Annonin I ( 1) and anonin VI ( 9) were isolated from the seeds of ANNONA SQUAMOSA L. (Annonaceae). The constitution of 1 is identical with that of squamocin, isolated by Fujimoto et al. (8). The relative configuration of 1 was elucidated by X-ray diffraction analysis of a derivative. The constitution and relative configuration of 9 was established by (13)C- and (1)H-NMR spectroscopy using data of derivatives.
Annonacin ( 1), annonacin A ( 6), and annonastatin ( 7) were isolated from the seeds of ANNONA SQUAMOSA L. (Annonaceae). Compounds 6 and 7 are described for the first time. The relative configuration of the tetrahydrofuran core of 1 (with hitherto unknown configuration), as well as those of compounds 6, and 7 were established by (13)C- and (1)H-NMR spectroscopy using data of the derivatives 8- 11.
The relative stereochemistries of bullatalicin [1] and bullatalicinone [2] were partially reassigned based on COSY and relayed COSY spectra. The structures of annonins VIII [3], IV [4], and XVI [5] were revised and concluded as bullatalicin [1], bullatanocin [6], and squamostatin A [7], respectively.
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