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Molecules 2017, 22(1), 65; doi:10.3390/molecules22010065

Assignment of Absolute Configuration of a New Hepatoprotective Schiartane-Type Nortriterpenoid Using X-Ray Diffraction

1
State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
2
Department of Drug Discovery and Biomedical Sciences, College of Pharmacy, Medical University of South Carolina, Charleston, SC 29425, USA
3
Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA
4
Department of BioMolecular Sciences, Division of Pharmacognosy, and Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, Mississippi 38677-1848, USA
*
Authors to whom correspondence should be addressed.
Received: 9 December 2016 / Revised: 28 December 2016 / Accepted: 29 December 2016 / Published: 2 January 2017
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Abstract

A new schiartane-type nortriterpenoid, micrandilactone H was isolated from Kadsura longipedunculata Finet et Gagnep. Its 2D (two dimension) structure was elucidated by NMR spectroscopic analysis, and it is similar to that of Kadnanolactones H and the absolute configuration was established through X-ray diffraction and ECD data analysis. This represents the first complete assignment of the absolute configuration of a schiartane-type nortriterpenoid by X-ray diffraction and the ECD method. Micrandilactone H showed moderate hepatoprotective activity against N-acetyl-p-aminophenol (APAP)-induced toxicity in HepG2 cells with cell survival rates of 56.84% at 10 μM. View Full-Text
Keywords: schiartane-type nortriterpenoid; X-ray; absolute configuration; hepatoprotective schiartane-type nortriterpenoid; X-ray; absolute configuration; hepatoprotective
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Wang, X.; Fronczek, F.R.; Chen, J.; Liu, J.; Ferreira, D.; Li, S.; Hamann, M.T. Assignment of Absolute Configuration of a New Hepatoprotective Schiartane-Type Nortriterpenoid Using X-Ray Diffraction. Molecules 2017, 22, 65.

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