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Triterpenoids of sour jujube show pronounced inhibitory effect on human tumor cells and antioxidant activity
Institution:1. School of Life Science and Bio-pharmaceutical, Guangdong Pharmaceutical University, Guangzhou 510006, China;2. School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China;3. College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, China;1. Department of Pharmacy, University of Napoli “Federico II”, Via D. Montesano, 49, Napoli 80131, Italy;2. Department of Agricultural Sciences, University of Napoli “Federico II” - Oenology Sciences Section, Viale Italia, Avellino 83100, Italy;1. Department of Chemistry, University of Agriculture, Faisalabad, Pakistan;2. Department of Chemistry, University of Okara, Okara, Pakistan;3. National Centre of Excellence in Analytical Chemistry, University of Sindh, Jamshoro, Pakistan
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.
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