[Isolation and structure identification of the chemical constituents from pine needles of Pinus massoniana Lamb].
OBJECTIVE
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).


CONCLUSIONS
Compound I is a new compound, and compounds II, III and IV were isolated from this plant for the first time.
Feng
Wei-sheng
WS
Henan College of Traditional Chinese Medicine, Zhengzhou 450008, China. fwsh@371.net
Wang
Yan-zhi
YZ
Zheng
Xiao-ke
XK
Bi
Yue-feng
YF
D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification*; D008968:Molecular Conformation; D015394:Molecular Structure; D028223:Pinus / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014468:Umbelliferones / Q000737:chemistry / Q000302:isolation & purification
C488566:3-methoxyl-9'-O-alpha-L-rhamnopyranosyl-4',7-diepoxyneoligan-4,9-diol; D017705:Lignans; D014468:Umbelliferones