Pinus pumila (Pall.) Regel (Pinaceae) (also called Siberian dwarf pine, Japanese stone pine or Haimatsu) is an endemic pine tree distributed in northern Korea, northeastern China, northern Japan, and between the East Siberia and Yenisey River at elevation of ranging from 1000 to 2300 m. Needles, seeds, foliated twigs, roots, oleoresin, and buds of P. pumila are used in northeastern Asian folk medicines to cure favus, dermatoses, neuralgia, rheumatism, tuberculosis and arthritis, as well as in preparation of antihelmintic, diuretic, expectorant, disinfectant, antiscorbutic, and wound-healing remedies. Earlier papers have reported the isolation of diterpenes, monoterpenoids, and triterpenes from the oleoresin of P. pumila. However, the chemical constituents of pine cone of P. pumila have not been studied so far. Our current investigation on P. pumila cones led to the isolation and purification of seven known secondary metabolites, including β-sitosterol (I), daucosterol (II), β-sitosterol palmitate (III), dimethylmatairesinol (IV), stigmast 7-en-3β-ol (V), stigmast 7-en-3-O-β-D-glucoside (6), and stigmasterol (VII). Their structures were characterized by MS and 1D and 2D NMR spectroscopy, as well as comparison with the literature data. It is worth noting that all the seven secondary metabolites (I~VII) were isolated here for the first time from P. pumila, while compounds III~VII have never been reported from the genus Pinus previously.
Chuanling Si [ Tianjin Key Laboratory of Pulp and Paper, Tianjin University of Science and Technology, Tianjin 300457, P.R. China; Harbin Research Institute of Forestry Machinery, China State Forestry Administration, Harbin 150086, P.R. China ]
Corresponding Author
Zijiang Li [ Tianjin Key Laboratory of Pulp and Paper, Tianjin University of Science and Technology, Tianjin 300457, P.R. China; ]
Lei Wu [ Institute of Applied Chemistry, Jiangxi Academy of Sciences, Nanchang 330096, P.R. China ]
Xiaona Yan [ Harbin Research Institute of Forestry Machinery, China State Forestry Administration, Harbin 150086, P.R. China ]
Corresponding Author
Junhui Wang [ Chinese Academy of Forestry, 100091 Beijing, P.R. China ]
Hongying Yu [ Harbin Research Institute of Forestry Machinery, China State Forestry Administration, Harbin 150086, P.R. China ]
Youngsoo Bae [ Department of Forest Biomaterials Engineering, College of Forest & Environment Sciences, Kangwon National University, Chuncheon 24341, Korea ]
Corresponding Author