STRUCTURE OF RAMULOSIN METABOLIC PRODUCT OF FUNGUS PESTALOTIA RAMULOSA
STRUCTURE OF RAMULOSIN METABOLIC PRODUCT OF FUNGUS PESTALOTIA RAMULOSA
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DOI：
10.1042/bj0930092
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发表时间：
1964-01-01
影响因子：
4.1
通讯作者：
CABOT, C
中科院分区：
文献类型：
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作者：
STODOLA, FH;BENJAMIN, CR;CABOT, C
Ramulosin是一种多枝假单胞菌（P. ramulosa）的C10 H14 O3代谢产物，其紫外吸收和红外吸收光谱表明存在β-氧代内酯基团。通过水解时释放1摩尔二氧化碳证实了这一分组。铜螯合盐的形成表明2个官能团不在同一环中。这些发现和对类似发酵产物的结构的考虑表明雷莫洛新是全氢-3-甲基-1，8-二氧代-2-苯并吡喃的烯醇螯合物。该结构通过雷莫洛新转化为C9 H16 O2酮醇得到证实，这在除去羰基后得到预期的1 -环己基丙-2-醇。
Ramulosin, a C10H14O3 metabolic product of the fungus P. ramulosa, gave UV-asborption and infrared-absorption spectra that indicated the presence of a [beta] -oxo iactone grouping. This grouping was confirmed by the liberation of 1 mole of carbon dioxide on hydrolysis. The formation of a copper chelate salt showed that the 2 functional groups are not in the same ring. These findings and a consideration of the structures of analogous fermentation products suggested that ramulosin is the enol chelate of perhydro-3-methyl-l,8-dioxo-2-benzopyran. This structure was confirmed by the conversion of ramulosin into a C9H16O2 ketol, which yielded the expected 1 -cyclohexyl propan-2-ol on removal of the carbonyl group.