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Generating Skeletal Diversity from the C 19 ‐Diterpenoid Alkaloid Deltaline: A Ring‐Distortion Approach
Author(s) -
Chen QiFeng,
Wang FengPeng,
Liu XiaoYu
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201500839
Subject(s) - distortion (music) , ring (chemistry) , terpenoid , stereochemistry , nanotechnology , chemistry , computer science , materials science , telecommunications , organic chemistry , amplifier , bandwidth (computing)
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 C 19 ‐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.