Swieteliacates S-U, phragmalin limonoids, from the leaves of

Three novel phragmalin-type limonoids, swieteliacates S-U ( 1-3 ), were isolated from Swietenia macrophylla leaves, alongside four previously identified limonoids ( 4-7 ). The structures, encompassing absolute configurations, were delineated through 1D and 2D NMR analyses, high-resolution mass spect...

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Published in:Organic & biomolecular chemistry 2024-03, Vol.22 (11), p.2182-2186
Main Authors: Sun, Yun-Peng, Xie, Zhe, Jin, Wen-Fang, Liu, Ying-Wei, Sun, Li-Juan, Liu, Jin-Song, Wang, Guo-Kai
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Summary:Three novel phragmalin-type limonoids, swieteliacates S-U ( 1-3 ), were isolated from Swietenia macrophylla leaves, alongside four previously identified limonoids ( 4-7 ). The structures, encompassing absolute configurations, were delineated through 1D and 2D NMR analyses, high-resolution mass spectrometry (HR-MS), and NMR and ECD calculations. Swieteliacate S ( 1 ) is a distinctive cryptate comprising a tricyclo[4.2.1 10,30 .1 1,4 ]decane fragment and an additional five-membered oxygen ring. Compounds 3 and 5 exhibited inhibition rates of 26.08 ± 2.26% and 15.42 ± 3.66%, respectively, on triglyceride (TG) production in Hep G2 cells at 40 μM. Three novel phragmalin-class limonoids ( 1-3 ) along with four known analogues were isolated and identified from the leaves of S. macrophylla .
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob02113k