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1. (Article ID: 8353)
Jiao P, Mudur SV, Gloer JB, Wicklow DT
Kipukasins, nucleoside derivatives from Aspergillus versicolor
Journal of Natural Products 70(8) (2007)
1308-1311
Seven new aroyl uridine derivatives (kipukasins A-G; 1-7) were isolated from solid-substrate fermentation cultures of two different Hawaiian isolates of Aspergillus versicolor. The structures of compounds 1-7 were determined by analysis of NMR and MS data. The nucleoside portion of lead compound 1 was assigned as uracil-1-β-D-ribofuranoside by spectral comparison with an authentic standard. The bioactivity of the original A. versicolor extracts was accounted for mainly by the presence of the known metabolite sterigmatocystin, but kipukasins A and B showed modest activity in assays against Gram-positive bacteria
antibacterial activity, Aspergillus versicolor, nucleosides, kipukasins
NCBI PubMed ID: 17608440Publication DOI: 10.1021/np070241lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: James Gloer
uiowa.edu>
Institutions: Department of Chemistry, UniVersity of Iowa, Iowa City, USA, Mycotoxin Research Unit, Agricultural Research SerVice, National Center for Agricultural Utilization Research, USDA, Peoria, IL, USA
Methods: 13C NMR, 1H NMR, EI-MS, NMR-2D, IR, ESI-MS, HPLC, UV, extraction, optical rotation measurement, CD, CC, HR-ESI-MS, precipitation, evaporation, HR-EI-MS
The publication contains the following compound(s):
- Compound ID: 20907
Structure type: monomer
; 487.1320 [M+Na]+
C21H24N2O10
Trivial name: kipukacin A
Compound class: glycoside
- Compound ID: 20908
Structure type: monomer
; 450.1271 [M]+
C20H22N2O10
Trivial name: kipukacin B
Compound class: glycoside
- Compound ID: 20909
Structure type: monomer
; 473 [M+Na]+
Trivial name: kipukacin C
Compound class: glycoside
- Compound ID: 20910
Structure type: monomer
; 422.1321 [M]+
C19H22N2O9
Trivial name: kipukacin D
Compound class: glycoside
- Compound ID: 20911
Structure type: monomer
; 422 [M]+
Trivial name: kipukacin E
Compound class: glycoside
- Compound ID: 20912
|
Ors2Me-(7-3)-b-D-Sugf2Ac-(1-1)-Subst
Sug = β-D-1-amino-1-deoxyribofuranose = SMILES OC[C@H]1O{1}[C@@H](O){2}[C@H](O){3}[C@@H]1O;
Subst = 3-methyluracil = SMILES Cn1c(=O)cc{1}[nH]c1=O |
Show graphically |
Structure type: monomer
; 465.1500 [M+H]+
C21H24N2O10
Trivial name: kipukacin F
Compound class: glycoside
- Compound ID: 20913
|
Ors2Me-(7-3)-b-D-Sugf-(1-1)-Subst
Sug = β-D-1-amino-1-deoxyribofuranose = SMILES OC[C@H]1O{1}[C@@H](O){2}[C@H](O){3}[C@@H]1O;
Subst = 3-methyluracil = SMILES Cn1c(=O)cc{1}[nH]c1=O |
Show graphically |
Structure type: monomer
; 423.1399 [M+H]+
C19H22N2O9
Trivial name: kipukacin G
Compound class: glycoside
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