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- W2916827094 abstract "This chapter discusses experimental studies focusing on quinozoline alkaloids. Because of the difficulty of obtaining adequate supplies of Dichroa febrifuga Lour., Ablondi and co-workers investigated other related plants and found that the leaves of the horticultural Hydrangea contained 0.005%–0.03% of febrifugine, identical with the Ch’ang Shan alkaloid. From this source, they were able to accumulate a small amount of material for structural investigation. Because of the very limited supply, many of the reactions of the alkaloid were interpreted by comparison with those of model compounds, a large number of which were synthesized for the purpose. In addition to obtaining results in agreement with those of Koepfli, Hutchings and co-workers found that neutral permanganate oxidized the alkaloid to 4-quinazolone-3-acetic acid, and zinc dust distillation gave 3-(2-ketopropyl)-4-Quinazolone. The position of the secondary amino-group relative to the keto-group was indicated to be α or β by the formation of cyclic products on treatment with phenyl isothiocyanate and with potassium cyanate. Studies demonstrated that febrifugine and isofebrifugine show differences in their chemical and physical properties that are scarcely consistent with their being the diastereoisomeric hemiketals." @default.
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- W2916827094 date "1960-01-01" @default.
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- W2916827094 title "Chapter 13 The Quinazoline Alkaloids" @default.
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- W2916827094 doi "https://doi.org/10.1016/s1876-0813(08)60007-x" @default.
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