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Friday 4 January 2019

Arvensic acids A-D, novel heptasaccharide glycosidic acids as the alkaline hydrolysis products of crude resin glycosides from Convolvulus arvensis.

 2018 Nov;131:209-214. doi: 10.1016/j.fitote.2018.10.029. Epub 2018 Oct 30.


Fan BY1Lu Y1Yin H2He Y3Li JL4Chen GT5.

Author information

1
School of Pharmacy, Nantong University, Nantong, Jiangsu Province 226001, People's Republic of China.
2
College of Chemistry & Pharmacy, Northwest Agriculture & Forestry University, Yangling, Shaanxi Province 712100, People's Republic of China.
3
Jinghua Pharmaceutical Group Co., Ltd., Nantong, Jiangsu Province, 226005, People's Republic of China.
4
School of Pharmacy, Nantong University, Nantong, Jiangsu Province 226001, People's Republic of China. Electronic address: jianlinli1980@163.com.
5
School of Pharmacy, Nantong University, Nantong, Jiangsu Province 226001, People's Republic of China. Electronic address: guangtong_chen@163.com.

Abstract

In this study, a resin glycoside fraction with cytotoxic activity was isolated from the alcoholic extract of C. arvensis whole plants. To describe the chemical feature of the resin glycosides, the fraction was alkaline hydrolyzed and four novel glycosidic acids, named arvensic acids A-D (1-4), were isolated. Their structures were thoroughly elucidated on the basis of spectroscopic data and chemical evidences. They all possess a same heptasacharride core, consisting of one D-fucose, two L-rhamnose and four d-glucose units. The difference among these glycosidic acids was placed on the aglycone, which is 12S-hydroxypentadecanoic acid for 1, 12S-hydroxyhexadecanoic acid for 2, 3S,12S-dihydroxypentadecanoic acid for 3, and 3S,12S- dihydroxyhexadecanoic acid for 4. These aglycones are rarely found in the structures of resin glycosides and are firstly identified in the genus Convolvulus.

KEYWORDS:

Convolvulus arvensis; Cytotoxic activity; Glycosidic acids; Heptasacharride