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Two Novel Lyso-Ornithine Lipids Isolated from an Arctic Marine Lacinutrix sp. Bacterium
- Source :
- Molecules, Volume 26, Issue 17, Molecules, Vol 26, Iss 5295, p 5295 (2021)
- Publication Year :
- 2021
- Publisher :
- Multidisciplinary Digital Publishing Institute, 2021.
-
Abstract
- The Lacinutrix genus was discovered in 2005 and includes 12 Gram-negative bacterial species. To the best of our knowledge, the secondary metabolite production potential of this genus has not been explored before, and examination of Lacinutrix species may reveal novel chemistry. As part of a screening project of Arctic marine bacteria, the Lacinutrix sp. strain M09B143 was cultivated, extracted, fractionated and tested for antibacterial and cytotoxic activities. One fraction had antibacterial activity and was subjected to mass spectrometry analysis, which revealed two compounds with elemental composition that did not match any known compounds in databases. This resulted in the identification and isolation of two novel isobranched lyso-ornithine lipids, whose structures were elucidated by mass spectrometry and NMR spectroscopy. Lyso-ornithine lipids consist of a 3-hydroxy fatty acid linked to the alpha amino group of an ornithine amino acid through an amide bond. The fatty acid chains were determined to be iso-C15:0 (1) and iso-C16:0 (2). Compound 1 was active against the Gram-positive S. agalactiae, while 2 showed cytotoxic activity against A2058 human melanoma cells.
- Subjects :
- Ornithine
Magnetic Resonance Spectroscopy
Pharmaceutical Science
Organic chemistry
Secondary metabolite
Article
Analytical Chemistry
03 medical and health sciences
chemistry.chemical_compound
cytotoxic
Marine bacteriophage
QD241-441
Drug Discovery
medicine
Peptide bond
Physical and Theoretical Chemistry
anti-cancer
030304 developmental biology
chemistry.chemical_classification
0303 health sciences
VDP::Mathematics and natural science: 400::Chemistry: 440
biology
Arctic Regions
030306 microbiology
Chemistry
secondary metabolites
amphiphilic compounds
Fatty acid
biology.organism_classification
Lipids
Amino acid
antibacterial
Biochemistry
marine bacteria
VDP::Matematikk og Naturvitenskap: 400::Kjemi: 440
Chemistry (miscellaneous)
Molecular Medicine
lipoamino acid
Antibacterial activity
Flavobacteriaceae
Bacteria
medicine.drug
Subjects
Details
- Language :
- English
- ISSN :
- 14203049
- Database :
- OpenAIRE
- Journal :
- Molecules
- Accession number :
- edsair.doi.dedup.....5dd3a8e8cff366c124cae137ec1bab03
- Full Text :
- https://doi.org/10.3390/molecules26175295