Benzofurans and another constituent from seeds of Styrax officinalis

被引:207
作者
Akgul, YY [1 ]
Anil, H [1 ]
机构
[1] Univ Ege, Dept Chem, Fac Sci, TR-35100 Bornova, Izmir, Turkey
关键词
Styrax officinalis; Styracaceae; egonol; benzofuran ester; oxirene;
D O I
10.1016/S0031-9422(03)00357-1
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The benzofuran constituents of the seeds of Styrax officinalis were investigated. From the hexane extract, two new constituents named 5-(3"benzoyloxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)-benzofuran (5) and 4-[3"-(1c-methylbutanoyloxy)propyl]-2-methoxy-(3',4'-metlhylenedioxvphenyl)- 1a, 5b-dihydrobenzo-[3,4]-cyclobutaoxirene (6) were isolated together with four known compounds, 5-[3"-(1c-methylbutanoyloxy)propyl]-7-methoxy-2-(3',4'-dimethoxyphenyl)-benzofuran (4), 5-[3"-(1c-methylbutanoyloxy)propyl]-7-methoxy-2-(3',4'-methylenedioxyphenyl)-benzofuran (3), 5-(3"-acetoxypropyl)-7-methoxy2-(3',4-methylenedioxphenyl)-benzofuran (2) and 5-(3"-hydroxypropyl)-7-methoxy-2-(3',4-met hylenedioxyphenyl)-benzofuran (1). Although the compounds 1, 2, and 3 have been isolated previously from the seeds of Styrax obassia, this is the first record of their isolation from seeds of Styrax officinalis. The structures of the isolated compounds were established by 1D- and 2D-NMR (HMBC, HMQC, COSY), FABMS and high-resolution ESI FTMS. (C) 2003 Published by Elsevier Ltd.
引用
收藏
页码:939 / 943
页数:5
相关论文
共 9 条
[1]  
AKGUL YY, 2003, UNPUB FITOTERAPIA
[2]   4 BENZOFURAN GLYCOSIDES FROM STYRAX-OFFICINALIS [J].
ANIL, H .
PHYTOCHEMISTRY, 1980, 19 (12) :2784-2786
[3]   Lignan glucosides from Acanthus ilicifolius [J].
Kanchanapoom, T ;
Kamel, MS ;
Kasai, R ;
Yamasaki, K ;
Picheansoonthon, C ;
Hiraga, Y .
PHYTOCHEMISTRY, 2001, 56 (04) :369-372
[4]  
Matthews VA, 1972, FLORA TURKEY E AEGEA, V4
[5]  
Pauletti PM, 2000, PHYTOCHEMISTRY, V55, P597, DOI 10.1016/S0031-9422(00)00225-9
[6]   A NEW BENZOFURAN FROM SEEDS OF STYRAX OFFICINALIS L [J].
SEGAL, R ;
MILOGOLD.I ;
SOKOLOFF, S ;
ZAITSCHE.DV .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (22) :2402-&
[7]   5-(3-HYDROXYPROPYL)-2-(3',4'-METHYLENEDIOXYPHENYL) BENZOFURAN - NEW BENZOFURAN FROM STYRAX-OBASSIA SIEB ET ZUCC [J].
TAKANASHI, M ;
TAKIZAWA, Y ;
MITSUHAS.T .
CHEMISTRY LETTERS, 1974, (08) :869-871
[8]   NEW BENZOFURANS RELATED TO EGONOL FROM IMMATURE SEEDS OF STYRAX-OBASSIA [J].
TAKANASHI, M ;
TAKIZAWA, Y .
PHYTOCHEMISTRY, 1988, 27 (04) :1224-1226
[9]   PRELIMINARY STUDIES ON STYRAX OIL [J].
VARDAR, Y ;
OFLAS, S .
QUALITAS PLANTARUM-PLANT FOODS FOR HUMAN NUTRITION, 1973, 22 (02) :145-148