Muhammad Dima, Hubert Jane, Lalun Nathalie, Renault Jean-Hugues, Bobichon Hélène, Nour Mohammed, Voutquenne-Nazabadioko Laurence
UMR CNRS 7312, Université de Reims Champagne-Ardenne, Bât. 18, Moulin de la Housse, BP 1039, 51687, Reims, Cedex 2, France.
Phytochem Anal. 2015 Mar-Apr;26(2):137-44. doi: 10.1002/pca.2545. Epub 2014 Dec 16.
Alphitonia neocaledonica (Rhamnaceae) is an endemic tree of New Caledonia. Although three flavonoids have been identified in the leaves, the secondary metabolite profile of the fruits has never been investigated.
Phytochemical investigation of A. neocaledonica fruits and evaluation of their anti-oxidant, anti-tyrosinase and cytotoxic activities.
A hydromethanolic extract was fractionated by liquid-liquid extraction to obtain ethyl acetate and n-butanolic fractions. The ethyl-acetate-soluble part was purified by silica-gel column chromatography and high-performance liquid chromatography (HPLC). The n-butanol-soluble part was fractionated by centrifugal partition extraction (CPE) and the collected fractions were further purified by centrifugal partition chromatography (CPC) and HPLC. The chemical structures of the purified compounds were identified by nuclear magnetic resonance and mass spectrometry.
Three triterpenoids and one flavonoid were isolated from the ethyl-acetate-soluble part. Fractions enriched in triterpenoids, flavonoids and catechin derivatives were obtained from the n-butanol-soluble part. Gallocatechin and flavonoids were obtained as pure compounds by further CPC and HPLC purification. The n-butanolic-soluble part showed anti-oxidant and anti-tyrosinase activities due to the presence of tannins and gallocatechin. The triterpenoid alphitolic acid showed a moderate cytotoxic activity against KB cell line (median inhibition concentration = 8.5 μM).
Nine known compounds including three triterpenes, five flavonoids and (+) gallocatechin, as well as a new 3-O-(6-E-feruloyl)-β-D-glucopyranosyl-(1 → 2)-[β-D-xylopyranosyl-(1 → 2)-]α-L-rhamnopyranosyl-quercetin, were isolated from A. neocaledonia fruits. The hydromethanolic extract possesses a potential cytotoxic activity due to the presence of triterpenes, and it can also be valuable as a cosmetic ingredient for its anti-oxidant and anti-tyrosinase activities.
新喀里多尼亚滨木患（鼠李科）是新喀里多尼亚的一种特有树种。虽然在其叶子中已鉴定出三种黄酮类化合物，但果实的次生代谢产物谱从未被研究过。
对新喀里多尼亚滨木患果实进行植物化学研究，并评估其抗氧化、抗酪氨酸酶和细胞毒性活性。
用甲醇水溶液提取物通过液-液萃取进行分离，得到乙酸乙酯和正丁醇馏分。乙酸乙酯可溶部分通过硅胶柱色谱和高效液相色谱（HPLC）进行纯化。正丁醇可溶部分通过离心分配萃取（CPE）进行分离，收集的馏分再通过离心分配色谱（CPC）和HPLC进一步纯化。通过核磁共振和质谱鉴定纯化化合物的化学结构。
从乙酸乙酯可溶部分分离出三种三萜类化合物和一种黄酮类化合物。从正丁醇可溶部分获得了富含三萜类化合物、黄酮类化合物和儿茶素衍生物的馏分。通过进一步的CPC和HPLC纯化，得到了纯化合物没食子儿茶素和黄酮类化合物。由于含有单宁和没食子儿茶素，正丁醇可溶部分表现出抗氧化和抗酪氨酸酶活性。三萜类化合物滨木患酸对KB细胞系表现出中等细胞毒性活性（半数抑制浓度=8.5μM）。
从新喀里多尼亚滨木患果实中分离出九种已知化合物，包括三种三萜、五种黄酮和（+）没食子儿茶素，以及一种新的3-O-（6-E-阿魏酰基）-β-D-吡喃葡萄糖基-（1→2）-[β-D-吡喃木糖基-（1→2）]-α-L-鼠李吡喃糖基-槲皮素。甲醇水溶液提取物由于含有三萜类化合物而具有潜在的细胞毒性活性，并且由于其抗氧化和抗酪氨酸酶活性，它也可作为一种有价值的化妆品成分。
