Morikawa Toshio, Matsuda Hisashi, Toguchida Iwao, Ueda Kazuho, Yoshikawa Masayuki
Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
J Nat Prod. 2002 Oct;65(10):1468-74. doi: 10.1021/np020078o.
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 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 components 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.
研究发现，益智（Alpinia oxyphylla MIQUEL）干燥果实的80%丙酮水溶液提取物及乙酸乙酯可溶部分，对脂多糖激活的巨噬细胞中一氧化氮的产生以及抗原诱导的RBL-2H3细胞脱颗粒具有抑制作用。从乙酸乙酯可溶部分分离出一种新的桉叶烷型倍半萜——益智醇A，以及两种滨蒿烷型倍半萜——益智醇B和益智醇C，同时还分离出16种已知成分。基于化学和物理化学证据确定了益智醇A、B和C的绝对立体结构。检测了分离成分对一氧化氮产生的影响，发现包括益智醇A和诺卡酮在内的9种成分具有抑制活性。另一方面，有5种成分抑制了RBL-2H3细胞中β-己糖胺酶的释放。
