Eudesmane Sesquiterpenoids from the Wood of Platycarya strobilacea

Abstract

The wood of Platycarya strobilacea Sieb. et Zucc. (Juglandaceae) was used as incense. In this study, three new sesquiterpenes (2, 4, 5) and one norsesquiterpene (3) were isolated and their structures determined as 7-hydroperoxy-11-hydroxy-2,4-cycloeudesman-8-one (2), 8-hydroxy-13-nor-2,4cycloeudesman-7-en-11-one (3), 2,4-cycloeudesma-7(11), 8-dien-(12,8)-olide (4), and 8-hydroxy-8,12-peroxy-2,4-cycloeudesm-7(11)-ene (5). In addition, the absolute configuration of a previously reported sesquiterpene was revised based on the calculation of its ECD spectrum.

New Cyclic Diarylheptanoids from Platycarya strobilacea

“…A 95% EtOH extract of the stem bark of P. strobilacea was subjected to column chromatography (CC) over silica gel, Sephadex LH-20, and pre-TLC to afford compounds 1-8. The structures of the known compounds phttyearynol (6), myricatomentogenin (7), and juglanin D (8) were determined by spectral data analysis and comparison with published data (Figure 1) [8][9][10]. Compound 1 was isolated as a white solid.…”

“…(Juglandaceae) is a deciduous shrubby tree distributed in East Asia [ 3 ]. Previous phytochemical studies have found that this species contains large amounts of ellagitannins [ 4 ], flavonoids [ 5 ], and sesquiterpenoids [ 6 , 7 ], but apparently only one cyclic diarylheptanoid (i.e., platycarynol) [ 8 ]. Since a number of cyclic diarylheptanoids have been isolated from many species of Juglandaceae, in this paper we described the results of an extensive investigation of the stem bark of P. strobilacea in which eight cyclic diarylheptanoids, including five new ones (compounds 1 – 5 ), were isolated and identified.…”