Melanogenesis-Inhibitory and Antioxidant Activities of Phenolics from Periploca forrestii

作者:Sun, Cai-Ling; Chen, Lei; Xu, Jian; Qu, Wei; Guan, Li; Liu, Wen-Yuan; Akihisa, Toshihiro; Feng, Feng*; Zhang, Jie*
来源:Chemistry and Biodiversity, 2017, 14(8): e1700083.
DOI:10.1002/cbdv.201700083

摘要

Two new tetrahydrofuran-type lignans, (-)-gentioluteol 9-O--d-glucopyranoside (1), (-)-berchemol 9-O--d-apiofuranosyl-(16)-O--d-glucopyranoside (2), along with sixteen known compounds 3 - 18 were isolated from the 95% EtOH extract of the stems of Periploca forrestii. The structures of the new tetrahydrofuran-type lignans were determined by HR-ESI-MS and various NMR techniques in combination with CD method. Then, their antioxidant abilities were evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging activity, and ferric-reducing antioxidant power (FRAP) assays. Meanwhile, a similar trend was obtained in tripartite antioxidant assays, which compounds 7 - 9 and 11 exhibited potent abilities. Subsequently, the evaluation of all compounds against the -melanocyte-stimulating hormone (-MSH) induced melanogenesis on the B16F10 cell line, compounds 5 - 11, 15, and 16 exhibited inhibitory effects with no or weak toxicity at low concentration. Of these, compound 8 exhibited the strongest inhibition melanogenesis ability. Furthermore, Western blot analysis suggested that compound 8 could inhibit melanogenesis by suppressing the protein expression of microphthalmia-associated transcription factor (MITF) and tyrosinase.