Chemical constituents from petroleum ether part of roots of Indigofera stachyodes

Abstract

With the aim to investigate the active chemical constituents for the roots of Indigofera stachyodes, the petroleum ether part of this plant was separated and purified using silica gel column chromatography, Sephadex LH-20 column chromatography, semi-preparative high performance liquid chromatography, and recrystallization methods. The structures of obtained monomeric compounds were identified through modern spectral techniques by detail analysis of their electrospray ionization mass spectrometry, hydrogen and carbon nuclear magnetic resonance spectra data, as well as compared with the reported references. The results were as follows: twenty-two natural compounds were identified as β-sitostenone (1), stigmasta-3,6-di-one (2), 6β-hydroxystigmast-4-en-3-one (3), (22E)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (4), medicarpin (5), sativan (6), 2′,4′-dihydroxychaicone (7), 6,7-dimethoxy-4-hydroxy-1-naphthoic acid (8), p-hydroxybenzoic acid ethyl ester (9), 2,4-dihydroxybenzoic acid ethyl ester (10), (9E,11E)-13-oxo-9,11-ocatadecadienoic acid (11), (9E,11E)-13-oxo-9,11-octadecadienoic acid methyl ester (12), 9-oxo-10E,12E-octadecadienoic acid methyl ester (13), 9-hydroxy-10E,12Z-octadecadienoic acid methyl ester (14), pinellic acid (15) and 9-oxo-10E,12E-octadecadienoic acid-(2S)-2,3-dihydroxypropyl ester (16), β-sitosterol (17), betulinic acid (18), 3β-hydroxyolean-12-en-11-one (19), maackiain (20), phellopterin (21), palmitic acid (22). Of these compounds, ten compounds (compounds 1-3, 7, 11-16) were isolated from the Fabaceae for the first time; sixteen compounds (compounds 1-16) were obtained from Indigofera plant for the first time; at the same time, compounds 1-16, 18, 19, 21 were obtained from the roots of Indigofera stachyodes for the first time. Thus, the results of this research enrich the chemical structure types of roots of I. stachyodes, and afford a scientific foundation for its further rational use.

Keywords

• roots of indigofera stachyodes
• indigofera
• chemical constituents
• isolation and purification
• structural and identification