Department of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom, 73000, Thailand.
Department of Biopharmacy, Faculty of Pharmacy, Silpakorn University, Nakhon Pathom, 73000, Thailand; Bioactives from Natural Resources Research Collaboration for Excellence in Pharmaceutical Sciences, Faculty of Pharmacy, Silpakorn University, Nakhon Pathom, 73000, Thailand.
Phytochemistry. 2020 Aug;176:112417. doi: 10.1016/j.phytochem.2020.112417. Epub 2020 May 27.
Eight undescribed neolignans and an undescribed propanoid dimer were isolated from the leaves of Miliusa sessilis, together with two known compounds, dehydrodieugenol A and dehydrodieugenol B. All structures were elucidated by extensive spectroscopic data analysis and the structure of (7S,8R)-5'-hydroxy-3,4-dimethoxy-4',7-epoxy-8,3'-neolign-8'-en-9-acetate (miliusin A) was further confirmed by X-ray crystallographic analysis. The absolute configurations were determined using circular dichroism (CD) data analysis and the modified Mosher's method. All isolated compounds were evaluated for their cytotoxic activities against four human cancer cell lines (HeLa, HN22, HepG2, and HCT116), including one normal-type cell line (HaCaT) using MTT assay. (7S,8R)-5'-hydroxy-3,4-dimethoxy-4',7-epoxy-8,3'-neolign-8'-en-9-ol (miliusin B) was found to exhibit the most promising cytotoxic effect against Hela cells with the lowest IC value of 0.04 μM and the highest selective index of 187.8, highlighting miliusin B as an attractive candidate for cervical cancer drug development.
