Siamoside A: a new C-glycosylated flavone from Senna siamea (Lam.) H. S. Irwin & Barneby (Caesalpiniaceae)

• Published in: Natural product research Vol. 37; no. 20; pp. 3461 - 3469
• Main Authors: Chedjou, Isaac Nde, Ngouafong, Francis Tatong, Tchuenguem, Roland Tchuenteu, Dzoyem, Jean Paul, Ponou, Beaudelaire Kemvoufo, Teponno, Rémy Bertrand, Barboni, Luciano, Tapondjou, Léon Azefack
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 18-10-2023; Taylor & Francis Ltd
• Subjects: Acetic acid; Antifungal activity; antimicrobial activity; apigenin-8-C-[6''-(E)-feruloyl]-β; Betulinic acid; Caesalpiniaceae; Catechin; Epicatechin; Ethyl acetate; Fungicides; glucopyranoside; Inositol; Inositols; Kaempferol; Methanol; Microorganisms; Minimum inhibitory concentration; NMR; Nuclear magnetic resonance; Quercetin; Senna siamea; Spectrometry; Sucrose; Vanillic acid; Caesalpiniaceae; Senna siamea; antimicrobial activity; apigenin-8-C-[6''-(E)-feruloyl]-β-D-glucopyranoside
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2022.2085699

Phytochemical investigation of the methanol extracts from the leaves and bark of Senna siamea resulted in the isolation of one new flavone C-glycoside: apigenin-8-C-[6''-(E)-feruloyl]-β-
D
-glucopyranoside] (1), together with sixteen known compounds including quercetin-3-O-α-
L
-rhamnoside (2), vitexin (3), isovitexin (4), quercetin-3-O-β-
D
-glucopyranoside (5), quercetin-3-O-β-
D
-arabinopyranoside (6), quercetin (7), kaempferol (8), methyl inositol (9), sucrose (10), betulinic acid (11), vanillic acid (12), stigmastane-3β,6α-diol (13), aurantiamide acetate (14), robinetinidol (15), catechin (16) and epicatechin (17). The structures of these compounds were established on the basis of their spectroscopic (1 D and 2 D NMR) and mass spectrometric (ESI-TOF-MS) data. The methanol extracts, fractions and some of the isolated compounds were screened for their antimicrobial properties against five microbial strains. The methanol extract and the ethyl acetate fraction from the bark showed very weak antifungal activity against C. glabrata with the same MIC value of 128 μg/mL. Compound 7 was weakly active against C. albicans with MIC of 32 μg/mL.