title: Triterpenoids of sour jujube show pronounced inhibitory effect on human tumor cells and antioxidant activity.
abstract: Sour jujube is a common fruit and traditional medicine in China. Bioactivity-guided fractionation of sour jujube was used to determine the chemical identity of potent antiproliferative and antioxidant constituents. Four novel ursane-type triterpenoids, together with 8 known were isolated and identified. The new triterpenoids were elucidated to be 2α,3β,13β,23-tetrahydroxy-urs-11-en-28-oic acid (3), 2α,3β-dihydroxy-urs-20(30)-en-28-oic acid (9), 2α,3β,28-trihydroxy-urs-20(30)-ene (10), and 3β,12β,13β-trihydroxy-ursan-28-oic acid (11). Among the triterpenoids isolated, 2α,3β,19α-trihydroxy-urs-12-en-28-oic acid (7), 9 and 10 showed high potent inhibitory activity toward the proliferation of HepG2 cells, which the IC50 values were lower than 5 μM. Compounds 9 and 10 also exhibited pronounced activity against MCF-7 cells, with IC50 value of 0.8 ± 0.03 and 1.5 ± 0.1 μM, respectively. Compound 10 showed high antioxidant activity with an EC50 of 0.8 ± 0.02 μM, which was 18.9 times higher than ascorbic acid in antioxidant capacity.
authors.affiliation: School of Life Science and Bio-pharmaceutical, Guangdong Pharmaceutical University, Guangzhou 510006, China.
authors.forename: Aimin
authors.initials: A
authors.lastname: Qiao
authors.affiliation: School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China.
authors.forename: Yihai
authors.initials: Y
authors.lastname: Wang
authors.affiliation: School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China.
authors.forename: Limin
authors.initials: L
authors.lastname: Xiang
authors.affiliation: College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, China. Electronic address: zhangzhenxue02@hotmail.com.
authors.forename: Zhenxue
authors.initials: Z
authors.lastname: Zhang
authors.affiliation: School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China. Electronic address: hexiangjiu@hotmail.com.
authors.forename: Xiangjiu
authors.initials: X
authors.lastname: He
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification; D002681:China; D005638:Fruit / Q000737:chemistry; D006801:Humans; D020128:Inhibitory Concentration 50; D061986:MCF-7 Cells; D015394:Molecular Structure; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification; D031957:Ziziphus / Q000737:chemistry*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D014315:Triterpenes
keywords: Antioxidant activity; Antiproliferative activity; Sour jujube; Structure identification; Triterpenoids