College of Pharmaceutical Science, Soochow University , Suzhou 215123, China.
J Agric Food Chem. 2013 Dec 26;61(51):12692-9. doi: 10.1021/jf405384r. Epub 2013 Dec 12.
Benincasa hispida (Thunb.) Cogn. fruits are widely consumed in China and tropical countries. This study identifies three new triterpenoids, 3α,29-O-di-trans-cinnamoyl-D:C-friedooleana-7,9(11)-diene (1), oleanolic acid 28-O-β-d-xylopyranosyl-[β-d-xylopyranosyl-(1→4)]-(1→3)-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside (2), and oleanolic acid 28-O-β-d-glucopyranosyl-(1→3)-β-d-xylopyranosyl-[β-d-xylopyranosyl-(1→4)]-(1→3)-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside (3), together with 12 known compounds, multiflorenol (4), isomultiflorenyl acetate (5), stigmasterol (6), stigmasterol 3-O-β-d-glucopyranoside (7), α-spinasterol (8), α-spinasterol 3-O-β-d-glucopyranoside (9), β-sitosterol (10), daucosterol (11), arbutin (12), nicotinic acid (13), (+)-pinonesinol (14), and ethyl β-d-glucopyranoside (15). The structures of compounds 1-15 were determined by spectroscopic and chemical methods. All the compounds with the exception of 4, 5, and 9-11 were isolated from B. hispida for the first time. The anticomplement activities of compounds 1-15 were assessed by Mayer's modified method. Compounds 1-15 showed no significant cytotoxic activity against HeLa human cervical, HL-60 human hepatoma, and SMMC-7721 human hepatoma cell lines.
白皮冬瓜果实在中国和热带国家被广泛食用。本研究鉴定了三种新的三萜类化合物，3α,29-O-二反式肉桂酰-D:C-佛迪烷-7,9(11)-二烯（1）、齐墩果酸 28-O-β-d-吡喃木糖基-[β-d-吡喃木糖基-(1→4)]-(1→3)-α-l-鼠李吡喃糖基-(1→2)-α-l-阿拉伯吡喃糖苷（2）和齐墩果酸 28-O-β-d-吡喃葡萄糖基-(1→3)-β-d-吡喃木糖基-[β-d-吡喃木糖基-(1→4)]-(1→3)-α-l-鼠李吡喃糖基-(1→2)-α-l-阿拉伯吡喃糖苷（3），以及 12 种已知化合物，即：多花醇（4）、异多花醇乙酸酯（5）、豆甾醇（6）、豆甾醇 3-O-β-d-吡喃葡萄糖苷（7）、α-菠菜甾醇（8）、α-菠菜甾醇 3-O-β-d-吡喃葡萄糖苷（9）、β-谷甾醇（10）、胡萝卜苷（11）、熊果苷（12）、烟酸（13）、（+）-松脂素二醇（14）和乙基 β-d-吡喃葡萄糖苷（15）。化合物 1-15 的结构通过光谱和化学方法确定。除了 4、5 和 9-11 之外，所有化合物均为首次从白皮冬瓜中分离得到。采用 Mayer 改良法评估了化合物 1-15 的抗补体活性。化合物 1-15 对 HeLa 人宫颈、HL-60 人肝癌和 SMMC-7721 人肝癌细胞系均无明显细胞毒性。
