Abstract:
Oxidation of insularine (Ⅰ) with
m-chloroperbenzoic acid yielded four insularine-
N-oxides. Two of them are identical in every respect with our insularine-2β-
N-oxide (Ⅱ) and insularine-2'β-
N-oxide (Ⅲ), two rare examples of naturally occurring head-to-tail bisbenzyliso-quinoline N-oxides newly isolated from Cyclea sutchnenensis, which confirmed the structures of the two novel natural
N-oxides. The other two are new. compounds and their structures have been established as insularine-2'α-
N-oxide (Ⅳ) and insularine-2β-2'β-
N,
N-dioxide (Ⅴ), on the basis of spectral data (UV, IR.
1HNMR, NOEDS AND MS) analysis.