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Svalbamides A and B, Pyrrolidinone-Bearing Lipodipeptides from Arctic Paenibacillus sp.

Cited 5 time in wos
Cited 5 time in scopus
Title
Svalbamides A and B, Pyrrolidinone-Bearing Lipodipeptides from Arctic Paenibacillus sp.
Other Titles
북극 Arctic Paenibacillus sp.으로부터 Svalbamides A and B, Pyrrolidinone-Bearing Lipodipeptides
Authors
Du, Young Eun
Bae, Eun Seo
Lim, Yeonjung
Cho, Jang-Cheon
Nam, Sang-Jip
Shin, Jongheon
Lee, Sang Kook
Nam, Seung-il
Oh, Dong-Chan
Subject
Pharmacology & Pharmacy
Keywords
PaenibacillusArcticSvalbardMarfey’s methodDP4 calculationquinone reductaselipopeptide3-amino-2-pyrrolidinone
Issue Date
2021-04
Citation
Du, Young Eun, et al. 2021. "Svalbamides A and B, Pyrrolidinone-Bearing Lipodipeptides from Arctic Paenibacillus sp.". MARINE DRUGS, 19(4): 1-10.
Abstract
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 calculations. 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.
URI
https://repository.kopri.re.kr/handle/201206/13608
DOI
http://dx.doi.org/10.3390/md19040229
Type
Article
Station
기타(RV Helmer Hanssen)
Indexed
SCIE
Appears in Collections  
2020-2020, Changes in environments and coastal geomorphology of Svalbard fjords, Arctic (20-20) / Nam, Seung-il (PN20090)
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