ganolucidic acid D | 102607-22-7

• 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
• 英文名称: ganolucidic acid D
• 英文别名: (E,4S,6R)-4-hydroxy-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
• CAS: 102607-22-7
• 化学式: C₃₀H₄₄O₆
• 分子量: 500.676
• InChiKey: AUAXRALNWSHMRJ-YCEDVEOHSA-N

物化性质

• 沸点：
  679.7±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 ganolucidic acid D 在 吡啶 作用下， 以 四氯化碳 为溶剂， 反应 20.0h， 生成 (E,4S,6R)-2-methyl-6-[(5R,10S,13R,14R,15S,17R)-4,4,10,13,14-pentamethyl-3,11-dioxo-15-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-4-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyhept-2-enoic acid
  参考文献：
  名称：

  Triterpenes from the Spores of Ganoderma lucidum and Their Cytotoxicity against Meth-A and LLC Tumor Cells.

  摘要：

  Six new highly oxygenated lanostane-type triterpenes, called ganoderic acid γ(1), ganoderic acid δ(2), ganoderic acid ε(3), ganoderic acid ζ(4), ganoderic acid η(5) and ganoderic acid θ(6), were isolated from the spores of Ganoderma lucidum, together with known ganolucidic acid D (7) and ganoderic acid C2 (8). Their structures of the new triterpenes were determined as (23S)-7β, 15α, 23-trihydroxy-3, 11-dioxolanosta-8, 24(E)-diene-26-oic acid (1), (23S)-7α, 15α, 23-trihydroxy-3, 11-dioxolanosta-8, 24(E)-diene-26-oic acid (2), (23S)-3β, 7β, 23-trihydroxy-11, 15-dioxolanosta-8, 24(E)-diene-26-oic acid (3), (23S)-3β, 23-dihydroxy-7, 11, 15-trioxolanosta-8, 24(E)-diene-26-oic acid (4), (23S)-3β, 7β, 12β, 23-tetrahydroxy-11, 15-dioxolanosta-8, 24(E)-diene-26-oic acid (5) and (23S)-3β, 12β, 23-trihydroxy-7, 11, 15-trioxolanosta-8, 24(E)-diene-26-oic acid (6), respectively, by chemical and spectroscopic means, which included the determination of a chiral center in the side chain by a modification of Mosher's method. The cytotoxicity of the compounds isolated from the Ganoderma spores was carried out in vitro against Meth-A and LLC tumor cell lines.

  DOI：

  10.1248/cpb.48.1026

文献信息

• Triterpenes from the Spores of Ganoderma lucidum and Their Cytotoxicity against Meth-A and LLC Tumor Cells.
  作者：Byung-Sun MIN、Jiang-Jing GAO、Norio NAKAMURA、Masao HATTORI

  DOI：10.1248/cpb.48.1026

  日期：——

  Six new highly oxygenated lanostane-type triterpenes, called ganoderic acid γ(1), ganoderic acid δ(2), ganoderic acid ε(3), ganoderic acid ζ(4), ganoderic acid η(5) and ganoderic acid θ(6), were isolated from the spores of Ganoderma lucidum, together with known ganolucidic acid D (7) and ganoderic acid C2 (8). Their structures of the new triterpenes were determined as (23S)-7β, 15α, 23-trihydroxy-3, 11-dioxolanosta-8, 24(E)-diene-26-oic acid (1), (23S)-7α, 15α, 23-trihydroxy-3, 11-dioxolanosta-8, 24(E)-diene-26-oic acid (2), (23S)-3β, 7β, 23-trihydroxy-11, 15-dioxolanosta-8, 24(E)-diene-26-oic acid (3), (23S)-3β, 23-dihydroxy-7, 11, 15-trioxolanosta-8, 24(E)-diene-26-oic acid (4), (23S)-3β, 7β, 12β, 23-tetrahydroxy-11, 15-dioxolanosta-8, 24(E)-diene-26-oic acid (5) and (23S)-3β, 12β, 23-trihydroxy-7, 11, 15-trioxolanosta-8, 24(E)-diene-26-oic acid (6), respectively, by chemical and spectroscopic means, which included the determination of a chiral center in the side chain by a modification of Mosher's method. The cytotoxicity of the compounds isolated from the Ganoderma spores was carried out in vitro against Meth-A and LLC tumor cell lines.