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Spirocyclization strategy toward indole phytoalexins. The first synthesis of (±)-1-methoxyspirobrassinin, (±)-1-methoxyspirobrassinol, and (±)-1-methoxyspirobrassinol methyl ether
Authors:Peter Kutschy  Mojm&#x;&#x;r Suchý  Kenji Monde  Nobuyuki Harada  Renata Maru&#x;kov  Zuzana urillov  Milan Dzurilla  Mariana Miklo&#x;ov  Roman Mezencev  Jn Moji&#x;
Institution:

aInstitute of Chemical Sciences, Faculty of Science, P. J. Šafárik University, Moyzesova 11, 041 67 Košice, Slovak Republic

bDivision of Biological Sciences, Graduate School of Science, Hokkaido University, Kita 10, Nishi 8, Sapporo 060-0810, Japan

cInstitute of Multidisciplinary Research for Advanced Materials, 2-1-1, Katahira, Aoba-ku, Sendai 980-8577, Japan

dInstitute of Pharmacology, Faculty of Medicine, P. J. Šafárik University, SNP 1, 040 66 Košice, Slovak Republic

Abstract:The first syntheses of cruciferous indole phytoalexins (±)-1-methoxyspirobrassinin, (±)-1-methoxyspirobrassinol, (±)-1-methoxyspirobrassinol methyl ether as well as a new syntheses of phytoalexins (±)-spirobrassinin and cyclobrassinin were achieved by dioxane dibromide (DDB)-mediated spirocyclization of brassinin and its 1-substituted derivatives.
Keywords:phytoalexins  indoles  dioxane dibromide  spirocyclization  antitumor activity
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