Ningpoensines A–C: unusual zwitterionic alkaloids from Scrophularia ningpoensis

Tetrahedron Letters
2015.0

Abstract

Three novel zwitterionic alkaloids-ningpoensine A (1) and a pair of epimers, ningpoensines B/C (2a/2b)-with unprecedented molecular skeletons were isolated from the root of Scrophularia ningpoensis. Their structures were established by extensive spectroscopic analyses, and the absolute configuration of ningpoensine A was determined by quantum chemical calculations. A biosynthetic pathway leading to ningpoensines A-C from harpagide and natural amino acids is proposed. Ningpoensines B/C tended to promote wound closure in human embryonic keratinocytes. (C) 2015 Elsevier Ltd. All rights reserved.

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