Syntheses and biological effects of natural Morinda lactone and derivatives. Issue 23 (1st June 2022)

• Record Type: Journal Article
• Authors: Güttlein, Patricia; Schrey, Hedda; Zeng, Haoxuan; Schobert, Rainer
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 23(2022)
• Page Start: 4794
• Page End: 4802
• Publication Date: 2022-06-01
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00511e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Morinda lactone, a constituent of Morinda citrifolia and derivatives were synthesised by Tsuji–Trost allylation of vitamin C acetonide. Some derivatives inhibited the growth of microbial biofilms or dispersed them without being antibiotic. Abstract : 2-Caffeoyl-3-ketohexulofuranosonic acid γ-lactone (morinda lactone; 1a ), a natural constituent of Morinda citrifolia L. (Rubiaceae), and eight derivatives with variance in the aryl residue were synthesised by Tsuji–Trost allylation of vitamin C acetonide with the respective aryl allyl alcohol. They were screened for antibiotic activities and for effects on the growth and persistence of microbial biofilms. Some derivatives were active against biofilms of S. aureus or C. albicans at concentrations not toxic to these microorganisms or mammalian cells.