Masterpenoids A–D, Four Unprecedented Nortriterpenoids from the Mastic (Pistacia lentiscus) and Their Anti-inflammatory Activity

Four unprecedented nortriterpenoids, masterpenoids A–D, were isolated and fully elucidated from the resin of the mastic tree (Pistacia lentiscus). Masterpenoids A–C are the first norterpenoids featuring an unprecedented 6/6/6/10 ring system, while masterpenoid D possesses a novel 6/6/6/7/5 ring syst...

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Veröffentlicht in:Journal of organic chemistry 2024-12, Vol.89 (23), p.17562-17566
Hauptverfasser: An, Xuerui, Liu, Wei, Zhou, Hengwei, Zhang, Jiaxu, Sun, Yuwei, Li, Tianzhi, Xiang, Wentian, Yuan, Tao
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Sprache:eng
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Zusammenfassung:Four unprecedented nortriterpenoids, masterpenoids A–D, were isolated and fully elucidated from the resin of the mastic tree (Pistacia lentiscus). Masterpenoids A–C are the first norterpenoids featuring an unprecedented 6/6/6/10 ring system, while masterpenoid D possesses a novel 6/6/6/7/5 ring system. The anti-inflammatory potential of the compounds was meticulously assessed through the establishment of an in vitro model of lipopolysaccharide-induced inflammation in RAW264.7 macrophage cells. Among them, Masterpenoids A and D showed potent inhibition of NO production, with IC50 values of 10.6 ± 0.8 and 8.2 ± 0.9 μM, respectively, compared to positive control dexamethasone (IC50 = 23.2 ± 1.2 μM).
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c02281