Found 2 publications.
Displayed publications from 1 to 2
Expand all publications
Collapse all publications
Show all as text (SweetDB notation)
Show all graphically (SNFG notation)
1. (Article ID: 7706)
Helaly SE, Kuephadungphan W, Phongpaichit S, Luangsa-ard JJ, Rukachaisirikul V, Stadler M
Five unprecedented secondary metabolites from the spider parasitic fungus Akanthomyces novoguineensis
Molecules 22 (2017)
e991
Five new compounds including the glycosylated β-naphthol (1, akanthol), a glycosylated pyrazine (2, akanthozine), and three amide derivatives including a hydroxamic acid derivative (3-5) were isolated from the spider-associated fungus Akanthomyces novoguineensis (Cordycipitaceae, Ascomycota). Their structures were elucidated by using high resolution mass spectrometry (HRMS) and NMR spectroscopy. In this study, the antimicrobial, cytotoxic, anti-biofilm, and nematicidal activities of the new compounds were evaluated. The distribution pattern of secondary metabolites in the species was also revealed in which more isolates of A. novoguineensis were encountered and their secondary metabolite profiles were examined using analytical HPLC with diode array and mass spectrometric detection (HPLC-DAD/MS). Remarkably, all isolated compounds are specifically produced by A. novoguineensis
chemotaxonomy, hydroxamic acid, Akanthomyces novoguineensis, akanthol, akanthozine
NCBI PubMed ID: 28613244Publication DOI: 10.3390/molecules22060991Journal NLM ID: 100964009Publisher: Basel, Switzerland: MDPI
Correspondence: marc.stadler

helmholtz-hzi.de
Institutions: Department of Microbial Drugs, Helmholtz Centre for Infection Research, Braunschweig, Germany, Department of Chemistry, Faculty of Science, Aswan University, Aswan, Egypt, Department of Microbiology, Faculty of Science, Prince of Songkla University, Songkhla, Thailand, Natural Products Research Center of Excellence and Department of Microbiology, Prince of Songkla University, Songkhla, Thailand, National Centre for Genetic Engineering and Biotechnology (BIOTEC), Pathumthani, Thailand, Department of Chemistry, Faculty of Science, Prince of Songkla University, Songkhla, Thailand, Center of Excellence for Innovation in Chemistry, Prince of Songkla University, Songkhla, Thailand
Methods: 13C NMR, 1H NMR, IR, acid hydrolysis, HPLC, HR-ESI-MS, HMBC, COSY, NOESY, HRMS, LCMS
The publication contains the following compound(s):
- Compound ID: 19540
|
b-D-Glcp4Me-(1-1)-Subst
Subst = naphtalene-1,6-diol = SMILES Oc2ccc1{1}c(O)cccc1c2 |
Show graphically |
Structure type: monomer
; 359.1107 [M+Na]+
C17H28O7
Trivial name: akanthol
Compound class: glycoside
- Compound ID: 19541
|
b-D-Glcp4Me-(1-2)-Subst
Subst = 3,6-diisopropylpyrazine-2,5-diol = SMILES CC(C)c1n{2}c(O)c(C(C)C)nc1O |
Show graphically |
Structure type: monomer
; 373.1971 [M+H]+
C17H28N2O7
Trivial name: akanthozine
Compound class: glycoside
Expand this publication
Collapse this publication
2. (Article ID: 7708)
Kuephadungphan W, Helaly SE, Daengrot C, Phongpaichit S, Luangsa-ard JJ, Rukachaisirikul V, Stadler M
Akanthopyrones A-D, α-pyrones bearing a 4-O-methyl-β-D-glucopyranose moiety from the spider-associated ascomycete Akanthomyces novoguineensis
Molecules 22(7) (2017)
e1202
Hypocrealean fungi have proved to be prolific bioactive metabolite producers; they have caught the attention of mycologists throughout the world. However, only a few studies on the insect and spider parasitic genus Akanthomyces have so far been carried out. In this study, we report the isolation, structural elucidation and biological activities of four unprecedented glycosylated α-pyrone derivatives, akanthopyrones A-D (1-4), from a culture of Akanthomyces novoguineensis collected in Thailand. The chemical structures of the akanthopyrones were determined by extensive 1D- and 2D-NMR, and HRMS spectroscopic analysis. Their absolute configurations were determined. Akanthopyrone A (1) exhibited weak antimicrobial activity against Bacillus subtilis DSM10 and cytotoxicity against the HeLa cell line KB-3-1, while akanthopyrone D (4) showed weak activity against Candida tenuis MUCL 29892.
Hypocreales, cordycipitaceae, invertebrate-associated fungi, α-pyrones, 4-O-methy-β-D-glucopyranose, 4-O-methyl-β-D-glucopyranose
NCBI PubMed ID: 28718819Publication DOI: 10.3390/molecules22071202Journal NLM ID: 100964009Publisher: Basel, Switzerland: MDPI
Correspondence: marc.stadler

helmholtz-hzi.de
Institutions: Department of Microbial Drugs, Helmholtz Centre for Infection Research, Braunschweig, Germany, Department of Chemistry, Faculty of Science, Aswan University, Aswan, Egypt, Department of Microbiology, Faculty of Science, Prince of Songkla University, Songkhla, Thailand, National Centre for Genetic Engineering and Biotechnology (BIOTEC), Pathumthani, Thailand, Department of Chemistry, Faculty of Science, Prince of Songkla University, Songkhla, Thailand, Center of Excellence for Innovation in Chemistry, Prince of Songkla University, Songkhla, Thailand, Natural Products Research Center of Excellence, Prince of Songkla University, Songkhla, Thailand
Methods: 13C NMR, 1H NMR, acid hydrolysis, HPLC-MS, HR-ESI-MS, HMBC, COSY, NOESY, HSQC, HRMS, LCMS
The publication contains the following compound(s):
- Compound ID: 19544
|
b-D-Glcp4Me-(1-7)-Subst
Subst = akanthopyrone A aglycon = SMILES O=c1c({7}CO)c(OC)cc({8}[C@@H](O)CCCCCCCCC)o1 |
Show graphically |
Structure type: monomer
; 503.2851 [M+H]+
C25H42O10
Trivial name: akanthopyrone A
Compound class: glycoside
- Compound ID: 19545
|
b-D-Glcp4Me-(1-7)-Subst
Subst = akanthopyrone B aglycon = SMILES O=c1c({7}CO)c(OC)cc({8}[C@@H](O)CCCCCCCC{17}CO)o1 |
Show graphically |
Structure type: monomer
; 519.2801 [M+H]+
C25H42O11
Trivial name: akanthopyrone B
Compound class: glycoside
- Compound ID: 19546
|
b-D-Glcp4Me-(1-8)-Subst
Subst = akanthopyrone C aglycon = SMILES O=c1c(C)c(OC)cc({8}[C@@H](O)CCCCCCCC{17}CO)o1 |
Show graphically |
Structure type: monomer
; 503.2852 [M+H]+
C25H42O10
Trivial name: akanthopyrone C
Compound class: glycoside
- Compound ID: 19547
|
b-D-Glcp4Me-(1-7)-Subst
Subst = akanthopyrone D aglycon = SMILES CCCCCCC{8}[C@H](O)c(o1)cc(OC)c({7}CO)c1=O |
Show graphically |
Structure type: monomer
; 457.2439 [M+H−H2O]+
C23H38O10
Trivial name: akanthopyrone D
Compound class: glycoside
Expand this publication
Collapse this publication
Total list of publication IDs on all result pages of the current query:
Total list of corresponding CSDB IDs (permanent record IDs):
Execution: <1 sec