Lycojaponicumins A-C, three alkaloids with an unprecedented skeleton from Lycopodium japonicum

Organic Letters
Xiao-Jing WangYong Li

Abstract

Lycojaponicumins A-C (1-3), three trace alkaloids isolated from Lycopodium japonicum, represent a unique heterocyclic skeleton formed by the new linkage C4-C9. Notably, lycojaponicumins A and B (1 and 2) are the first examples of natural products possessing a 5/5/5/5/6 pentacyclic ring system with a 1-aza-7-oxabicyclo[2.2.1]heptane moiety. These structures were elucidated by spectroscopic methods and X-ray diffraction analysis. A plausible biogenetic pathway was proposed.

References

Jul 1, 1961·Biochemical Pharmacology·G L ELLMANR M FEATHER-STONE
Nov 27, 2004·Natural Product Reports·Xiaoqiang Ma, David R Gang
Apr 24, 2008·Angewandte Chemie·Jennifer A Kozak, Gregory R Dake
May 16, 2008·Journal of the American Chemical Society·Alakesh BisaiRichmond Sarpong
Feb 25, 2009·Journal of the American Chemical Society·Aroop ChandraJeffrey N Johnston
Feb 28, 2009·Organic Letters·Juan HeQin-Shi Zhao
May 26, 2009·Bioorganic & Medicinal Chemistry Letters·Bong Soo NamKyung Ho Yoo
Aug 5, 2009·Chemical & Pharmaceutical Bulletin·Kan'ichiro IshiuchiJun'ichi Kobayashi
Aug 10, 2010·Organic Letters·Fu-Wei ZhaoChun-Lin Long
Jan 11, 2011·Bioorganic & Medicinal Chemistry·Kan'ichiro IshiuchiJun'ichi Kobayashi
Jul 14, 2011·Angewandte Chemie·Atsushi NakayamaHiromitsu Takayama

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Citations

Sep 3, 2013·Fitoterapia·Xiao-Jing WangWeibin Tang
Nov 18, 2014·Expert Opinion on Therapeutic Patents·Simone Carradori, Jacobus P Petzer
Nov 26, 2014·Natural Product Research·Jichun WuYegao Chen
Jul 15, 2016·Journal of Asian Natural Products Research·Zhang-Hua SunSheng Yin
Aug 27, 2016·Organic Letters·Shiyan XuXuegong She
Feb 26, 2016·Natural Product Research·Qian YangYegao Chen
Dec 17, 2016·Chemical Reviews·Mathéo BerthetJean Martinez
Mar 3, 2017·Journal of the American Chemical Society·Fang-Xin WangChun-An Fan
Dec 15, 2016·Expert Opinion on Therapeutic Patents·Stanton F McHardyMatthew C Valdez
May 23, 2017·Organic Letters·Nan ZhengZhen Yang
Aug 5, 2014·Natural Products and Bioprospecting·Fei LiuQin-Shi Zhao
Dec 19, 2017·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Houhua Li, Xiaoguang Lei
Jan 28, 2018·Journal of Asian Natural Products Research·Yu ZhuQin-Shi Zhao
Dec 7, 2013·Chemistry : a European Journal·Rebecca A Murphy, Richmond Sarpong
Mar 30, 2016·Chemical & Pharmaceutical Bulletin·Noriyuki KogureHiromitsu Takayama
May 22, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Dongke MaXin Di
Sep 22, 2020·Chemistry : a European Journal·Huilin LiXuegong She
Jul 3, 2013·Organic Letters·Liao-Bin DongQin-Shi Zhao
Apr 25, 2020·Organic Letters·Hui ShaoYong-Qiang Tu
Apr 24, 2013·Organic Letters·Hisaaki ZaimokuHiroyuki Ishibashi
May 8, 2013·Organic Letters·Jin-Tang ChengQin-Shi Zhao
Nov 6, 2012·Organic Letters·Xiao-Jing WangYong Li

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