Unifying the Absolute Configuration of Dibenzopyrrocoline Alkaloids with Relative Configuration Revision of Cryptowolinol and Description of Isocryptaustoline from Cryptocarya oubatchensis DOI

Rany B. Mbeng Obame,

Sidney Gallard,

Sacha Gibert

et al.

Journal of Natural Products, Journal Year: 2025, Volume and Issue: unknown

Published: March 31, 2025

Dibenzopyrrocoline alkaloids, found in lauraceous and hernandiaceous plants, have been studied since the 1950s. The absolute configuration of these including cryptaustoline, has a topic debate due to conflicting studies. Having our laboratory some authentic samples dibenzopyrrocoline-type Cryptocarya we decided reinvestigate their using modern spectroscopic techniques along with TDDFT calculations. NMR reinvestigation sample cryptowolinol led us revise its relative ML-J-DP4 DP4+ analyses. Moreover, all dibenzopyrrocoline alkaloids reported date benefitted from complete re-evaluation based on comparison TDDFT-SR TDDFT-ECD predictions leading unified configuration. At last, this patrimonial unveiled historical corresponding heretofore unpublished alkaloid, which named isocryptaustoline. reisolation molecule total alkaloid extract oubatchensis makes it genuine natural product.

Language: Английский

Unifying the Absolute Configuration of Dibenzopyrrocoline Alkaloids with Relative Configuration Revision of Cryptowolinol and Description of Isocryptaustoline from Cryptocarya oubatchensis DOI

Rany B. Mbeng Obame,

Sidney Gallard,

Sacha Gibert

et al.

Journal of Natural Products, Journal Year: 2025, Volume and Issue: unknown

Published: March 31, 2025

Dibenzopyrrocoline alkaloids, found in lauraceous and hernandiaceous plants, have been studied since the 1950s. The absolute configuration of these including cryptaustoline, has a topic debate due to conflicting studies. Having our laboratory some authentic samples dibenzopyrrocoline-type Cryptocarya we decided reinvestigate their using modern spectroscopic techniques along with TDDFT calculations. NMR reinvestigation sample cryptowolinol led us revise its relative ML-J-DP4 DP4+ analyses. Moreover, all dibenzopyrrocoline alkaloids reported date benefitted from complete re-evaluation based on comparison TDDFT-SR TDDFT-ECD predictions leading unified configuration. At last, this patrimonial unveiled historical corresponding heretofore unpublished alkaloid, which named isocryptaustoline. reisolation molecule total alkaloid extract oubatchensis makes it genuine natural product.

Language: Английский

Citations

0