-O-β-D-glucoside.

  细菌糖基转移酶 YjiC1 用于糖基化药用真菌牛樟芝中的三萜类化合物。通过酶促反应获得了十一种新化合物。糖基化可增加牛樟芝对COX-2的抑制活性，提高牛樟芝对急性肺损伤小鼠的抗炎活性，尤其是( 25R )-antcin C 7- O-β - D-葡萄糖苷。
• PREPARATION METHOD AND ANALYTIC METHOD FOR THE EXTRACT OF ANTRODIA CINNAMOMEA
  申请人：WU YANG-CHANG

  公开号：US20160318972A1

  公开（公告）日：2016-11-03

  An optimal preparation and analytic method for the extraction of Antrodia cinnamomea is disclosed. The important parameters for the extraction efficiency of the extract are analyzed using mathematic and statistical experimental designs, and the extract of A. cinnamomea and its particular triterpenoid compounds are quantified and identified using the quantitative NMR and HPLC-tandem MS. Whether the ergostane and lanostane triterpenoid compounds are contained in one drug, health food or other products and the total amounts and individual amounts therein can be analyzed, determined or quantified using the techniques disclosed herein.
• METHODS OF INDUCING OR ENHANCING FARNESOID X RECEPTOR (FXR)-MEDIATED TRANSCRIPTIONAL RESPONSE
  申请人：YALE UNIVERSITY

  公开号：US20220409631A1

  公开（公告）日：2022-12-29

  The disclosure provides a method of treating disease or disorder in a subject in need thereof by administering a therapeutically effective amount of an extract comprising at least one selective Farnesoid X receptor (FXR) agonist obtained from Antrodia cinnamomea ( Antrodia camphorate ) to the subject. The disease or the disorder includes liver disease, obesity, diabetes, diarrhea, abdominal pain, hypertension, itchy skin, liver cancer, hepatitis, biliary cholangitis, nonalcoholic steatohepatitis, primary sclerosing cholangitis, inflammation, and fibrosis.
• Antcamphins A–L, Ergostanoids from <i>Antrodia camphorata</i>
  作者：Yun Huang、Xionghao Lin、Xue Qiao、Shuai Ji、Kedi Liu、Chi-tai Yeh、Yew-min Tzeng、Dean Guo、Min Ye

  DOI：10.1021/np400741s

  日期：2014.1.24

  Twelve ergostanoids, named antcamphins A–L (1–12), together with 20 known triterpenoids, were isolated from fruiting bodies of the medicinal fungus Antrodia camphorata. Compounds 1 and 2 represent the first examples of norergostanes isolated from A. camphorata, and compounds 3 and 4 are the first pair of cis–trans isomers of ergostane-type triterpenoids containing an aldehyde group. Compounds 5–12

  从药用真菌樟芝Antrodia camphorata的子实体中分离出十二种麦角类固醇，称为antcamphins A–L（1 – 12），以及20种已知的三萜类化合物。化合物1和2代表从樟脑曲霉中分离出的降冰片烷的第一个例子，化合物3和4是含醛基的麦角甾烷型三萜类化合物的第一对顺式-反式异构体。化合物5 – 12是四对C-25差向异构体。1 – 12的结构在广泛的光谱数据分析（包括NMR和HRESIMS）的基础上进行了阐明。特别是，通过改进的Mosher方法确定了C-25中5 – 12的绝对构型。这些三萜类化合物对MDA-MB-231乳腺癌细胞和A549肺癌细胞显示出弱的细胞毒活性，但在磺基罗丹明B试验中并未抑制正常细胞的生长。