Enantioselective syntheses of (R)- and (S)-argentilactone and their cytotoxic activities against cancer cell lines

Bioorganic & Medicinal Chemistry
Angelo de FátimaRonaldo A Pilli

Abstract

Concise total syntheses of (R)- and (S)-argentilactone have been developed via enantioselective catalytic allylation (ECA) and ring-closing metathesis pathways (four steps, 39% overall yield and 82-84% ee) from 2-octynal and their in vitro activity against cancer cells is described.

References

Jul 4, 1990·Journal of the National Cancer Institute·P SkehanM R Boyd
Aug 1, 1986·European Journal of Cancer & Clinical Oncology·W ScheithauerE F Elslager
Jan 1, 1984·Cancer Chemotherapy and Pharmacology·D W FryR C Jackson
Jan 1, 1997·Journal of Natural Products·G M CraggK M Snader
Feb 15, 2001·Accounts of Chemical Research·T M Trnka, R H Grubbs
Jun 30, 2001·Organic Letters·M V ReddyP V Ramachandran
May 2, 2002·Journal of the American Chemical Society·Paul A WenderLei Zhang
Aug 31, 2002·The Journal of Organic Chemistry·Miguel CardaJ Alberto Marco
Jun 14, 2003·Pharmacology & Therapeutics·L ReddyK D Bhoola
Jun 26, 2003·Natural Product Research·Doris CarmonaBruno Figadere
Jul 10, 2003·Toxicology in Vitro : an International Journal Published in Association with BIBRA·S H Inayat-HussainD Ross

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Citations

Jan 26, 2013·Chemical Reviews·Bagher Eftekhari-SisAli Akbari
Oct 20, 2006·Natural Product Research·Manuel J CortésEric Prina
Aug 29, 2018·Antimicrobial Agents and Chemotherapy·Lívia do Carmo SilvaMaristela Pereira
May 10, 2018·Anais Da Academia Brasileira De Ciências·Ronaldo A Pilli, Francisco F DE Assis

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