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C<sub>28</sub> Terpenoids from Lamiaceous Plant <i>Perovskia scrophulariifolia</i>: Their Structures and Anti-neuroinflammatory Activity

Naonobu Tanaka, Kanji Niwa, Seita Kajihara, Daisuke Tsuji, Kohji Itoh, Nilufar Z. Mamadalieva, Yoshiki Kashiwada

2020Organic Letters22 citationsDOI

Abstract

Structurally unique C28 terpenoids, perovsfolins A (1) and B (2), were isolated from the aerial parts of an Uzbek medicinal plant, Perovskia scrophulariifolia (Lamiaceae). Their chemical structures including an unprecedented 6/8/6/6/6 pentacyclic carbon skeleton with a C6–C3 ester moiety were elucidated on the basis of spectroscopic analyses aided by density functional theory calculations as well as chemical evidence. Perovsfolin B (2) exhibited an anti-neuroinflammatory activity.

Topics & Concepts

TerpenoidChemistryUzbekLamiaceaeCarbon skeletonMoietyStereochemistryDensity functional theoryChemical structureOrganic chemistryTraditional medicineComputational chemistryLinguisticsMedicinePhilosophyPhytochemistry and Biological ActivitiesTraditional Chinese Medicine AnalysisNatural product bioactivities and synthesis