New beauveriolides produced by amino acid-supplemented fermentation of Beauveria sp. FO-6979.
Five new beauveriolides were isolated from the acetone extracts of Beauveria sp. FO-6979 mycelia fermented in amino acid-supplemented media. The structures were elucidated by spectroscopic studies including NMR experiments and chemical degradation. All the beauveriolides are cyclodepsipeptides consisting of one 3-hydroxy-4-methyl fatty acid, two L-amino acids and one D-amino acid in common. Beauveriolide VII with the structure of cyclo-[3-hydroxy-4-methyloctanoyl-L-phenylalanyl-L-alanyl-D-valyl] inhibited lipid droplet formation and cholesteryl ester synthesis in macrophages, but the other beauveriolides showed only slight or almost no effect on lipid droplet formation.
Matsuda
Daisuke
D
Kitasato Institute for Life Sciences and Graduate School of Infection Control Sciences, Kitasato University, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Namatame
Ichiji
I
Tomoda
Hiroshi
H
Kobayashi
Susumu
S
Zocher
Rainer
R
Kleinkauf
Horst
H
Omura
Satoshi
S
D000596:Amino Acids / Q000378:metabolism*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry / Q000378:metabolism*; D002788:Cholesterol Esters / Q000378:metabolism; D002850:Chromatography, Gel; D047630:Depsipeptides; D005285:Fermentation; D050356:Lipid Metabolism; D017737:Macrophages, Peritoneal / Q000187:drug effects; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000096:biosynthesis* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D002788:Cholesterol Esters; D047630:Depsipeptides; D010456:Peptides, Cyclic; C013833:beauverolides