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The current work aims to isolate the bioactive secondary metabolites from the Red Sea green alga  T. expeditionis . Its organic extract was partitioned and analyzed using chromatographic and spectroscopic techniques. Four triterpenoids of the cycloartane-carbon skeleton were identified as: 29-norcycloartane-3-en-23,28-diol ( 1 ), 29-norcycloartane-5,24-dien-3-ol-23-one ( 2 ), 29-norcycloartane-3,24-dien-3-ol-23-one ( 3 ), and 29-norcycloartane-5,24-dien-3-ol ( 4 ), along with hydroxylated C-18 fatty acid, 3-hydroxyoctadeca-15( Z )-enoic acid ( 5 ). The antiproliferative activity of the isolated metabolites was examined against three cancer cell lines, i.e., HeLa, HepG-2, and MCF-7. Compounds  2  and  3  demonstrated a strong antiproliferative effect against all cells with IC 50  values ranging from 17.8 ± 1.71 to 23.3 ± 1.66 µM. Compounds  1  and  4  showed a moderate antiproliferative effect against all cell lines with IC 50  values ranging from 44.7 ± 2.32 to 65.0 ± 3.66 µM. The antifungal activity of all compounds has been tested against several fungi. Compounds  2 – 4  revealed strong inhibition against  A. flavus  and  Fusarium oxysporum . Compounds  1 – 4  showed moderate to weak inhibition activity against  A. niger ,  A. fumigatus ,  C. albicans , and  C. tropicalis . Compound  5  showed weak to non-detected activity against all cell lines and microbes. The results indicated that norcycloartanes exhibit antiproliferative and antifungal activities, especially those with α,β-unsaturated ketones in their side chain.

Antifungal–antiproliferative norcycloartane-type triterpenes from the Red Sea green alga Tydemania expeditionis