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Diarylalkanoids as Potent Tyrosinase Inhibitors from the Stems of Semecarpus caudata.

ABSTRACT: From a CHCl3-soluble extract of the stems of Semecarpus caudata (Anacardiaceae), two new diarylalkanoids, semedienone (1) and semetrienone (2), were isolated. Their structures were elucidated based on NMR spectroscopic data interpretation. These compounds possess strong tyrosinase inhibitory activity with the IC50 values of 0.033 and 0.11??M, respectively. Docking studies of 1 and 2 with oxy-tyrosinase were carried out to analyze their interactions. Accordingly, semedienone (1) showed good interactions with the peroxide group and amino acid residues. The biosynthesis of the isolated diarylalkanoids was proposed.

SUBMITTER: Dang PH 

PROVIDER: S-EPMC7801053 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Diarylalkanoids as Potent Tyrosinase Inhibitors from the Stems of <i>Semecarpus caudata</i>.

Dang Phu H PH   Le Tho H TH   Do Truong N V TNV   Nguyen Hai X HX   Nguyen Mai T T MTT   Nguyen Nhan T NT  

Evidence-based complementary and alternative medicine : eCAM 20210104

From a CHCl<sub>3</sub>-soluble extract of the stems of <i>Semecarpus caudata</i> (Anacardiaceae), two new diarylalkanoids, semedienone (<b>1</b>) and semetrienone (<b>2</b>), were isolated. Their structures were elucidated based on NMR spectroscopic data interpretation. These compounds possess strong tyrosinase inhibitory activity with the IC<sub>50</sub> values of 0.033 and 0.11 <i>μ</i>M, respectively. Docking studies of <b>1</b> and <b>2</b> with <i>oxy</i>-tyrosinase were carried out to ana  ...[more]

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