Morărescu, OlgaGrinco, MarinaKulcițki, VeaceslavBarba, AlicGarbuz, OlgaGulea, AurelianUngur, Nikon2023-10-202023-10-202021MORĂRESCU, Olga, GRINCO, Marina, KULCIŢKI, Veaceslav, BARBA, Alic, GARBUZ, Olga, GULEA, Aurelian, UNGUR, Nikon. Synthesis of Highly Functionalized Biologically Active Tetracyclic Diterpenoids from ent-Kaur-16-en-19-oic Acid under Modified Prévost-Woodward Reaction Conditions. În: Russian Journal of Organic Chemistry, 2021, nr. 12(57), pp. 1931-1939. ISSN 1070-42801070-4280https://msuir.usm.md/handle/123456789/11412https://doi.org/10.1134/S1070428021120058A 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.enent-kaur-16-en-19-oic acidditerpenoidPrévost–Woodward reactionArticle