螺环 - 克勒多烷二聚体：发现与绿色方法实现规模化仿生合成。
Spiro -Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis.
机构信息
State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.
Laboratory of Immunopharmacology, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
出版信息
Org Lett. 2021 Aug 6;23(15):5647-5651. doi: 10.1021/acs.orglett.1c01724. Epub 2021 Jun 25.
Scospirosins A () and B (), two unprecedented spiro -clerodane dimers with 6/6/10/6 and 6/6/6/6/6 ring systems, respectively, were isolated from . Their structures were unambiguously established by spectroscopic, X-ray crystallographic, and chemical approaches. A bioinspired protecting-group-free strategy for their synthesis was achieved on a gram scale and featured the application of green methods, including neat reaction, sensitized photooxygenation, and electrochemical oxidation. exhibited selective immunosuppressive activity against the proliferation of T lymphocytes (IC = 1.42 μM).
螺环大牻牛儿酮 A()和 B()，分别含有 6/6/10/6 和 6/6/6/6/6 环系的两个前所未有的螺环-克氏二萜二聚体，从 Scopolia sinensis 中分离得到。它们的结构通过光谱、X 射线晶体学和化学方法得到了明确的建立。通过一种受生物启发的无保护基策略，在克级规模上实现了它们的合成，该策略的特点是应用了绿色方法，包括无溶剂反应、敏化光氧化和电化学氧化。表现出对 T 淋巴细胞增殖的选择性免疫抑制活性（IC=1.42μM）。
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