Inhibition of oxidative stress and skin aging-related enzymes by prenylated chalcones and other flavonoids from helichrysum teretifolium
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Date
2015
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
MDPI
Abstract
Ten flavonoid-related structures viz. heliteretifolin (1), isoxanthohumol (2),
2',4',6'-trihydroxy-3'-prenylchalcone (3), isoglabranin (4), glabranin (5), 7-methoxyisoglabranin
(6), quercetin (7), 4'-methoxyquercetin (8), 4'-methoxykaempferol (9) and
mosloflavone (10) were isolated from a H. teretifolium methanolic extract and identified.
One of them (compound 1) is reported for the first time from a natural source, while
compounds 6, 8–10 were isolated for the first time from the genus Helichrysum. The total
extract of H. teretifolium showed potent antioxidant activity. When tested for total antioxidant
capacity compound 3 possesses moderate biological activity compared to 2, which displayed
some of the highest TEAC values (4529.01 ± 2.44; 4170.66 ± 6.72) µM TE/g, respectively.
Compounds 7 and 8 demonstrated the highest inhibitory activities on Fe2+-induced lipid
peroxidation (IC50 = 2.931; 6.449 µg/mL); tyrosinase (8.092; 27.573) and elastase (43.342;
86.548). Additionally, the total antioxidant capacities measured as FRAP (4816.31 ± 7.42;
3584.17 ± 0.54) µM AAE/g, and ORAC for hydroxyl radical (7.265 ± 0.71; 6.779 ± 3.40)
× 106
and peroxyl radical (17.836 ± 2.90; 12.545 ± 5.07) × 103
µM TE/g were also
observed for compounds 7 and 8, respectively. In conclusion, H. teretifolium total extract represents a rich source of bioactive constituents with potent antioxidant and moderate
anti-tyrosinase and anti-elastase activities that can help to avert accumulation of free
radicals in the body, and could therefore be good candidates for the prevention and/or
treatment of skin-related conditions, such as aging. This is the first scientific report on the
chemical and biological profile of H. teretifolium.
Description
Keywords
Helichrysum teretifolium, Anti-tyrosinase, Anti-elastase, Oxidative stress, Anti-aging, Flavonoids
Citation
Popoola, O.K. et al. (2015). Inhibition of oxidative stress and skin aging-related enzymes by prenylated chalcones and other flavonoids from helichrysum teretifolium. Molecules, 20(4): 7143-7155