New triterpene saponins from the seed cake of Camellia Oleifera and their cytotoxic activity |
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| Institution: | 1. School of Traditional Chinese Materia Medica, Shenyang 110016, China;2. Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University), Ministry of Education, Wenhua Road 103, Shenyang 110016, China;1. National Engineering Research Center for Oil-tea Camellia, Hunan Academy of Forestry, Changsha 410004, Hunan, China;2. Key Laboratory of Cultivation and Protection Co-constructed for Non-wood Forest Trees, Ministry of Education, Central South University of Forestry and Technology, Changsha 410004, China;3. School for Engineering of Matter, Transport and Energy, Arizona State University, 551 E. Tyler Mall, Tempe, AZ, 85287, USA;4. Key Laboratory of Poyang Lake Environment and Resource Utilization, Ministry of Education, Nanchang University, 999 Xuehu Road, Nanchang, 330031, China |
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| Abstract: | Two new oleanane-type triterpene saponins, identified as 16α-hydroxy-22-O-angeloyl-23-formyl-28,31-dihydroxymethylene-olean-12-ene-3β-O-{β-d-galactopyranosyl-(1 → 2)β-d-xylopyranosyl-(1 → 2)-α-l-arabinopyranosyl(1 → 3)]-β-d-glucopyranosiduronic acid} (oleiferasaponin B1, 1) and 22-O-hydrocinnamoyl-23-formyl-28-dihydroxymethylene-olean-12-ene-3β-O-{β-d-glucopyranosyl-(1 → 2)β-d-xylopyranosyl-(1 → 2)-α-l-arabinopyranosyl(1 → 3)]-β-d-glucopyranosiduronic acid} (oleiferasaponin B2, 2), were isolated from the seed cake of Camellia oleifera Abel. Their structures were established by extensive 1D- and 2D-NMR experiments along with TOF-MS analysis and acid hydrolysis. The cytotoxicity of the isolated compounds was evaluated in four human carcinoma cell lines: A 549, SK-OV-3, SK-MEL-2 and HCT15. Both compounds 1 and 2 exhibited significantly cytotoxic activity with IC50 values of 18.5 μM (A549), 11.3 μM (SK-OV-3), 13.9 μM (SK-MEL-2) and 1.6 μM (HCT15) for 1 and IC50 values of 8.4 μM (A549), 6.3 μM (SK-OV-3), 9.2 μM (SK-MEL-2) and 0.8 μM (HCT15) for 2. In addition, compound 2 showed more effective cytotoxic activity than compound 1. |
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| Keywords: | New triterpene saponins Cytotoxic activity |
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