Browsing by Author "Ungur, Nikon"

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    SYNTHESIS OF HIGHLY FUNCTIONALIZED BIOLOGICALLY ACTIVE TETRACYCLIC DITERPENOIDS FROM ENT-KAUR-16-EN-19-OIC ACID UNDER MODIFIED PRÉVOST-WOODWARD REACTION CONDITIONS
    (2021) Morărescu, Olga; Grinco, Marina; Kulcițki, Veaceslav; Barba, Alic; Garbuz, Olga; Gulea, Aurelian; Ungur, Nikon
    A procedure has been developed for the synthesis of highly functionalized tetracyclic diterpenoids from natural ent-kaur-16-en-19-oic acid under modified Prévost–Woodward reaction conditions. The reaction follows an unusual pathway which leads mainly to bromination or rearrangement products. The transforma­tion of ent-kaur-16-en-19-oic acid afforded a mixture of (16ZE)-17-bromo-ent-kaur-16-en-19-oic, (15R,16E)-17-bromo-15-acetoxy-ent-kaur-16-en-19-oic, (16S)-17-bromo-16-acetoxy-ent-kaur-19-oic, (15S)-15-acetoxy-ent-kaur-16-en-19-oic, and (15S)-15-hydroxy-ent-kaur-16-en-19-oic acids, the latter two being reported previously. The newly syn­thesized compounds were evaluated for their cytotoxicity against two cancer cell lines, HeLa and BxPC-3.