Berlinck R G, Braekman J C, Daloze D, Bruno I, Riccio R, Ferri S, Spampinato S, Speroni E
Laboratory of Bioorganic Chemistry, Faculty of Sciences, University of Brussels, Belgium.
J Nat Prod. 1993 Jul;56(7):1007-15. doi: 10.1021/np50097a004.
Four pentacyclic guanidine derivatives (crambescidin 800 [5], crambescidin 816 [6], isocrambescidin 800 [9], and crambine [10]) related to ptilomycalin A [11] have been isolated from the Mediterranean sponge Crambe crambe. Isocrambescidin 800 and crambidine are new derivatives, the structures of which have been determined on the basis of their spectral properties. The absolute configuration of crambescidin 816 at the stereogenic center C-43 has been determined by applying Mosher's method. Pharmacological and biological activities of the Crambe crambe alkaloids are reported. In particular, crambescidin 816 was found to have a potent Ca++ antagonist effect and to inhibit the acetylcholine-induced contraction of guinea pig ileum at very low concentrations.
从地中海海绵Crambe crambe中分离出了四种与ptilomycalin A相关的五环胍衍生物（crambescidin 800 [5]、crambescidin 816 [6]、异crambescidin 800 [9]和crambine [10]）。异crambescidin 800和crambine是新的衍生物，其结构已根据光谱性质确定。通过应用莫舍尔方法确定了crambescidin 816在立体中心C-43处的绝对构型。报道了Crambe crambe生物碱的药理和生物活性。特别是，发现crambescidin 816具有强效的Ca++拮抗剂作用，并在非常低的浓度下抑制豚鼠回肠的乙酰胆碱诱导的收缩。
