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DOI: 10.1055/s-0043-121698
Isoprenylated Phenolic Compounds from Morus macroura as Potent Tyrosinase Inhibitors
Publikationsverlauf
received 06. Juli 2017
revised 14. Oktober 2017
accepted 16. Oktober 2017
Publikationsdatum:
02. November 2017 (online)
Abstract
Three new Diels-Alder adducts, macrourins E – G (1–3), one new 2-arylbenzofuran, macrourin H (4), and eight known Diels-Alder adducts (5–12) were isolated from Morus macroura. Their structures were elucidated through extensive analysis of spectroscopic data. The 1H NMR and ECD trends in the determination of the configurations of these Diels-Alder adducts were summarized. The tyrosinase inhibitory activities of all compounds isolated were evaluated, and the new compounds (1–4) as well as the eight known compounds (5–12) were found to be potent with IC50 values ranging from 0.39 to 4.54 µM. Among them, 1 showed the best tyrosinase inhibitory activity with an IC50 value of 0.39 µM, approximately 50 times stronger than the positive control, kojic acid.
Key words
Morus macroura - Moraceae - Diels-Alder adducts - 2-arylbenzofuran - kojic acid - tyrosinase inhibitory activitySupporting Information
- Supporting Information
The 1D NMR, 2D NMR, HRESIMS, and ECD spectra for compounds 1–4, the plausible biogenetic pathway proposed for compound 3, the chiral separation chromatograph of compound 4, the 1H NMR data of two pairs of all-trans and cis-trans DAs (2 and 10, and 5 and 6), and the ECD spectra reported by Nomura et al. [13] are available as Supporting Information.
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