Chemical Constituents from Streblus taxoides Wood with Their Antibacterial and Antityrosinase Activities Plus in Silico Study

Abstract

Hyperpigmentation frequently occurs after inflammation from bacterial infection. Thus, the inhibition activity of tyrosinase, the key enzyme to catalyze the melanogenesis and/or inhibition of bacterial infection, could decrease melanin production. Hence, the potential inhibitors could be discovered from natural products. ω-Hydroxymoracin C (1), a new compound with two other 2-arylbenzofurans, i.e., moracin M (2) and moracin C (3), and two stilbenes, i.e., 3, 4, 3′, 5′-tetrahydroxybibenzyl (4) and piceatannol (5), were isolated from the wood of Streblus taxoides. Compound 4 showed a strong inhibitory activity against tyrosinase enzyme with an IC50 value of 35.65 µg/mL, followed by compound 2 with an IC50 value of 47.34 µg/mL. Conversely, compound 1, 3 and 5 showed moderate activity, with IC50 values of 109.64, 128.67 and 149.73 µg/mL, respectively. Moreover, compound 1 and 3 showed an antibacterial effect against some Staphylococcus spp. Thus, the isolated compounds exhibited potential antityrosine and antibacterial effects. Additionally, an in silico study was performed in order to predict theoretical molecular interactions between the obtained metabolites from S. taxoides and tyrosinase as an extended in vitro enzyme binding assay experiment.

Plant Extracts as Skin Care and Therapeutic Agents

“…Schisandraceae fruits [249] Secamone afzelii Asclepiadaceae leaves [250] Streblus taxoides Moraceae wood [251] Strobilanthes glutinosus Acanthaceae whole plant [252] Tambourissa peltat Monimiaceae fruits, flowers, leaves [200] Vitis amurensis Vitaceae root [253] Vitis vinifera Vitaceae seeds [169] Warburgia salutaris Canellacea barks [167] Zingiber kerrii Zingiberaceae rhizomes [254] Ziziphora taurica Lamiaceae aerial parts [255] The in vitro spectrophotometric enzyme tyrosinase inhibition assay was used to measure anti-tyrosinase activity, compared with kojic acid or β-arbutin as a reference tyrosinase inhibitor.…”