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香紫苏醇A - E:一类来自于……的具有萘样结构稠合降蒈烷倍半萜二聚体

Sarglaromatics A-E: A Class of Naphthalene-Like Architecture Fused Norlindenane Sesquiterpene Dimers from .

作者信息

Sun Yunpeng, Chi Jun, Zhang Lvjun, Wang Siyuan, Chen Zhenhao, Zhang Hao, Kong Lingyi, Luo Jun

机构信息

Jiangsu Key Laboratory of Bioactive Natural Product Research, State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.

出版信息

J Org Chem. 2022 Mar 18;87(6):4323-4332. doi: 10.1021/acs.joc.2c00014. Epub 2022 Mar 1.

Abstract

Sarglaromatics A-E (-, respectively), five unprecedented naphthalene-like architecture-fused norlindenane sesquiterpene dimers, were discovered from the roots of . The unique naphthalene core skeleton was obtained from classical lindenane [4 + 2] dimers via a free-radical-mediated C11-C11' bond formation reaction and 12'-decarboxylation. The highly fused octonary ring skeleton was elucidated by HRMS, NMR, ECD, quantum chemical calculations, and biogenetic inspiration. Compounds and showed significant anti-nonalcoholic steatohepatitis (NASH) activity by inhibiting lipid deposition in L02 cells.

摘要

从……的根中发现了香豆素类化合物A-E(分别为-),五种前所未有的萘类结构稠合降蒈烷倍半萜二聚体。独特的萘核心骨架是通过自由基介导的C11-C11'键形成反应和12'-脱羧反应从经典蒈烷[4 + 2]二聚体中获得的。通过高分辨质谱(HRMS)、核磁共振(NMR)、电子圆二色光谱(ECD)、量子化学计算和生源论启发阐明了高度稠合的八元环骨架。化合物……和……通过抑制L02细胞中的脂质沉积表现出显著的抗非酒精性脂肪性肝炎(NASH)活性。

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