The four core structures include silibinin (1, flavanonol-type flavonolignan), hydnocarpin D (2, flavone-type flavonolignan), chalcone-type flavonolignan 3, and taxifolin (4, flavonoid precursor of silibinin) (Figure 1); and (2) the association between the diastereomeric 5,7,20-O-trimethylsilybins and structures and their antiproliferative activities toward both AR-positive (LNCaP and 22Rv1) and AR-null (PC-3 and DU-145) prostate cancer cell lines. Here, AR is linked to Familial prostate cancer.