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N-Desmethylmajusculamide B, a lipopeptide isolated from the Okinawan cyanobacterium Okeania hirsuta.
Zhang, Bo-Tao; Nishino, Haruka; Kawabe, Ryoya; Kamio, Michiya; Watanabe, Ryuichi; Uchida, Hajime; Satake, Masayuki; Nagai, Hiroshi.
Affiliation
  • Zhang BT; Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan.
  • Nishino H; Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan.
  • Kawabe R; Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan.
  • Kamio M; Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan.
  • Watanabe R; Fisheries Technology Institute, Japan Fisheries Research and Education Agency, Yokohama, Japan.
  • Uchida H; Fisheries Technology Institute, Japan Fisheries Research and Education Agency, Yokohama, Japan.
  • Satake M; Department of Chemistry, The University of Tokyo, Tokyo, Japan.
  • Nagai H; Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan.
Biosci Biotechnol Biochem ; 88(5): 517-521, 2024 Apr 22.
Article in En | MEDLINE | ID: mdl-38337185
ABSTRACT
A new lipopeptide, N-desmethylmajusculamide B (1), was isolated from the Okinawan cyanobacterium Okeania hirsuta along with 2 known compounds majusculamide A (2) and majusculamide B (3). The planar structure of (1) was elucidated by a detailed analysis of mass spectrometry and nuclear magnetic resonance spectra. The absolute configurations of the amino acid residues were determined using Marfey's analysis. The configuration of C-16 in the α-methyl-ß-keto-decanoyl moiety was determined unambiguously to be S by conducting a semisynthesis of N-desmethylmajusculamide B from 3. The cytotoxicity against mouse L1210 leukemia cells was evaluated for majusculamides (1-3).
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Cyanobacteria / Lipopeptides Limits: Animals Language: En Journal: Biosci Biotechnol Biochem Journal subject: BIOQUIMICA / BIOTECNOLOGIA Year: 2024 Document type: Article Affiliation country: Japón
Fulltext
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Cyanobacteria / Lipopeptides Limits: Animals Language: En Journal: Biosci Biotechnol Biochem Journal subject: BIOQUIMICA / BIOTECNOLOGIA Year: 2024 Document type: Article Affiliation country: Japón