title: Generating skeletal diversity from the C19 -diterpenoid alkaloid deltaline: a ring-distortion approach.
abstract: The development of new drugs calls for large collections of diverse molecules with considerable complexity. Ring distortion of natural products provides an efficient and facile approach to access new architectures with intriguing biological activities, by harnessing their inherent complexity. In this study, such a strategy has been explored on an abundant C19 -diterpenoid alkaloid, deltaline, enabling the synthesis of 32 new derivatives bearing a broad spectrum of unique scaffolds. Extensive spectroscopic studies including X-ray crystallographic analyses strongly supported the structures of the obtained novel skeletons, which present comparable opportunities with the great contributions made by nature for discovery of new lead compounds.
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery, Systems of the Ministry of Education and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041 (P. R. China).
authors.forename: Qi-Feng
authors.initials: QF
authors.lastname: Chen
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery, Systems of the Ministry of Education and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041 (P. R. China). wfp@scu.edu.cn.
authors.forename: Feng-Peng
authors.initials: FP
authors.lastname: Wang
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery, Systems of the Ministry of Education and Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041 (P. R. China). xyliu@scu.edu.cn.
authors.forename: Xiao-Yu
authors.initials: XY
authors.lastname: Liu
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D001688:Biological Products; D004224:Diterpenes / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000470:Alkaloids; D001688:Biological Products; D004224:Diterpenes; C528313:deltaline
keywords: X-ray crystallography; alkaloids; deltaline; drug discovery; natural products