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巴图曼坦 A-D,-多环多聚异戊烯基酰基间苯三酚,来自.

Patumantanes A-D, -Polycyclic Polyprenylated Acylphloroglucinols with Diverse Carbon Skeletons from .

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.

Department of Pharmacy, Wuhan No.1 Hospital, 215 Zhongshan Road, Wuhan, Hubei 430022, People's Republic of China.

出版信息

J Org Chem. 2024 Jun 7;89(11):8076-8083. doi: 10.1021/acs.joc.4c00735. Epub 2024 May 20.

Abstract

Patumantanes A-D (-), four new -polycyclic polyprenylated acylphloroglucinols (PPAPs) were isolated from . Patumantane A () was an unprecedented 1,2--homoadamantane-type PPAP bearing a new 3,7-dioxatetracyclo[7.7.0.0.1]heptadecane architecture based on a 6/7/5/6 ring system. Patumantane B () was a unique 1,9--adamantane-type PPAP with a tricyclo[4.4.4.0.0]tridecane core formed by a 6/6/6 carbon skeleton, and the further breakage between C-5 and C-9 decorated patumantane C () with the 9--adamantane skeleton. More importantly, compounds and exhibited moderate immunosuppressive activity on Con A-induced T-lymphocyte proliferation , with IC values of 5.6 ± 1.2 and 11.2 ± 1.2 μM, respectively.

摘要

从 中分离得到 Patumantanes A-D(-),这四个新的多环聚异戊烯基酰基间苯三酚(PPAPs)。Patumantane A() 是一种前所未有的 1,2--同金刚烷型 PPAP,具有基于 6/7/5/6 环系统的新型 3,7-二氧杂环十七烷架构。Patumantane B() 是一种独特的 1,9--金刚烷型 PPAP,具有由 6/6/6 碳骨架形成的三环[4.4.4.0.0]十三烷核,C-5 和 C-9 之间的进一步断裂用 9--金刚烷骨架装饰了 Patumantane C()。更重要的是,化合物 和 对 ConA 诱导的 T 淋巴细胞增殖表现出适度的免疫抑制活性,IC 值分别为 5.6±1.2 和 11.2±1.2μM。

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