Abstract
The stem bark of Phoebe grandis afforded one new oxoproaporphine; (–)-grandine A (1), along with six known isoquinoline alkaloids: (–)-8,9-dihydrolinearisine (2), boldine, norboldine, lauformine, scortechiniine A and scortechiniine B. In addition to that of the new compound, complete 1H- and 13C-NMR data of the tetrahydroproaporphine (–)-8,9-dihydrolinearisine (2) is also reported. The alkaloids’ structures were elucidated primarily by means of high field 1D- and 2D-NMR and HRMS spectral data.
Highlights
The Phoebe species (Lauraceae) are producers of isoquinoline alkaloids such as aporphines and oxoaporphines and they are especially known to give proaporphine-tryptamines [1,2,3,4]
Ten Phoebe species have been investigated for their chemical constituents [5,6,7,8,9,10,11] and interestingly only two Malaysian species (P. grandis and P. scortechinii) produce the proaporphine-tryptamine dimers
We report the isolation and characterization of one new oxoproaporphine; (+)grandine A (1, Figure 1) and the complete 1H- and 13C-NMR spectroscopic data of (–)-8,9dihydrolinearisine (2, Figure 1)
Summary
The Phoebe species (Lauraceae) are producers of isoquinoline alkaloids such as aporphines and oxoaporphines and they are especially known to give proaporphine-tryptamines [1,2,3,4]. We report the isolation and characterization of one new oxoproaporphine; (+)grandine A (1, Figure 1) and the complete 1H- and 13C-NMR spectroscopic data of (–)-8,9dihydrolinearisine (2, Figure 1). 3 (Figure 1) [11] were isolated from the bark of Phoebe grandis.
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