Acylphloroglucinol derivatives from the South African helichrysum niveum and their biological activities
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Date
2015
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
MDPI
Abstract
Abstract: Phytochemical investigation of aerial parts of Helichrysum niveum (H. niveum)
using different chromatographic methods including semi-preparative HPLC afforded three
new (1–3) and six known (4–10) acylphloroglucinols alongside a known dialcohol triterpene
(11). The structures of the isolated compounds were characterized accordingly as 1-benzoyl-3
(3-methylbut-2-enylacetate)-phloroglucinol (helinivene A, 1), 1-benzoyl-3 (2S-hydroxyl-3-
methylbut-3-enyl)-phloroglucinol (helinivene B, 2), 8- (2-methylpropanone)-3S, 5, 7-trihydroxyl-
2,2-dimethoxychromane (helinivene C, 3), 1-(2-methylbutanone)-4-O-prenyl-phloroglucinol (4),
1-(2-methylpropanone)-4-O-prennyl-phloroglucinol (5), 1-(butanone)-3-prenyl-phloroglucinol
(6), 1- (2-methylbutanone)-3-prenyl-phloroglucinol (7), 1-butanone-3- (3-methylbut-2-enylacetate)-
phloroglucinol (8), 1-(2-methylpropanone)-3-prenylphloroglucinol (9), caespitate (10), and
3β-24-dihydroxyterexer-14-ene (11). Excellent total antioxidant capacities were demonstrated
by helinivenes A and B (1 and 2) when measured as oxygen radicals absorbance capacity
(ORAC), ferric-ion reducing antioxidant power (FRAP), trolox equivalent absorbance capacity
(TEAC) and including the inhibition of Fe2+-induced lipid peroxidation (IC50 = 5.12 ± 0.90;
3.55 ± 1.92) µg/mL, while anti-tyrosinase activity at IC50 = 35.63 ± 4.67 and 26.72 ±
5.05 µg/mL were also observed for 1 and 2, respectively. This is the first chemical and
in vitro biological study on H. niveum. These findings underpin new perspectives for the
Description
Keywords
Helichrysum niveum, Asteraceae, Phloroglucinols, Antioxidant, Anti-aging
Citation
Popoola, O.K. et al. (2015). Acylphloroglucinol derivatives from the South African helichrysum niveum and their biological activities. Molecules, 20: 17309-17324