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1. (Article ID: 8290)
Liu J, Wei X, Kim EL, Lin X, Yang XW, Zhou XF, Yang B, Jung JH, Liu YH
New glucosidated pyrazinoquinazoline indole alkaloids from fungus Aspergillus fumigatus derived of a jellyfish
Tetrahedron 71(2) (2015)
271-275
Three new pyrazinoquinazoline indole glucosides (1-3) were isolated from the fungus Aspergillus fumigatus derived from the jellyfish Nemopilema nomurai. Compounds 1-3 represent the first examples of glycosidated fumiquinzoline-type alkaloids from nature. The structures of the compounds were elucidated by spectroscopic methods and ECD/TDDFT calculations. A possible biogenetic pathway was proposed.
Aspergillus fumigatus, pyrazinoquinazoline indole glucosides, jellyfish-derived, ECD/TDDFT
Publication DOI: 10.1016/j.tet.2014.11.063Journal NLM ID: 2984170RPublisher: Pergamon Press
Correspondence: Jung JH
pusan.ac.kr>; Liu YH scsio.ac.cn>
Institutions: College of Pharmacy, Pusan National University, Busan, Korea, Key Laboratory of Tropical Marine Bio-resources and Ecology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou, China, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
Methods: 13C NMR, 1H NMR, NMR-2D, IR, HPLC, extraction, optical rotation measurement, CD, CC, cell growth, HR-ESI-MS, antibacterial assay, cytotoxicity assay, DEPT, ECD
The publication contains the following compound(s):
- Compound ID: 20772
|
b-D-Glcp1N-(1-19)-Subst
Subst = fumigatoside B aglycon = SMILES C[C@@H]1N{19}[C@H]2N(C3=C({17}[C@]2(C[C@H]4C(N{2}[C@](O)(C5=NC6=C(C(N54)=O)C=CC=C6)C)=O)O)C=CC=C3)C1=O |
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Structure type: monomer
; 646.2120 [M+Na]+, 624.2305 [M+H]+
C30H33N5O10
Trivial name: fumigatoside B
Compound class: glycoside
- Compound ID: 20773
|
b-D-Glcp1N-(1-19)-Subst
Subst = fumigatoside C aglycon = SMILES C[C@@H]1N{19}[C@H]2N(C3=C({17}[C@]2(C[C@H]4C(N{2}[C@@H](C5=NC6=C(C(N54)=O)C=CC=C6)C)=O)O)C=CC=C3)C1=O |
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Structure type: monomer
; 630.2151 [M+Na]+, 608.2347 [M+H]+
C30H33N5O9
Trivial name: fumigatoside C
Compound class: glycoside
- Compound ID: 20774
|
b-D-Glcp1N-(1-19)-Subst
Subst = fumigatoside D aglycon = SMILES C[C@@H]1N{19}[C@H]2N(C3=C({17}[C@]2(C[C@H]4C(N{2}[C@H](C5=NC6=C(C(N54)=O)C=CC=C6)C)=O)O)C=CC=C3)C1=O |
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Structure type: monomer
; 630.2171 [M+Na]+, 608.2359 [M+H]+
C30H33N5O9
Trivial name: fumigatoside D
Compound class: glycoside
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