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RISS 인기검색어
- 검색키워드
- 저자 : Arnold Brossi (검색결과 1 건)
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Recent Studies on Bioactive Alkaloids, Ⅱ
Arnold Brossi 한국생약학회 1989 생약학회지 Vol.20 No.2
We are now able to explain the classical synthesis of the Cactus alkaloid anhalinine by Spa¨th: mescaline and formaldehyde form a crystalline trimer which with acid in non-aqueous medium is smoothly transformed into anhalinine. In another study it was found that simple isoquinolines lacking aromatic substituents are inhibitors of MAO B. Aromatic oxygenated congeners inhibit MAO A, but much less so than beta-carbolines or beta carboline- anhydronium bases. The R-isomers of salsoline, salsolidine, salsolinol and carnegine were found to inhibit the enzyme better than the S-enantiomers. A practical synthesis of optically active α-hydroxybenzylisoquinolines of the erythroseries has been achieved, and absolute configur ations were established. In our work on compounds related to colchicine it was found that thio analogs of naturalcolchicinoids represented by thiocolchicine, thiocornigerine, thiodemecolcine and 2- and 3-demethylthiodemecolcine were more potent antitumor compounds than their oxygen isosters. Reaction of thiocolchicine with Lawesson`s reagent affords 9-thiodeoxothiocolchicine, a useful intermediate for the preparation of 9-thiodeoxo analogs of colchicinoids. High in vitro potency in assays measuring the inhibition of tubulin polymerization and the bindings of radiolabled colchicine to tubulin is manifested by carbonate esters and carbamates of the 3- demethylthiocolchicine series. Antitubulin activity of desaminocolchinol methyl ether prepared both, from colchicine and by total synthesis, shows the compound to be an excellent model for further studies of the interaction of colchicinoids with tubulin. Details of these investigations will be discussed. 1) The first of this series of lectures was given on August 29, 1988, in Strasbourg, France, at the 24th Rencontres Internationalse de la Socie'te' The'rapeutique de France.
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