A new alkaloid from Pancratium maritimum L.

Pancratium maritimum L. (sea daffodil) is one of the most studied plant species in the Amaryllidaceae family [1]. Recently, due to the advancement of new probabilistic methods (DP4, DP4+, DP4-J) and spectroscopic techniques (VCD), the potential of the phytochemical investigation on isomeric compounds has been significantly improved. In this study, application of those techniques in combination with conventional phytochemical analysis led to the isolation and identification of a new alkaloid (1) from P. maritimum, together with 15 known compounds. Compound (1) was found to be a diastereomer of 2α-10bα-dihydroxy-9-O-demethylhomolycorine [2]. Using the DP4 and DP4+probabilities, the relative configuration of (1) was assigned as either RRRR or SSSS and was in agreement with observed NOE effects. Finally, the absolute configuration of the new compound was confirmed to be RRRR by VCD spectroscopy. The novel compound was named (5R,5aR,11bR,11cR)-5,11b-dihydroxy-10-O-demethylhomolycorine.

Publikationsverlauf

Artikel online veröffentlicht:
13. Dezember 2021

• References

• 1 The Alkaloids: Chemistry and Biology, Vol. 68
• 2 J. Braz. Chem. Soc., Vol. 26, 1976-1980, 2015