Four new minor alkaloids from the seeds of Strychnos nux-vomica》.pdfVIP

Tetrahedron Letters 55 (2014) 6538–6542 Contents lists available at ScienceDirect Tetrahedron Letters journal homepage: /locate/tetlet Four new minor alkaloids from the seeds of Strychnos nux-vomica Yu-sheng Shi, Yun-bao Liu, Shuang-gang Ma, Li Li, Jing Qu, Yong Li, Shi-shan Yu ⇑ State Key Laboratory of Bioactive Substance and Function of Natural Medicines and Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People’s Republic of China a r t i c l e i n f o a b s t r a c t Article history: Four new minor alkaloids, stryvomicine A (1), deoxy-isostrychnine-chloromethochloride (2), b-colubrine- Received 21 August 2014 chloromethochloride (3) and a-colubrine-chloromethochloride (4 ) were isolated from the seeds of Revised 22 September 2014 Strychnos nux-vomica. Stryvomicin A possesses an unprecedented 6/5/7/8/6/7/6 heptacyclic ring system, Accepted 29 September 2014 which is the first example of the linkage of the C3–O–C26–N4 bond in strychnan-type alkaloids. Com- Available online 5 October 2014 pound 5 induced the occurrence of autophagy and might have potential implications in autophagy related diseases. Keywords: 2014 Elsevier Ltd. All rights reserved. Strychnos nux-vomica Indole alkaloid ECD calculation Autophagy Stry