Hybrid flavan–flavanones from Friesodielsia desmoides and their inhibitory activities against nitric oxide production. Issue 28 (20th March 2017)

• Record Type: Journal Article
• Authors: Meesakul, Pornphimol; Pudhom, Khanitha; Pyne, Stephen G.; Laphookhieo, Surat
• Is Part Of: RSC advances. Volume 7:Issue 28(2017)
• Page Start: 17545
• Page End: 17550
• Publication Date: 2017-03-20
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c7ra02528a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The first phytochemical investigation of Friesodielsia desmoides leaves and twigs led to the isolation and identification of three new hybrid flavan–flavanones, friesodielsones A–C (1–3 ), together with 18 known compounds (4–21 ). Abstract : The first phytochemical investigation of Friesodielsia desmoides leaves and twigs led to the isolation and identification of three new hybrid flavan–flavanones, friesodielsones A–C (1–3 ), together with 18 known compounds (4–21 ). The structures of compounds1–3 were elucidated through intensive analysis of spectroscopic data and their absolute configurations at C-2 and C-4 were determined by a combination of 1 H NMR and CD spectroscopy. The configuration at C-2′′ is tentatively assigned as 2′′S based on biosynthesis considerations. Compounds2 and15 significantly inhibited NO production with IC50 values of 10.21 ± 0.074 and 7.56 ± 0.087 μM, respectively, whereas compounds11 (IC50 = 28.14 ± 0.024 μM) and12 (IC50 = 37.21 ± 0.017 μM) were moderate inhibitors.