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1. (Article ID: 5361)
Tareq FS, Kim JH, Lee MA, Lee HS, Lee YJ, Lee JS, Shin HJ
Ieodoglucomides A and B from a marine-derived bacterium Bacillus licheniformis
Organic Letters 14(6) (2012)
1464-1467
Ieodoglucomides A (1) and B (2), unique glycolipopeptides consisting of an amino acid, a new fatty acid, a succinic acid, and a sugar, were isolated from a Marine-derived bacterium Bacillus licheniformis. The absolute stereochemistry of 1 and 2 was determined by deploying coupling constants, Marfey's and Mosher's methods, and literature reviews. Compounds 1 and 2 displayed moderate in vitro antimicrobial activity. Furthermore, ieodoglucomide B (2) exhibited cytotoxic activity against lung cancer and stomach cancer cell lines with GI(50) values of 25.18 and 17.78 μg/mL, respectively.
Bacillus licheniformis, antimicrobial activity, ieodoglucomides, glycolipopeptides, cytotoxic activity
NCBI PubMed ID: 22360451Publication DOI: 10.1021/ol300202zJournal NLM ID: 100890393Publisher: American Chemical Society
Correspondence: shinhj

kordi.re.kr
Institutions: Department of Marine Biotechnology, University of Science and Technology, Daejeon, South Korea, Marine Natural Products Chemistry Laboratory, Korea Ocean Research & Development Institute, Ansan, South Korea
Methods: 13C NMR, 1H NMR, NMR-2D, IR, acid hydrolysis, HPLC, extraction, optical rotation measurement, CC, cell growth, HR-ESI-MS, cytotoxicity assay, derivatization, antimicrobial assay, MPLC
The publication contains the following compound(s):
- Compound ID: 13494
|
Suc-(1-6)-b-D-Glcp-(1-14)-Subst-(1-2)-L-Ala
Subst = 14-hydroxy-isomargaric acid = SMILES CC(C){14}[C@@H](O)CCCCCCCCCCCC{1}C(=O)O |
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Structure type: monomer
; 618.3497 [M-H]-
C30H53NO12
Trivial name: ieodoglucomide A
Compound class: glycolipopeptide
Reference(s) to other database(s): GTC:G83121IL, GenDB: JQ349055
- Compound ID: 13495
|
Suc-(1-6)-b-D-Glcp-(1-14)-Subst-(1-2)-Gly
Subst = 14-hydroxy-isomargaric acid = SMILES CC(C){14}[C@@H](O)CCCCCCCCCCCC{1}C(=O)O |
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Structure type: monomer
; 604.3339 [M-H]-
C29H51NO12
Trivial name: ieodoglucomide B
Compound class: glycolipopeptide
Reference(s) to other database(s): GTC:G83121IL, GenDB: JQ349055
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2. (Article ID: 5596)
Tareq FS, Lee HS, Lee YJ, Lee JS, Shin HJ
Ieodoglucomide C and ieodoglycolipid, new glycolipids from a marine-derived bacterium Bacillus licheniformis 09IDYM23
Lipids 50(5) (2015)
513(9)
Chemical examination of the ethyl acetate extract from the fermentation broth of the marine-derived bacterium Bacillus licheniformis resulted in the isolation of two new glycolipids, ieodoglucomide C (1) and ieodoglycolipid (2). The structural characterization of 1 and 2 was achieved by extensive spectroscopic evidence, including 2D NMR experiments. A combination of chemical derivatization techniques followed by NMR studies, LC-MS data analysis and a literature review was deployed for the establishment of the stereo-configurations of 1 and 2. Compounds 1 and 2 exhibited good antibiotic properties against Staphylococcus aureus, Bacillus subtilis, Bacillus cereus, Salmonella typhi, Escherichia coli and Pseudomonas aeruginosa with MICs ranging from 0.01 to 0.05 μM. Furthermore, the antifungal activity of 1 and 2 was evaluated against plant pathogenic fungi Aspergillus niger, Rhizoctonia solani, Botrytis cinerea and Colletotrichum acutatum as well as the human pathogen Candida albicans. Compounds 1 and 2 inhibited the mycelial growth of these pathogens with MIC values of 0.03-0.05 μM, revealing that these compounds are good candidates for the development of new fungicides
Bacillus licheniformis, glycolipopeptide, monoacyldiglycosylglycerolipid, stereoconfiguration, antimicrobial properties
NCBI PubMed ID: 25893812Publication DOI: 10.1007/s11745-015-4014-zJournal NLM ID: 0060450Publisher: American Oil Chemists' Society
Correspondence: shinhj

kiost.ac
Institutions: Department of Marine Biotechnology, University of Science and Technology, Daejeon, South Korea, Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology (KIOST), Ansan, Korea
Methods: 13C NMR, 1H NMR, NMR-2D, IR, TLC, acid hydrolysis, methanolysis, HPLC, UV, extraction, optical rotation measurement, CC, cell growth, HR-ESI-MS, antibacterial assay, derivatization, evaporation, centrifugation, RP-MPLC
The publication contains the following compound(s):
- Compound ID: 14206
|
Suc-(1-6)-b-D-Glcp-(1-14)-Subst-(1-2)-L-Ala
Subst = 14R-hydroxypalmitic acid = SMILES CC{14}[C@@H](O)CCCCCCCCCCCCCCCCCCC{1}C(=O)O |
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Structure type: monomer
; 604.3337 [M-H]-
C29H51NO12
Trivial name: ieodoglucomide C
Compound class: glycolipid
- Compound ID: 14207
Structure type: oligomer
; 663.3563 [M+Na]+
C30H56O14
Trivial name: ieodoglycolipid
Compound class: glycoglycerolipid
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