State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
College of Pharmacy, Guilin Medical University, Guilin 541004, People's Republic of China.
J Org Chem. 2021 Apr 2;86(7):5284-5291. doi: 10.1021/acs.joc.1c00240. Epub 2021 Mar 23.
Two pairs of cycloneolignane enantiomers, piperhancins A and B ( and , respectively), along with two enantiomeric pairs of biosynthetic related neolignanes, hancinone C () and piperhancin C (), were isolated from the stems of . Compound is an unprecedented 1',2:1,2'-dicyclo-8,3'-neolignane. Their structures and absolute configurations were elucidated by spectroscopic analyses, X-ray diffraction, and electronic circular dichroism calculations. Among all of the isolates, compounds (+)-, (-)-, (+)-, (-)-, and (+)- could significantly inhibit the production of nitric oxide secreted by lipopolysaccharide (LPS)-induced neuroinflammation in BV-2 microglial cells, with IC values of 1.1-26.3 μM. In addition, compound (-)- could decrease the mRNA levels of iNOS, IL-6, and TNF-α induced by LPS in BV-2 microglial cells.
从 中分离得到两对环菠萝烷型对映异构体，哌嗪汉宁 A 和 B（ 和 ，分别），以及两对生物合成相关的新木脂素对映异构体，汉酮 C（）和哌嗪汉宁 C（）。化合物 是一种前所未有的 1'，2:1，2'-二环-8，3'-新木脂烷。通过光谱分析、X 射线衍射和电子圆二色性计算确定了它们的结构和绝对构型。在所有分离物中，化合物 (+)-、(-)-、(+)-、(-)-和 (+)-能够显著抑制脂多糖 (LPS)诱导的神经炎症中 BV-2 小胶质细胞分泌的一氧化氮的产生，IC 值为 1.1-26.3 μM。此外，化合物 (-)-能够降低 LPS 诱导的 BV-2 小胶质细胞中 iNOS、IL-6 和 TNF-α 的 mRNA 水平。
