Isolation of flavonoids and flavonoid glycosides from Myrsine africana and their inhibitory activities against mushroom tyrosinase

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Authors

Kishore, Navneet
Twilley, Danielle
Blom van Staden, Analike
Verma, Praveen
Singh, Bikram
Cardinali, Giorgia
Kovacs, Daniela
Picardo, Mauro
Kumar, Vivek
Lall, Namrita

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American Chemical Society

Abstract

Bioassay-guided fractionation of the methanol extract of the shoots of Myrsine africana led to the isolation of the new compound myricetin 3-O-(2″,4″-di-O-acetyl)-α-l-rhamnopyranoside (9) and 11 known compounds. The known compounds quercetin 3-O-(3″,4″-di-O-acetyl)-α-l-rhamnopyranoside (8), rutin (10), quercetin 3-O-α-l-rhamnopyranoside (11), and myricetin 3-O-α-l-rhamnopyranoside (12) are reported for the first time from the methanol extract of the shoots of M. africana. Compounds 10 and 12 showed significant inhibition of tyrosinase with 50% inhibition (IC50 values) of the enzyme at 0.13 ± 0.003 and 0.12 ± 0.002 mM, respectively, which was supported by the docking fitness scores obtained through molecular docking analysis. In addition, compounds 1–12 displayed significant antioxidant activity with IC50 values ranging 1.90 to 3.90 μM.

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Keywords

Isolation, Myrsine africana, Flavonoids, Flavonoid glycosides, Mushroom tyrosinase

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Citation

Kishore, N., Twilley, D., Blom Van Staden, A. et al. Isolation of flavonoids and flavonoid glycosides from Myrsine africana and their inhibitory activities against mushroom tyrosinase. Journal of Natural Products 2018, 81 (1), pp 49–56, DOI: 10.1021/acs.jnatprod.7b00564.