STUDIES ON THE CHEMICAL CONSTITUENTS FROM PINENEEDLES OF PINUS MASSONIANA LAMB.

AIM To study the chemical constituents of the pine needles of Pinus massoniana Lamb.. METHODS Various chromatographic techniques were used to separate and purify the chemical constituents. Their physico-chemical properties and spectral data were used to elucidate the structures. RESULTS Three compounds were isolated from the n-BuoH fraction of water-extracts. Their structures were identified as shikimic acid (1), cedrusin (2): (7S,8R)-3′,4,9,9′,-tetrahydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1′-propanolneoligan and massonianoside B (3): (7S,8R)-3,9,9′-trihydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1′-propanolneoligan-4-O-α-L-rhamnopyranoside on the basis of spectral data (IR, FAB-MS, ¹HNMR,¹³CNMR ,¹H-¹H COSY, ¹³C-¹H COSY, DEPT, HMBC and ORD etc.). CONCLUSION Compound 3 is a new compound, while 1 and 2 were isolated from this plant for the first time.