A new triterpenoid and other constituents with cytotoxic activity from the roots of Sanguisorba officinalis L

Abstract

Sanguisorba officinalis L. is a traditional herbal plant that belongs to the genus Sanguisorba and the family Rosaceae. A new ursane-type triterpenoid, 3-oxo-urs-11, 13(18)-dien-19, 28-olide (1), two known ursane-type triterpenoids (3−4) and three known oleanane-type triterpenoids (2, 5−6)were isolated from the roots of S. officinalis by silica gel column and MPLC. Their structures were identified by interpretation of spectroscopic data (IR, 1D NMR, 2D NMR, HR-ESI-MS) and comparison with those reported in the literature. Compound 2 was isolated from the Rosaceae family, compounds 3-5 were obtained from the genus Sanguisorba, and compound 6 was obtained from the S. officinalis for the first time. Additionally, all of the isolated compounds were evaluated for their cytotoxic activity against three human cancer cells. Compound 3 showed better cytotoxic activity against A549, HeLa, SK-Hep1 cells than the other compounds with IC 50

Comprehensive profiling of Sanguisorba officinalis using offline two‐dimensional mixed‐mode liquid chromatography × reversed‐phase liquid chromatography, tandem high‐resolution mass spectrometry, and molecular network

“…Sanguisorba officinalis L. (S. officinalis) is a traditional Chinese medicine that is mostly used for the treatment of leukopenia and hemostasis. Approximately 50 components isolated from S. officinalis have been reported using traditional phytochemical method [33][34][35]; 96 compounds have been characterized using unidimensional chromatography combined with MS [36]. However, whether other ingredients have similar or better activity remains unclear.…”

Determination of Triterpenoids and Phenolic Acids from Sanguisorba officinalis L. by HPLC-ELSD and Its Application

“…The polyphenols (Figure 1) include gallic acid (1), sanguiin H-4 (2), catechin (3), methyl-6-O-galloyl-β-D-glucopyranoside (4), caffeic acid (5), syringic acid (6), ethyl gallate (7), 3,4-dihydroxy-5-methoxybenzyl ester (8), ferulic acid (9), ellagic acid (10), and 3,3-dihydroxy ellagic acid (11). The triterpenes (Figure 1) include 2-oxo-3β,19α-dihydroxy-olean-12-en-28-oic acid β-D-glucopyranosyl ester (12), rosamultin (13), ziyuglycoside I ( 14), 3β-[(α-L-arabinopyranosyl)oxy]-urs-12,18 (19)-dien-28oic acid β-D-glucopyranosyl ester (15), 3β-[(α-L-arabinopyranosyl)oxy]-urs-12,19 (29)-dien-28-oic acid β-D-glucopyranosyl ester (16), 3β,19α-dihydroxyurs-12-en-28-oic-acid 28-β-Dglucopyranosyl ester (17), pomonic acid (18), euscaphic acid (19), 2α, 3α-duhydroxyursa-12,19 (29)-dien-28-oic acid β-D-glucopyranosyl ester (20), 1β-hydroxyeuscaphic acid (21), 3β,19α-dihydroxy-12-ursen-28-acid (22), and 2α-hydroxyoleanolic acid (23).…”

“…Molecules 2021, 26, x FOR PEER REVIEW 2 of 19 include 2-oxo-3β,19α-dihydroxy-olean-12-en-28-oic acid β-D-glucopyranosyl ester (12), rosamultin (13), ziyuglycoside I ( 14), 3β-[(α-L-arabinopyranosyl)oxy]-urs-12,18 (19)-dien-28-oic acid β-D-glucopyranosyl ester (15), 3β-[(α-L-arabinopyranosyl)oxy]-urs-12,19 (29)dien-28-oic acid β-D-glucopyranosyl ester (16), 3β,19α-dihydroxyurs-12-en-28-oic-acid 28β-D-glucopyranosyl ester (17), pomonic acid (18), euscaphic acid (19), 2α, 3α-duhydroxyursa-12,19 (29)-dien-28-oic acid β-D-glucopyranosyl ester (20), 1β-hydroxyeuscaphic acid (21), 3β,19α-dihydroxy-12-ursen-28-acid (22), and 2α-hydroxyoleanolic acid (23). The Chinese Pharmacopoeia only selected gallic acid as a quality control indicator for S. officinalis, and there is a lack of simultaneous determination method for various triterpenes and phenolic acids.…”

“…As these isolated components from S. officinalis have strong physiological activity [17][18][19], the determination of the content of these components in S. officinalis is therefore important, especially for the simultaneous determination of the content of the 23 The Chinese Pharmacopoeia only selected gallic acid as a quality control indicator for S. officinalis, and there is a lack of simultaneous determination method for various triterpenes and phenolic acids. Using gallic acid as an indicator of quality control alone does not fully account for the quality of S. officinalis and the achievement of better control over its quality.…”

“…As these isolated components from S. officinalis have strong physiological activity [17][18][19], the determination of the content of these components in S. officinalis is therefore important, especially for the simultaneous determination of the content of the 23 compounds mentioned above. It is therefore essential to develop an analytical method that can determine the content of these 23 compounds simultaneously.…”