Murofushi Y, Kimura M, Kuwano H, Iijima Y, Yamazaki M, Kaneko M
Nucleic Acids Symp Ser. 1986(17):45-8.
Addition reactions across the double bond of griseolic acid were investigated. Dihydrogriseolic acid was obtained by a reduction of the adduct having halogen at 4' position. The ring juncture of the two five membered rings of the dihydro derivatives was all "cis" configuration. An acetolysis of the protected dihydro derivative gave corresponding 1'-acetoxy sugar. A glycosidation of this sugar derivative with silylated bases gave base exchanged derivatives of the dihydrogriseolic acid. The influence of the base moiety and the double bond to the PDE inhibitory activity was investigated. As a result, we found that this type of compounds had a weaker inhibitory activity than the corresponding compounds which had an original double bond or a dihydro bond that made the ring juncture of the two five membered ring "trans".
对灰黄霉素酸双键上的加成反应进行了研究。通过还原在4'位带有卤素的加合物得到二氢灰黄霉素酸。二氢衍生物的两个五元环的环连接均为“顺式”构型。对受保护的二氢衍生物进行乙酰解得到相应的1'-乙酰氧基糖。该糖衍生物与硅烷化碱进行糖苷化反应得到二氢灰黄霉素酸的碱交换衍生物。研究了碱部分和双键对磷酸二酯酶（PDE）抑制活性的影响。结果，我们发现这类化合物的抑制活性比具有原始双键或使两个五元环的环连接为“反式”的二氢键的相应化合物弱。
