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Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities
Yu, JH (Yu, Jin-Hai)[ 1 ]; Yu, ZP (Yu, Zhi-Pu)[ 1,2 ]; Wang, YY (Wang, Yin-Yin)[ 1 ]; Bao, J (Bao, Jie)[ 1 ]; Zhu, KK (Zhu, Kong-Kai)[ 1 ]; Yuan, T (Yuan, Tao)[ 3 ]; Zhang, H (Zhang, Hua)[ 1 ]
2019
Source PublicationPHYTOCHEMISTRY
ISSN0031-9422
Volume162Issue:6Pages:241-249
Abstract

Phytochemical investigation of the ethyl acetate soluble part, generated from the ethanol extract of the roots of Dipsacus asper, led to the separation and identification of three undescribed triterpenoids including one arbor inane type, one ursane type and one oleanane type, two unreported oleanane type triterpenoid arabinoglycosides, and 18 known analogues. Structures of these compounds were determined by comprehensive spectroscopic analyses, with the absolute configurations of 25-acetoxy-28-dehydroxyrubiarbonone E and 2 alpha,3 beta-dihydroxy-23-norurs-4(24),11,13(18)-trien-28-oic acid being established by evaluation of their experimental and calculated ECD spectra. 25-Acetoxy-28-dehydroxyrubiarbonone E features an oxygenated C-25 that is the first case among arborinane type triterpenoids, while 2 alpha,3 beta,24-trihydroxy-23-norurs-12-en-28-oic acid incorporates a sp(3) C-24 that is a rare structural feature of 23-norursane type triterpenoids. Of these isolates, 2',4'-O-diacety1-3-O-alpha-L-arabinopyranosyl-23-hydroxyolea-12-en-28-oic acid and hederagonic acid exhibited moderate antibacterial activity against Staphylococcus aureus with IC50 values of 12.3 and 10.3 mu M, respectively, while those with either a feruloyloxy group or an arabinosyl moiety at C-3 displayed potent cytotoxic activities against four tumor cell lines A549, H157, HepG2 and MCF-7.

KeywordDipsacus asper Caprifoliaceae Triterpenoid Triterpenoid saponin Cytotoxicity
DOI10.1016/j.phytochem.2019.03.028
Indexed BySCI
WOS IDWOS:000469157200025
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Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/5758
Collection资源化学研究室
Affiliation1.Univ Jinan, Sch Biol Sci & Technol, 336 West Rd Nan Xinzhuang, Jinan 250022, Shandong, Peoples R China
2.Univ Jinan, Sch Chem & Chem Engn, 336 West Rd Nan Xinzhuang, Jinan 250022, Shandong, Peoples R China
3.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Urumqi 830011, Peoples R China
Recommended Citation
GB/T 7714
Yu, JH ,Yu, ZP ,Wang, YY ,et al. Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities[J]. PHYTOCHEMISTRY,2019,162(6):241-249.
APA Yu, JH .,Yu, ZP .,Wang, YY .,Bao, J .,Zhu, KK .,...&Zhang, H .(2019).Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities.PHYTOCHEMISTRY,162(6),241-249.
MLA Yu, JH ,et al."Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities".PHYTOCHEMISTRY 162.6(2019):241-249.
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