Synthesis of dioxatricyclic segments of dictyoxetane.: Oxygenated 6,8-dimethyl-2,7-dioxatricyclo[4.2.1.03,8]nonanes show antitumor activity.

被引:21
作者
Wittenberg, J
Beil, W
Hoffmann, HMR
机构
[1] Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
[2] Med Hsch Hannover, Inst Allgemeine Pharmakol, D-30625 Hannover, Germany
关键词
D O I
10.1016/S0040-4039(98)01886-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from 1,1-bisbenzyloxy propanone four oxetanes A, B, C and D representing the dioxatricyclic core of dictyoxetane were synthesized. All of them show a cytotoxic/cytostatic effect using a human gastric carcinoma and a human heptocellular cell line. The activity is comparable to that of 5-fluorouracil. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8259 / 8262
页数:4
相关论文
共 16 条
[1]   Concise total synthesis of (+/-)-palominol and (+/-)-dolabellatrienone via a dianion-accelerated oxy-Cope rearrangement [J].
Corey, EJ ;
Kania, RS .
TETRAHEDRON LETTERS, 1998, 39 (08) :741-744
[2]   DITERPENES FROM THE BROWN ALGA DILOPHUS-MEDITERRANEUS [J].
GOEZ, CE ;
WRIGHT, AD ;
KONIG, GM ;
STICHER, O .
PHYTOCHEMICAL ANALYSIS, 1994, 5 (02) :68-73
[3]  
GREVER MR, 1992, SEMIN ONCOL, V19, P622
[4]  
KNOPS L, 1995, LIEBIGS ANN, P77
[5]   Bioactive taxoids from Japanese yew Taxus cuspidata and taxol biosynthesis [J].
Kobayashi, J ;
Shigemori, H .
HETEROCYCLES, 1998, 47 (02) :1111-1133
[6]   EXTENSIVE 1D-NMR AND 2D-NMR AND X-RAY STUDIES OF DITERPENES ISOLATED FROM THE MARINE ALGA DICTYOTA-PARDALIS F PSEUDOHAMATA [J].
KONIG, GM ;
WRIGHT, AD ;
FRONCZEK, FR .
JOURNAL OF NATURAL PRODUCTS, 1994, 57 (11) :1529-1538
[7]   Synthesis of a 2,7-dioxatricyclo[4.2.1.0(3,8)]nonane: A model study for possible application in a synthesis of dictyoxetane [J].
Marshall, KA ;
Mapp, AK ;
Heathcock, CH .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9135-9145
[8]   STEREOCHEMISTRY AND CONFORMATION OF DOLABELLANE DITERPENES - AN NMR AND MOLECULAR MECHANICS STUDY [J].
PIATTELLI, M ;
TRINGALI, C ;
NERI, P ;
ROCCO, C .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (05) :697-704
[9]  
PULLAIAH KC, 1985, J ORG CHEM, V50, P3666
[10]   DITERPENES FROM THE BROWN ALGA DICTYOTA-BARTAYRESIANA [J].
RAO, CB ;
TRIMURTULU, G ;
SREEDHARA, C ;
RAO, DV ;
BOBZIN, SC ;
FAULKNER, DJ .
PHYTOCHEMISTRY, 1994, 37 (02) :509-513