马尾松松针中化学成分的分离与结构鉴定马尾松松针中化学成分的分离与结构鉴定

目的研究松科植物马尾松(Pinus massoniana Lamb.)松针的化学成分。方法应用色谱技术分离纯化,IR,NMR,MS等波谱方法解析化学结构。结果从马尾松松针中分离出4个化合物,分别鉴定为:3-甲氧基-9′-O-α-L-鼠李糖基-4′:7,5′:8-二氧环新木脂素-4,9-二醇(命名为massonianoside E,I),4,4′,8,8′,9-五羟基-3,3′-二甲氧基-7,9′-单环氧木脂素(II),伞花内酯(III),4-(4′-羟基-3′-甲氧基苯基)-2-丁酮(IV)。结论化合物I为新化合物,II,III和IV为首次从松科植物中分离得到。

Isolation and structure identification of the chemical constituents from pine needles of Pinus massoniana Lamb.

AIM: To study the chemical constituents of the water-extracts of the pine needles of Pinus massoniana Lamb.. METHODS: Pine needles were collected in Xixia country and extracted with boiling water for two times and the water-extracts were concentrated. The crude extract of pine needles was fractionated into four fractions by Et2O, EtOAc and n-BuOH. Various column chromatography with D-101 macroreticular resin, Toyopearl HW-40 and silica gel were employed for the isolation and purification of compounds from the n-BuOH fraction of pine needles. The structures of the compounds were identified by physiochemical properties and spectral analysis (UV, IR, MS, 1HNMR, 13CNMR, DEPT, HMQC, HMBC, etc.). RESULTS: Four compounds were isolated from the n-BuOH fraction of water-extracts, and their structures were identified as 3-methoxyl-9'-O-alpha-L-rhamnopyranosyl-4':7,5':8-diepoxyneoligan-4,9-diol (massonianoside E, I), 4,4',8,8',9-pentahydroxyl-3,3'-dimethoxyl-7,9'-monoepoxylignan (II), umbelliferon (III), 4-(4'-hydroxyl-3'-methoxylbenzyl)-2-butanone (IV). CONCLUSION: Compound I is a new compound, and compounds II, III and IV were isolated from this plant for the first time.