title: Mebamamides A and B, Cyclic Lipopeptides Isolated from the Green Alga Derbesia marina.
abstract: Mebamamides A and B, new lipopeptides with four d-amino acid residues and a 3,8-dihydroxy-9-methyldecanoic acid residue, were isolated from the green alga Derbesia marina. Their gross structures were elucidated by spectroscopic and ESI-ITMS analyses. The absolute configurations except for the two leucines were revealed based on chiral-phase HPLC analyses of the acid hydrolysate and a modified Mosher's method. A distinction between D-Leu and L-Leu in the sequence was established by the application of a dansyl-Edman method to the partial acid hydrolysate. Mebamamide A did not exhibit any growth inhibitory activity against HeLa and HL60 cells at 10 μM, and mebamamide B did not exhibit any growth inhibitory activity against those cells at 100 μM. Additionally, it was suggested that mebamamide B induced the differentiation of HL60 cells into macrophage-like cells at 100 μM.
authors.affiliation: †Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Arihiro
authors.initials: A
authors.lastname: Iwasaki
authors.affiliation: †Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Osamu
authors.initials: O
authors.lastname: Ohno
authors.affiliation: †Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Shinpei
authors.initials: S
authors.lastname: Sumimoto
authors.affiliation: ‡Department of Biosciences and Informatics, Keio University, 3-14-1 Hiyoshi, Kohoku-ku,, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Teruhiko
authors.initials: T
authors.lastname: Matsubara
authors.affiliation: §Department of Biology, Ochanomizu University, 2-1-1 Otsuka, Bunkyo-ku, Tokyo, 112-0012, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Shimada
authors.affiliation: ‡Department of Biosciences and Informatics, Keio University, 3-14-1 Hiyoshi, Kohoku-ku,, Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Toshinori
authors.initials: T
authors.lastname: Sato
authors.affiliation: †Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku Yokohama, Kanagawa 223-8522, Japan.
authors.forename: Kiyotake
authors.initials: K
authors.lastname: Suenaga
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D000460:Chlorophyta / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004354:Drug Screening Assays, Antitumor; D018922:HL-60 Cells; D006367:HeLa Cells; D006801:Humans; D055666:Lipopeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000596:Amino Acids; D055666:Lipopeptides; D010456:Peptides, Cyclic; C000600475:mebamamide A; C000600476:mebamamide B