oxyphyllol A

• 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: oxyphyllol A
• 英文别名: (1R,4aR,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7-hexahydronaphthalen-1-ol
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: NZGMCTHRDPVWIP-BPLDGKMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  oxyphyllol A 在 10percent Pd-C 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以80%的产率得到(1R,4aR,7R)-7-Isopropyl-1,4a-dimethyl-decahydro-naphthalen-1-ol
  参考文献：
  名称：

  Absolute Stereostructures of Three New Sesquiterpenes from the Fruit of Alpinia oxyphylla with Inhibitory Effects on Nitric Oxide Production and Degranulation in RBL-2H3 Cells

  摘要：

  The 80% aqueous acetone extract and the ethyl acetate-soluble portion from the dried fruit of Alpinia oxyphylla MIQUEL Were found to show inhibitory effects on nitric oxide production in lipopolysaccharide-activated activated macrophages and antigen-induced degranulation in RBL-2H3 cells. A new eudesmane-type sesquiterpene, oxyphyllol A, and two eremophilane-type sesquiterpenes, oxyphyllols B and C, were isolated from the ethyl acetate-soluble portion, together with 16 known constituents. The absolute stereostructures of oxyphyllols A, B, and C were determined on the basis of chemical and physicochemical evidence. The effects of isolated component on nitric oxide production were examined, and nine constituents including oxyphyllol A and nootkatone were found to show inhibitory activity. On the other hand, five constituents inhibited the release of beta-hexosaminidase from RBL-2H3 cells.

  DOI：

  10.1021/np020078o

文献信息

• Absolute Stereostructures of Three New Sesquiterpenes from the Fruit of <i>Alpinia </i><i>o</i><i>xyphylla</i> with Inhibitory Effects on Nitric Oxide Production and Degranulation in RBL-2H3 Cells
  作者：Toshio Morikawa、Hisashi Matsuda、Iwao Toguchida、Kazuho Ueda、Masayuki Yoshikawa

  DOI：10.1021/np020078o

  日期：2002.10.1

  The 80% aqueous acetone extract and the ethyl acetate-soluble portion from the dried fruit of Alpinia oxyphylla MIQUEL Were found to show inhibitory effects on nitric oxide production in lipopolysaccharide-activated activated macrophages and antigen-induced degranulation in RBL-2H3 cells. A new eudesmane-type sesquiterpene, oxyphyllol A, and two eremophilane-type sesquiterpenes, oxyphyllols B and C, were isolated from the ethyl acetate-soluble portion, together with 16 known constituents. The absolute stereostructures of oxyphyllols A, B, and C were determined on the basis of chemical and physicochemical evidence. The effects of isolated component on nitric oxide production were examined, and nine constituents including oxyphyllol A and nootkatone were found to show inhibitory activity. On the other hand, five constituents inhibited the release of beta-hexosaminidase from RBL-2H3 cells.

表征谱图