64 新マクロライド抗生物質,スピラマイシン-IV,V,VIの構造決定とINEPT法による^<13>C-NMRの帰属

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In the course of our screening for new antibiotics, we found spiramycin-producing organism, Streptomyces ambofacience, also produces some minor components together with spiramycins (SPM) -I, II, and III. The minor components, SPM-IV, V, and VI, were isolated from the crude powder of SPM by a sequential application of various chromatography. As ^<13>C-NMR is extremely powerful for structural elucidation in the case of such molecular weight as SPM, the ^<13>C-NMR of SPM-I was assigned as a reference by complete proton-decoupled and low power selective proton-decoupled measurements, an off-resonance spectrum, and INEPT method (Insensitive Nuclei Enhanced by Polarization Transfer, Fig. 1). The last one is a technique developed recently and was more useful to differentiate carbons than off-resonance method in the case. Comparison of the ^<13>C-NMR of the minor components with that of SPM-I revealed that SPM-V and VI are new SPM. The former has a mycarose moiety instead of a forosamine moiety at the 9 position in comparison with SPM-I and the latter is 18-dihydro derivative of SPM-V. SPM-IV was elucidated to be 18-dihydro SPM-I. Their biological activities will also be discussed.
天然有機化合物討論会の論文
1982-09-10