biostudies-literatureKeneni DASouth African National Research FoundationNRF African Coelacanth Ecosystem ProgrammeGerman Academic Exchange ServiceDeutscher Akademischer Austauschdienst FranceSouth African Medical Research CouncilGerman Academic Exchange Service FranceDAADe202500392https://www.ebi.ac.uk/biostudies/studies/S-EPMC12640659biostudies-literatureUnknown20(22)Marine sponges of the genus Oceanapia are prolific producers of bioactive secondary metabolites. Four known bifunctional sphingolipids are isolated: isorhizochalin (1), rhizochalin (2), rhizochalin C (3), and oceanapiside (4) from Oceanapia ramsayi sponges. These compounds are derivatized to form aglycones (1b-4b), perbenzoates (1c-4c), and bis-oxazoline (2e). The compounds and their derivatives are investigated for their cytotoxicity against three breast cancer cell lines (HCC70, MDA-MB-231, MCF7). All four sphingolipids are cytotoxic with significant selectivity indices (SI) for the three breast cancer cells. Compound 1 has high selectivity against the HCC70 cell line, 4 against the MDA-MB-231 cells, and aglycon 4b against both the MDA-MB-231 and MCF7 cell lines, respectively, demonstratChemMedChemDual Biological Potential: Anticancer and Antibacterial Activities of Bis-α, ω-Bifunctional Sphingolipids from the Marine Sponge Oceanapia ramsayi.PMC1264065991700877AMR DD96815GUN: 9796791758998GUN: 87583Swart TDavison Cde la Mare JADorrington RAKalinski JJKeneni DAIsaacs MNjanje IfalseDual Biological Potential: Anticancer and Antibacterial Activities of Bis-α, ω-Bifunctional Sphingolipids from the Marine Sponge Oceanapia ramsayi.Marine sponges of the genus Oceanapia are prolific producers of bioactive secondary metabolites. Four known bifunctional sphingolipids are isolated: isorhizochalin (1), rhizochalin (2), rhizochalin C (3), and oceanapiside (4) from Oceanapia ramsayi sponges. These compounds are derivatized to form aglycones (1b-4b), perbenzoates (1c-4c), and bis-oxazoline (2e). The compounds and their derivatives are investigated for their cytotoxicity against three breast cancer cell lines (HCC70, MDA-MB-231, MCF7). All four sphingolipids are cytotoxic with significant selectivity indices (SI) for the three breast cancer cells. Compound 1 has high selectivity against the HCC70 cell line, 4 against the MDA-MB-231 cells, and aglycon 4b against both the MDA-MB-231 and MCF7 cell lines, respectively, demonstrat2025-01-01T00:00:00Z2025 Nov2026-06-05T18:48:37.495Z2026-05-20T03:13:14.071ZS-EPMC126406594118328610.1002/cmdc.202500392