(±)-Uncarilins A and B, Dimeric Isoechinulin-Type Alkaloids from Uncaria rhynchophylla

(±)-Uncarilins A and B (1a/1b and 2a/2b), two pairs of unusual dimeric isoechinulin-type enantiomers with a symmetric four-membered core, were isolated from Uncaria rhynchophylla driven by LCMS-IT-TOF analyses. Their structures were elucidated by extensive 1D and 2D NMR spectra, X-ray diffraction, a...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2017-04, Vol.80 (4), p.959-964
Main Authors: Geng, Chang-An, Huang, Xiao-Yan, Ma, Yun-Bao, Hou, Bo, Li, Tian-Ze, Zhang, Xue-Mei, Chen, Ji-Jun
Format: Article
Language:English
Subjects:
Drugs, Chinese Herbal - chemistry
Drugs, Chinese Herbal - isolation & purification
Humans
Indole Alkaloids - chemistry
Indole Alkaloids - isolation & purification
Indoles
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Receptor, Melatonin, MT1 - agonists
Receptor, Melatonin, MT2 - agonists
Stereoisomerism
Uncaria - chemistry
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Summary:(±)-Uncarilins A and B (1a/1b and 2a/2b), two pairs of unusual dimeric isoechinulin-type enantiomers with a symmetric four-membered core, were isolated from Uncaria rhynchophylla driven by LCMS-IT-TOF analyses. Their structures were elucidated by extensive 1D and 2D NMR spectra, X-ray diffraction, and ECD spectroscopic data. (−)-Uncarilin B (2a) showed activities on MT1 and MT2 receptors with agonistic rates of 11.26% and 52.44% at a concentration of 0.25 mM.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.6b00938