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Three new halogenated indole−imidazole alkaloids, securamines E ( 1 ), F ( 2 ), and G ( 3 ), have been isolated from the marine bryozoan Securiflustra securifrons . Their structures were determined by NMR and mass spectrometry. The new alkaloids, 1 − 3, can all be related to the earlier reported securamine C ( 4 ). Compound 1 has an additional bromine substituent at the indole ring system compared to 4; 2 and 4 are diastereomers differing in configuration at one of the four asymmetric carbon atoms; and 3 is a hydrogenated form of 4 .
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Rahbæk et al. (1997) studied this question.
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