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猴头菇的化学成分及其刺激PC12细胞上NGF介导的神经突生长的能力。

Chemical constituents from Hericium erinaceus and their ability to stimulate NGF-mediated neurite outgrowth on PC12 cells.

作者信息

Zhang Cheng-Chen, Yin Xia, Cao Chen-Yu, Wei Jing, Zhang Qiang, Gao Jin-Ming

机构信息

Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, People's Republic of China.

Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, People's Republic of China.

出版信息

Bioorg Med Chem Lett. 2015 Nov 15;25(22):5078-82. doi: 10.1016/j.bmcl.2015.10.016. Epub 2015 Oct 16.

Abstract

One new meroterpenoid, named hericenone K (11), along with 10 known compounds (1-10), ergosterol peroxide (1), cerevisterol (2), 3β,5α,9α-trihydroxy-ergosta-7,22-dien-6-one (3), inoterpene A (4), astradoric acid C (5), betulin (6), oleanolic acid (7), ursolic acid (8), hemisceramide (9), and 3,4-dihydro-5-methoxy-2-methyl-2-(4'-methyl-2'-oxo-3'-pentenyl)-9(7H)-oxo-2H-furo[3,4-h]benzopyran (10), was isolated from the fruiting bodies of the mushroom Hericium erinaceus. Their structures were characterized on the basis of spectroscopic methods, as well as through comparison with previously reported data. Compounds 3-6, 8, and 9 were isolated from Hericium species for the first time. Compounds 10 and 11 was suggested to be racemic by the CD spectrum data and specific rotations, which ware resolved by chiral HPLC into respective enantiomers. Compounds 1-3, (±)-10, (-)-10 and (+)-10 in the presence of NGF (20 ng/mL) exerted a significant increase in neurite-bearing cells.

摘要

从猴头菇子实体中分离出一种新的半萜类化合物,命名为猴头菌素K(11),以及10种已知化合物(1 - 10),即过氧化麦角甾醇(1)、酵母甾醇(2)、3β,5α,9α - 三羟基 - 麦角甾 - 7,22 - 二烯 - 6 - 酮(3)、香菇萜醇A(4)、星芒酸C(5)、桦木醇(6)、齐墩果酸(7)、熊果酸(8)、神经酰胺(9)和3,4 - 二氢 - 5 - 甲氧基 - 2 - 甲基 - 2 -(4'-甲基 - 2'-氧代 - 3'-戊烯基)- 9(7H)- 氧代 - 2H - 呋喃并[3,4 - h]苯并吡喃(10)。它们的结构通过光谱方法以及与先前报道的数据进行比较来表征。化合物3 - 6、8和9首次从猴头菇属物种中分离得到。根据圆二色光谱数据和比旋光度表明化合物10和11为外消旋体,通过手性高效液相色谱将它们拆分为各自的对映体。在存在神经生长因子(20 ng/mL)的情况下,化合物1 - 3、(±)- 10、(-)- 10和(+)- 10能使含神经突的细胞显著增加。

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