Chartspiroton, a Tetracyclic Spiro-naphthoquinone Derivative from a Medicinal Plant Endophytic Streptomyces
- Huimin ZhaoHuimin ZhaoJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Huimin Zhao,
- Aiping YangAiping YangJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Aiping Yang,
- Jian LiuJian LiuJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Jian Liu,
- Sheng BaoSheng BaoJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Sheng Bao,
- Ren PengRen PengJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Ren Peng,
- Yang HuYang HuJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Yang Hu,
- Tianjie YuanTianjie YuanJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Tianjie Yuan,
- Shurong HouShurong HouKey Laboratory of Elemene Class Anti-Cancer Chinese Medicine of Zhejiang Province, Engineering Laboratory of Development and Application of Traditional Chinese Medicine from Zhejiang Province, Holistic Integrative Pharmacy Institutes (HIPI), Hangzhou Normal University, Hangzhou 311121, ChinaMore by Shurong Hou,
- Tian XieTian XieKey Laboratory of Elemene Class Anti-Cancer Chinese Medicine of Zhejiang Province, Engineering Laboratory of Development and Application of Traditional Chinese Medicine from Zhejiang Province, Holistic Integrative Pharmacy Institutes (HIPI), Hangzhou Normal University, Hangzhou 311121, ChinaMore by Tian Xie,
- Qichun ZhangQichun ZhangJiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Qichun Zhang,
- Xiabin Chen*Xiabin Chen*Email: [email protected]Key Laboratory of Elemene Class Anti-Cancer Chinese Medicine of Zhejiang Province, Engineering Laboratory of Development and Application of Traditional Chinese Medicine from Zhejiang Province, Holistic Integrative Pharmacy Institutes (HIPI), Hangzhou Normal University, Hangzhou 311121, ChinaMore by Xiabin Chen,
- Xiachang Wang*Xiachang Wang*E-mail: [email protected]Jiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Xiachang Wang, and
- Lihong Hu*Lihong Hu*E-mail: [email protected]Jiangsu Key Laboratory for Functional Substances of Chinese Medicine, Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Nanjing University of Chinese Medicine, Nanjing 210023, ChinaMore by Lihong Hu
Copyright © 2020 American Chemical Society
Abstract
A novel 6/6/5/6 tetracyclic polyketide named chartspiroton (1) was isolated from a medicinal plant endophytic Streptomyces in Dendrobium officinale. The complete structure assignment with absolute stereochemistry was elucidated through spectroscopic data, computational calculations, and single-crystal X-ray diffraction. Chartspiroton features an unprecedented naphthoquinone derivative spiro-fused with a benzofuran lactone moiety. A plausible polyketide biosynthetic pathway for 1 suggested intriguing oxidative rearrangement steps to form the five-membered lactone ring.
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