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4414 J. Med. Plants Res. Figure 2. Structure of 8 and key correlations observed from HMBC. Table 2. Cytotoxicity of different fractions and isolates from B. yinchowense. Sample SKOV3 IC50 value (μg/ml) SW48 Eca-109 Hela n-Hexane fraction >100 >100 >100 >100 Water fraction >100 >100 >100 >100 95% Ethanol fraction 14.46 12.12 13.73 22.51 1 5.14 5.81 4.92 7.82 2 - - - - 3 5.32 6.12 5.85 9.21 4 37.2 35.8 42.3 42.7 5 - - - - 6 - - - - 7 4.53 5.32 4.61 8.67 8 - - - - 9 35.2 36.9 30.2 45.4 10 - 87.5 - - 5-Fu 11.32 9.31 11.23 14.30 1 H-NMR and 13 C-NMR signals for compound 8 were fully assigned. 13 C-NMR signals are as shown (Table 1). The HMBC spectrum showed obvious correlations between δ 4.99 (H-1') and 81.7 (C-3) and δ 5.34 (H-1’’) and 85.3 (C-3’), suggesting the sugar moiety was located at C-3 position, the glucosyl was connected with C-3' of the D-fucose. According to the coupling constants of sugar anomeric proton signals δ 4.99 (1H, d, J=7.5 Hz) and 5.34 (1H, d, J=7.5 Hz), the fucose and glucose should be assigned as β-anomeric configurations. Thus, compound 8 was elucidated as 3β, 16α, 23, 28-tetrahydroxy-olean-11,13 (18)-dien-29-oic acid 3-O-β-D-glucopyranosyl- (1→3)-β- D-fucopyranoside (Figure 2). The spectra data of compound 8 were reported for the first time. Cytotoxic activity Compounds 1 to 10 were evaluated in vitro for their inhibitory ability against Eca-109, SW48, Hela, and SKOV3 by MTT assay, using cisplatin as a positive control. The 50% growth inhibition (IC50) values are summarized in Table 2. Saikosaponin a (1), saikosaponin d (3) and 6"-O-acety-saikosaponin a (7) displayed strong cytotoxic activities against the tested cell lines in a dosedependent manner, with IC50 values of 4.53 to 14.3 μg/ml. The other compounds showed no or weak antiproliferative activity. Previous studies have shown many oleanane-type Bupleurum saponins, especially those that contained the epoxy bridge at C-13 and C-28 in their skeleton were very potent against many cancer cells (Chiang et al., 2003; Fujioka et al., 2006). Saikosaponin d exerted very
potent activity against the HepG2 cell line with an IC50 value of 12.5 μg/ml (Chiang et al., 2003). 3′-O-acetyl derivatives of saikosaponins a and d exhibited a potent activities against leukaemia P-388 cells and nasopharynx carcinoma KB cells with IC50 values of 0.5 and 6.3 μg/ml for the former and 1.2 and 6.3 μg/ml for the latter (Luo et al., 1993). In the present study, 10 oleanane-type Bupleurum saponins from B. yinchowense were tested against Eca-109, W-48, Hela and SKOV3. The result revealed that saikosaponin a, saikosaponin d and 6"-Oacetylsaikosaponin a exhibited significant inhibitory activities against the tested cell lines. The present study further demonstrated that Bupleurum saponins with an epoxy bridge and their acetyl derivatives were very potent against many cancer cells. To the best of our knowledge, this is the first report for the cytotoxic activity of compound 7. ACKNOWLEDGEMENTS This work was financially supported by National Science and Technology major projects (2011ZX09307-002-01 and 2012ZX09301002-001) and by the International Science and Technology Collaboration Project (0901). REFERENCES Alley MC, Scudiero DA, Monks A, Hursey ML, Czerwinski MJ, Fine DL, Abbott BJ, Mayo JG, Shoemaker RH, Boyd MR (1988). Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res. 48(3):589-601. Cheng YL, Chang WL, Lee SC, Liu YG, Lin HC, Chen CJ, Yen CY, Yu DS, Lin SZ, Harn HJ (2003). Acetone extract of Bupleurum scorzonerifolium inhibits proliferation of A549 human lung cancer cells via inducing apoptosis and suppressing telomerase activity. Life Sci. 73(18):2383-2394. Chiang LC, Ng LT, Liu LT, Shieh DE, Lin CC (2003). Cytotoxicity and anti-hepatitis B virus activities of saikosaponins from Bupleurum species. Planta Med. 69(8):705-709. Ding JK, Fujino H, Kasai R, Fujimono N (1986). Chemical evolution of Bupleurum species collected in Yunnan. Chem. Pharm. Bull. 34:1158- 1167. Li et al. 4415 Ebata N, Nakajima K, Hayashi K, Okada M, Maruno M (1996). Saponins from the root of Bupleurum falcatum. Phytochem. 41(3):895-901. Fujioka T, Yoshida K, Fujii H, Nagao T, Okabe H, Mihashi K (2003). Antiproliferative constituents from Umbelliferae plants VI. New ursane-type saikosaponin analogs from the fruits of Bupleurum rotundifolium. Chem. Pharm. Bull. 51(4):365-372. Fujioka T, Yoshida K, Shibao H, Nagao T, Yoshida M, Matsunaga K, Takata J, Karube Y, Iwase Y, Okabe H, Mihashi K (2006). Antiproliferative constituents from umbelliferae plants. IX. New triterpenoid glycosides from the fruits of Bupleurum rotundifolium. Chem. Pharm. Bull. 54(12):1694-1704. Ishii H, Nakamura M, Seo S, Tori K, Tozyo T (1980). Isolation and nuclear magnetic resonance spectra of new saponins from the roots of Bupleurum falcatum L. Chem. Pharm. Bull. 28:2367-2383. Liang H, Zhao Y, Qiu H, Huang J, Zhang R (1998). A new saikosaponin from Bupleurum Chinese DC. Acta Pharmacol. Sin. 33(1):37-41. Luo SQ, Lin LZ, Cordell GA(1993). Saikosaponin derivatives from Bupleurum wenchuanense. Phytochem. 33(5):1197-1205. Sánchez-Contreras S, Díaz-Lanza AM, Bernabé M (2000). Four new triterpenoid saponins from the roots of Bupleurum rigidum. J. Nat. Prod. 63(11):1479-1482. Tan L, Zhao Y, Tu G, Wang B, Cai S, Zhang R (1999). Saikosaponins from roots of Bupleurum scorzonerifolium. Phytochem. 50(1):139- 142. Tori K, Seo S, Yoshimura Y, Nakamura M, Tomita Y, Ishii H (1976). Carbon-13 NMR spectra of saikosaponins a, c, d and f. Tetrahedron Lett. 46:4167-4170. Wang Y, Xing S, Yano Y, Nomura T (1998). Saponins in Bupleurum smithii Wolff var. Parvifolium Shan et Y. Li. Zhongguo Zhong Yao Za Zhi. 23(2):96-98, 128. Xie H, Huo KK, Chao Z, Pan SL (2009). Identification of crude drugs from Chinese medicinal plants of the genus Bupleurum using ribosomal DNA ITS sequences. Planta Med. 75(1):89-93.
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B Journal of Medicinal Plants Resea
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Editors Prof. Akah Peter Achunike E
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Page 7 and 8: Fees and Charges: Authors are requi
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Page 11 and 12: supplement of dietary minerals. The
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Page 19 and 20: Table 1. Pa and Pi of PTK inhibitor
Page 23 and 24: Table 1. Plant collection and stora
Page 25 and 26: Table 2. Count’d. Psydrax livida
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Page 35 and 36: REFERENCES Hui et al. 4393 Figure 1
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Page 39 and 40: Table 2. Analysis of variance of yi
Page 41 and 42: Pirzad 4399 Table 3. Correlation co
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Page 49 and 50: capacity could be a model for micro
Page 53 and 54: Table 1. 13 C-NMR data for compound
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Page 59 and 60: Lippia spp. using gas chromatograph
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