Synthesis and Crystal Structure of Ocotillol-Type Metabolites Derived from (20R)-Protopanaxadiol-Reference-Cited by-同舟云学术

Synthesis and Crystal Structure of Ocotillol-Type Metabolites Derived from (20R)-Protopanaxadiol

Published:2017-04 Issue:4 Volume:41 Page:216-220
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Liu Zhi¹,Xu Yangrong¹,An Xingsi¹,Yang Jingjing¹,Meng Qingguo¹,Hou Guige²

Affiliation:

1. School of Pharmacy, Key Laboratory of Molecular Pharmacology and Drug Evaluation (Yantai University), Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Yantai University, Yantai, 264005, P.R. China

2. School of Pharmacy, Binzhou Medical University, Yantai 264003, P.R. China

Abstract

Four ocotillol-type (20R)-protopanaxadiol metabolites, (20R,24S)-20,24-epoxy-12β,25-dihydroxdammaran-3-one (M3), and (20R,24R)-20,24-epoxy-12β,25-dihydroxydammarane-3-one (M4), (20R,24S)-20,24-epoxy-3β,25-dihydroxydammaran-12-one (M9) and (20R,24R)-20,24-epoxy-3β,25-dihydroxydammaran-12-one (M10) are synthesised from (20R)-protopanaxadiol. Their structures are confirmed by HRMS, 1H NMR and 13C NMR. Moreover, the absolute configurations of M3 and M4 are confirmed by the X-ray single crystal diffraction.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/174751917X14894997017612

Reference15 articles.

1. Ginsenoside 20(S)-Protopanaxadiol Inhibits the Proliferation and Invasion of Human Fibrosarcoma HT1080 Cells

2. Anti-Inflammatory Activity of 20(S)-Protopanaxadiol: Enhanced Heme Oxygenase 1 Expression in RAW 264.7 Cells

3. 20(S)-protopanaxadiol, an active ginseng metabolite, exhibits strong antidepressant-like effects in animal tests

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