Svalbamides A and B, pyrrolidinone-bearing lipodipeptides from arctic paenibacillus sp.

Young Eun Du, Eun Seo Bae, Yeonjung Lim, Jang Cheon Cho, Sang Jip Nam, Jongheon Shin, Sang Kook Lee, Seung Il Nam, Dong Chan Oh

Research output: Contribution to journalArticlepeer-review

7 Scopus citations


Two new secondary metabolites, svalbamides A (1) and B (2), were isolated from a culture extract of Paenibacillus sp. SVB7 that was isolated from surface sediment from a core (HH17-1085) taken in the Svalbard archipelago in the Arctic Ocean. The combinational analysis of HR-MS and NMR spectroscopic data revealed the structures of 1 and 2 as being lipopeptides bearing 3-amino-2-pyrrolidinone, D-valine, and 3-hydroxy-8-methyldecanoic acid. The absolute configurations of the amino acid residues in svalbamides A and B were determined using the advanced Marfey’s method, in which the hydrolysates of 1 and 2 were derivatized with L-and D-forms of 1-fluoro-2,4-dinitrophenyl-5-alanine amide (FDAA). The absolute configurations of 1 and 2 were completely assigned by deducing the stereochemistry of 3-hydroxy-8-methyldecanoic acid based on DP4 calcu-lations. Svalbamides A and B induced quinone reductase activity in Hepa1c1c7 murine hepatoma cells, indicating that they represent chemotypes with a potential for functioning as chemopreventive agents.

Original languageEnglish
Article number229
JournalMarine Drugs
Issue number4
StatePublished - Apr 2021

Bibliographical note

Funding Information:
Funding: This work was supported by the Collaborative Genome Program of the Korea Institute of Marine Science and Technology Promotion (KIMST) funded by the Ministry of Oceans and Fisheries (MOF) (No. 20180430) and the National Research Foundation of Korea (NRF) grants funded by the Ministry of Science and ICT (MSIT) (2021R1A4A2001251) and partly by the Basic Core Technology Development Program for the Oceans and the Polar Regions (NRF-2015M1A5A1037243).

Publisher Copyright:
© 2021 by the authors. Licensee MDPI, Basel, Switzerland.


  • 3-amino-2-pyrrolidinone
  • Arctic
  • DP4 calculation
  • Lipopeptide
  • Marfey’s method
  • Paenibacillus
  • Quinone reductase
  • Svalbard


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