Oleanane-type triterpenes from Viburnum awabuki

被引:23
作者
Kagawa, M [1 ]
Minami, H [1 ]
Nakahara, M [1 ]
Takahashi, H [1 ]
Takaoka, S [1 ]
Fukuyama, Y [1 ]
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Inst Pharmacognosy, Tokushima 770, Japan
关键词
Viburnum awabuki; Caprifoliaceae; wood; oleanane-type triterpene; erythrodiol; 1-oxo-erythrodiol; 11-oxo-erythrodiol; 13,28-epoxy-11-oleanene-3-one; castanopsone;
D O I
10.1016/S0031-9422(97)00742-5
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
Three new oleanane-type triterpenes have been isolated from the wood of Viburnum awabuki. Their structures have been elucidated as 3 beta,28-dihydroxy-12-oleanene-1-one, 3 beta,28-dihydroxy-12-oleanene-11-one and 13,28-epoxy-11-oleanene-3-one, respectively, by extensive analysis of spectroscopic data including comparison of C-13 NMR data with those of erythrodiol and some chemical transformations. The structure of 1-oxo-erythrodiol has been confirmed by X-ray crystallographic analysis. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1337 / 1341
页数:5
相关论文
共 11 条
[1]   Hydroperoxylated guaiane-type sesquiterpenes from Viburnum awabuki [J].
Fukuyama, Y ;
Minami, H ;
Ichikawa, R ;
Takeuchi, K ;
Kodama, M .
PHYTOCHEMISTRY, 1996, 42 (03) :741-746
[2]  
Fukuyama Y, 1996, CHEM PHARM BULL, V44, P1418, DOI 10.1248/cpb.44.1418
[3]   Absolute structure of vibsanins B and C, and their chemical correlation [J].
Fukuyama, Y ;
Minami, H ;
Taoka, S ;
Kodama, M ;
Kawazu, K ;
Nemoto, H .
TETRAHEDRON LETTERS, 1997, 38 (08) :1435-1438
[4]   Neovibsanines A and B, unprecedented diterpenes from Viburnum awabuki [J].
Fukuyama, Y ;
Minami, H ;
Takeuchi, K ;
Kodama, M ;
Kawazu, K .
TETRAHEDRON LETTERS, 1996, 37 (37) :6767-6770
[5]   BIOACTIVE COMPOUNDS IN LEAVES OF VIBURNUM ODORATISSIMUM KER .1. ISOLATION OF VIBSANINES A,B,C,D,E AND F FROM VIBURNUM-ODORATISSIMUM [J].
KAWAZU, K .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1980, 44 (06) :1367-1372
[6]  
Kikuchi Masa, 1995, Natural Medicines, V49, P219
[7]  
KUROYANAGI M, 1986, CHEM PHARM BULL, V34, P4012
[8]   Studies on the constituents of Viburnum species .16. Viburnols: Six novel triterpenoids from Viburnum dilatatum [J].
Machida, K ;
Kikuchi, M .
TETRAHEDRON LETTERS, 1997, 38 (04) :571-574
[9]   Studies on the constituents of viburnum species .14. Viburnols: Novel triterpenoids with a rearranged dammarane skeleton from Viburnum dilatatum [J].
Machida, K ;
Kikuchi, M .
TETRAHEDRON LETTERS, 1996, 37 (24) :4157-4160
[10]   CASTANOPSONE AND CASTANOPSOL 2 NEW TRITERPENOIDS FROM CASTANOPSIS-INDICA [J].
PANT, P ;
RASTOGI, RP .
PHYTOCHEMISTRY, 1977, 16 (11) :1787-1789