Abstract
Four new limonoids, toonayunnanaes F − I (1 − 4), and six known compounds (5 − 10) were isolated from the barks of Toona ciliata. Their structures were elucidated by thoroughly analyzing of NMR and HRMS data, and single-crystal X-ray diffraction of 1. The oxetane ring moiety in 1 was rare in limonoids and other natural products. Compound 1 showed nitric oxide (NO) inhibitory effect with an IC50 38.45 ± 0.41 µM in lipopolysaccharide (LPS)-activated RAW 264.7 macrophages.Graphic
Highlights
The genus Toona, belonging to the family Meliaceae, contains 15 species mainly distributed in the regions of tropical Asia and Africa, of which four species and six varieties grow in China [1]
Our previous phytochemical investigations on T. ciliata var. henryi and T. ciliata var. yunnanensis have led to the isolation of a series of limonoids with potential biological activities such as cytotoxicity, anti-inflammatory, and anti-multidrug resistance (MDR) activities [4,5,6,7,8]
Toonayunnanae F (1), colorless crystals, possessed a molecular formula of C 26H32O4 according to the High-resolution electrospray ionization mass spectrometry (HRESIMS) ion at m/z 409.2376 [M + H]+
Summary
The genus Toona, belonging to the family Meliaceae, contains 15 species mainly distributed in the regions of tropical Asia and Africa, of which four species and six varieties grow in China [1]. Our previous phytochemical investigations on T. ciliata var. As a part of our continuous research for bioactive limonoids from Toona plants, four new limonoids, toonayunnanaes F − I (1 − 4), and six known compounds (5 − 10) were isolated from the barks of T. ciliata. Their structures were elucidated by thoroughly analyzing of NMR and. We describe the isolation and structural elucidation of these limonoids as well as their inhibitory effects on NO production in LPS-induced RAW264.7 cells
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