Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis

Marine Drugs

Olivia Márquez-Fernández¹  Caterina R. de Vera²  Antonio Hernández Daranas²  Adrián Morales-Amador²  José M. Padrón²  María L. Souto²  Manuel Norte²  José J. Fernández² 

[1]Facultad de Ciencias Biológicas-Universidad Veracruzana, Circuito Gonzalo Aguirre Beltrán s/n, Zona Universitaria C.P., Xalapa 91090, Veracruz, Mexico

[2]Instituto Universitario de Bio-Orgánica Antonio González (IUBO AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna (ULL), Avenida Astrofísico Francisco Sánchez 2, 38206 Tenerife, Spain

关键词: pinnatifidenyne;    ethynyl oxiranes;    C15 acetogenins;    marine natural product;    Laurencia;    DFT calculations;    antiproliferative activity;   

DOI  :  10.3390/md16010005

来源: DOAJ

【 摘 要 】

Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C15 acetogenin medium-ring ethers. Here, we described the isolation of three new C15 acetogenins (3–5), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. These compounds are interesting variations on the pinnatifidenyne structure that included the first examples of ethynyl oxirane derivatives (3–4). The structures were elucidated by extensive study of NMR (Nuclear Magnetic Resonance) data, J-based configuration analysis and DFT (Density Functional Theory) calculations. Their antiproliferative activity against six human solid tumor cell lines was evaluated.

【 授权许可】

Unknown