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Bioorg Chem. 2019 Feb;82:1-5. doi: 10.1016/j.bioorg.2018.09.026. Epub 2018 Sep 20.

Unusual cadinane-type sesquiterpene glycosides with α-glucosidase inhibitory activities from the fruit of Cornus officinalis Sieb. et Zuuc.

Author information

1
Department of Pharmacy & Institute of Clinical Medical Sciences, China-Japan Friendship Hospital, Beijing 100029, People's Republic of China.
2
School of Life Sciences, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China.
3
Department of Pharmacy & Institute of Clinical Medical Sciences, China-Japan Friendship Hospital, Beijing 100029, People's Republic of China; School of Life Sciences, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China.
4
College of Pharmaceutical and Biotechnology Engineering, Institute of Functional Molecules, Shenyang University of Chemical Technology, Shenyang 110142, People's Republic of China.
5
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 and Beijing Key Laboratory of Drug Target and Screening Research, Beijing 100050, People's Republic of China.
6
Department of Pharmacology, School of Medicine, Yale University, New Haven, CT 06520, USA.
7
Department of Pharmacy & Institute of Clinical Medical Sciences, China-Japan Friendship Hospital, Beijing 100029, People's Republic of China. Electronic address: zhangweiku@zryhyy.com.cn.

Abstract

Five novel and rare cadinane-type sesquiterpene glycosides, cornucadinoside A-E (1-5) were isolated from water extract of the fruit of Cornus officinalis Sieb. et Zuuc.. The new chemical structures, together with their absolute configurations, were elucidated on the basis of extensive spectroscopic analysis, including a comparison of their experimental and calculated electronic circular dichroism (ECD) spectra. Their structures, which possess a naphthalene skeleton, are the first report on the occurrence of cadinane sesquiterpene glycosides in Cornus. Additionally, all the compounds exhibited marked α-glucosidase inhibitory activity except for 3in vitro.

KEYWORDS:

Cadinane-type; Cornucadinoside A-E; Cornus officinalis Sieb. et Zuuc.; Sesquiterpene glycoside; α-Glucosidase inhibitor

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