1977 Volume 25 Issue 4 Pages 714-730
The isolation and characterization of the cardiotonic steroid constituents in the skin of the Japanese toad, Bufo vulgaris formosus BOULENGER, has been carried out. Three new types of bufotoxins in which the succinoyl, adipoyl, and pimeloyl groups are displaced for the suberoyl residue of the so-called"bufotoxin, "were separated and identified. In addition, the occurrence of bufogenin 3-sulfates and analogous conjugates of cardenolide named cardenobufotoxin was also demonstrated. The ethanolic extract of the skin obtained from 1800 toads was separated by chromatography on Amberlite XAD-2 resin, silica gel, and Sephadex LH-20, followed by highperformance liquid chromatography to provide new cardiotonic steroid conjugates. The structures of these substances were elucidated to be resibufogenin 3-succinoylarginine ester (Id), gamabufotalitoxin homologs (IIg, IIk, IIn, IIp), bufalitoxin homologs (IIIc, IIIe, IIIg, IIIi), cinobufotoxin homologs (IVc, IVe, IVg, IVl), arenobufotoxin (Vd), cinobufotalitoxin (VIb), cardenobufotoxins (VIIId, VIIIf), bufogenin 3-sulfates (IIq, IIIj, Ve, VIId), and sarmentogenin 3-sulfate (VIIIg) by degradative and synthetic means.