Pseudolarenone, an unusual nortriterpenoid lactone with a fused 5/11/5/6/5 ring system featuring an unprecedented bicyclo[8.2.1]tridecane core from Pseudolarix amabilis

Bo Li; De-Yun Kong; Yun-Heng Shen; Ka-Li Fu; Rong-Cai Yue; Zhu-Zhen Han; Hu Yuan; Qing-Xin Liu; Lei Shan; Hui-Liang Li; Xian-Wen Yang; Wei-Dong Zhang

doi:10.1039/C2CC37742J

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Chemical Communications

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Pseudolarenone, an unusual nortriterpenoid lactone with a fused 5/11/5/6/5 ring system featuring an unprecedented bicyclo[8.2.1]tridecane core from Pseudolarix amabilis

Bo Li,^a^b De-Yun Kong,^b Yun-Heng Shen,*^a Ka-Li Fu,^a Rong-Cai Yue,^a Zhu-Zhen Han,^a Hu Yuan,^a Qing-Xin Liu,^a Lei Shan,^a Hui-Liang Li,^a Xian-Wen Yang^a^c and Wei-Dong Zhang*^a^d

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Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China
E-mail: shenyunheng9217018@yahoo.com.cn ;
Fax: +86-21-81871244/81871245 ;
Tel: +86-21-81871244/81871245

State Key Laboratory of New Drug & Pharmaceutical Process, Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, P. R. China

Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China

Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China

Chem. Commun., 2013,49, 1187-1189

DOI: 10.1039/C2CC37742J
Received 25 Oct 2012, Accepted 17 Dec 2012
First published online 18 Dec 2012

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A phytochemical investigation of the cone of Pseudolarix amabilis led to the isolation of pseudolarenone (1), a structurally novel pentacyclic (5/11/5/6/5) nortriterpenoid lactone with an unprecedented carbon skeleton featuring a unique bicyclo[8.2.1]tridecane core. Its structure and absolute configurations were elucidated by spectroscopic analysis and single crystal X-ray diffraction (CuK_α).

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Chemical Communications

Pseudolarenone, an unusual nortriterpenoid lactone with a fused 5/11/5/6/5 ring system featuring an unprecedented bicyclo[8.2.1]tridecane core from Pseudolarix amabilis

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Chemical Communications

Pseudolarenone, an unusual nortriterpenoid lactone with a fused 5/11/5/6/5 ring system featuring an unprecedented bicyclo[8.2.1]tridecane core from Pseudolarix amabilis

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