biostudies-literatureUnknown10(45)Nguyen DThis research performed a structure-activity relationship (SAR) study, which involved the synthesis of 16 (<i>2R/S</i>)-6-PFVNs and evaluating their cytotoxic effects on the HeLa cell line. This investigation concentrated on the length of the prenyl side chain at the C-6 position of the A-ring and the substitution patterns of the methoxy and hydroxy groups on the B-ring. Accordingly, several (<i>2R/S</i>)-6-PFVNs were identified as having strong cytotoxic effects on HeLa cells. Among them, (<i>2R/S</i>)-6-(3,3-diethylallyl)-naringenin (6-DEANG) emerged as a standout candidate, demonstrating an IC₅₀ value of 12 μM and a selectivity index (SI) exceeding 10. Furthermore, the synergistic effect of (<i>2R</i>)-6-DEANG and (<i>2S</i>)-6-DEANG on the treatment of HeLa cells with (<i>2RACS omega53827-53847https://www.ebi.ac.uk/biostudies/studies/S-EPMC12631367biostudies-literatureThe Synergistic Cytotoxic Effect of the Two Enantiomers of 6‑Prenylflavanones in the HeLa Cell Line.PMC12631367Truong NNgoc TTPham PVNguyen HTran BNguyen DThi PLTran QThuy Nguyen LTThi Nguyen MTHoa LTfalseThe Synergistic Cytotoxic Effect of the Two Enantiomers of 6‑Prenylflavanones in the HeLa Cell Line.This research performed a structure-activity relationship (SAR) study, which involved the synthesis of 16 (<i>2R/S</i>)-6-PFVNs and evaluating their cytotoxic effects on the HeLa cell line. This investigation concentrated on the length of the prenyl side chain at the C-6 position of the A-ring and the substitution patterns of the methoxy and hydroxy groups on the B-ring. Accordingly, several (<i>2R/S</i>)-6-PFVNs were identified as having strong cytotoxic effects on HeLa cells. Among them, (<i>2R/S</i>)-6-(3,3-diethylallyl)-naringenin (6-DEANG) emerged as a standout candidate, demonstrating an IC₅₀ value of 12 μM and a selectivity index (SI) exceeding 10. Furthermore, the synergistic effect of (<i>2R</i>)-6-DEANG and (<i>2S</i>)-6-DEANG on the treatment of HeLa cells with (<i>2R2025-01-01T00:00:00Z2025 Nov2026-06-06T06:57:15.307Z2026-06-06T03:06:21.05ZS-EPMC126313674128077710.1021/acsomega.5c02553