Matsukawa M, Mukai T, Akizawa T, Miyatake S, Yoshioka M, Morris J F, Butler V P
Department of Analytical Chemistry, Pharmaceutical Sciences, Setsunan University, 45-1, Nagaotoge-cho, Hirakata, Osaka 573-0101, Japan.
J Nat Prod. 1998 Dec;61(12):1476-81. doi: 10.1021/np980189g.
We have previously described the structures of four novel unconjugated bufadienolides in the ovary of the toad, Bufo marinus. In this study, we report the separation and characterization of three novel bufadienolide conjugates. These compounds were purified by HPLC, and their structures were determined to be 11alpha, 19-dihydroxytelocinobufagin-3-(12-hydroxydodecanoic acid) ester, 11alpha,19-dihydroxytelocinobufagin-3-(14-hydroxy-7-tetra decenoic acid) ester, and 11alpha, 19-dihydroxytelocinobufagin-3-(14-hydroxytetradecanoic acid) ester on the basis of NMR and MS data. Numerous dicarboxylic acid esters of bufadienolides have previously been described, but the three bufadienolide conjugates described in this report differ from previously described esters in that they contain hydroxylated monocarboxylic acids. The function of these three conjugates is not known but they are, like bufotoxins, potent inhibitors of Na+, K+-ATPase and may play a developmental role in the differentiation of toad oocytes.
我们之前已描述了海蟾蜍卵巢中四种新型游离蟾蜍二烯羟酸内酯的结构。在本研究中，我们报告了三种新型蟾蜍二烯羟酸内酯共轭物的分离与表征。这些化合物通过高效液相色谱法纯化，根据核磁共振（NMR）和质谱（MS）数据确定其结构分别为11α,19 - 二羟基远华蟾毒精 - 3 -（12 - 羟基十二烷酸）酯、11α,19 - 二羟基远华蟾毒精 - 3 -（14 - 羟基 - 7 - 十四碳烯酸）酯和11α,19 - 二羟基远华蟾毒精 - 3 -（14 - 羟基十四烷酸）酯。之前已描述过许多蟾蜍二烯羟酸内酯的二羧酸酯，但本报告中描述的这三种蟾蜍二烯羟酸内酯共轭物与之前描述的酯不同，因为它们含有羟基化的单羧酸。这三种共轭物的功能尚不清楚，但它们与蟾毒素一样，是Na +,K + - ATP酶的强效抑制剂，可能在蟾蜍卵母细胞的分化中发挥发育作用。
