Bioactive acridone alkaloids and their derivatives from Citrus aurantium (Rutaceae)

Publication date: February 2019Source: Phytochemistry Letters, Volume 29Author(s): Samuel Bissim, Sidonie Béatrice Kenmogne, Alain Tadjong Tcho, Mehreen Lateef, Ayaz Ahmed, Emmanuel Ngeufa Happi, Jean Duplex Wansi, Muhammad Shaiq Ali, Alain François Kamdem WaffoAbstractPhytochemical studies on Citrus aurantium led to the isolation and characterization of a new secotirucallane, namely 1β-hydroxy-3,4-secotirucalla-4(28)-7,24-trien-3,21-dioic acid (1), together with the previously reported compounds citracridone I (2), citruisinine II (3), citracridone II (4), 5-hydroxynoracronycine (5), citpressine II (6), citpressine I (7), buntamine (8), 8-hydroxy-6-methoxy-3-pentylisocoumarin (9), xanthyletin (10), clausarin (11), (E)-suberenol (12), transgleinadiene (13), methoxysuberenol (14), fridelin (15), lupeol (16), limonin (17), a mixture of stigmasterol and β-sitosterol (18) and β-sitosterol-3-O-β-d-glucoside (19). The structures of these compounds were determined by comprehensive spectroscopic analyses of 1D and 2D NMR and EI- and ESI-MS and comparison with the reported data. Above compounds are reported here from this species for the first time. In addition, acetylation of citracridone I (2) and citruisinine II (3) provided the hitherto not reported monoacetyl derivatives 2a and 3a, respectively. Crude extracts, isolated compounds and derivatives were submitted to bioassays. While compound 3 showed significant antioxidant activity with IC50 of 45.5 μM, comparable to the pos...
Source: Phytochemistry Letters - Category: Chemistry Source Type: research