Accurate Dereplication of Bioactive Secondary Metabolites from Marine-Derived Fungi by UHPLC-DAD-QTOFMS and a MS/HRMS Library
Abstract
:1. Introduction
2. Results and Discussion
2.1. Data Acquisition and Library Creation
2.1.1. Chromatographic Separation
2.1.2. Mass Accuracy and Isotopic Ratio
2.1.3. Precursor Selection
2.1.4. Fragmentation
2.1.5. Library Scoring
Name | RT (min) | Compound | Forward/Reverse Scoring (%) | ||||||
---|---|---|---|---|---|---|---|---|---|
1 | 2 | 3 | 4 | 5 | 6 | 7 | |||
Patulin | 3.15 | 1 | 100 | 28/50 | 20/62 | 27/65 | 29/90 | 28/87 | 25/52 |
2,3-dihydroxybenzoic acid | 3.85 | 2 | 28/32 | 100 | 60/68 | 63/71 | 97/90 | 76/86 | 0/0 |
2,4-dihydroxybenzoic acid | 3.74 | 3 | 20/29 | 60/86 | 100 | 86/86 | 55/78 | 88/88 | 6/14 |
2,6-dihydroxybenzoic acid | 3.87 | 4 | 21/29 | 63/86 | 86/98 | 100 | 58/79 | 80/92 | 6/14 |
3,4-dihydroxybenzoic acid | 2.80 | 5 | 29/33 | 97/97 | 55/61 | 58/64 | 100 | 78/87 | 0/0 |
3,5-dihydroxybenzoic acid | 2.63 | 6 | 29/33 | 97/97 | 55/61 | 58/64 | 78/87 | 100 | 0/0 |
Terreic acid | 3.99 | 7 | 25/44 | 0/0 | 6/39 | 6/38 | 0/0 | 0/0 | 100 |
2.2. Dereplication of Marine-Derived Fungi
2.2.1. Active Components from a Marine-Derived Penicillium bialowiezense Strain
2.2.2. Ophiobolins from a Marine-Derived Aspergillus insuetus
2.2.3. Helvolic Acid as the Anti-Microbial Compound in a Marine-Derived Emericellopsis sp.
3. Experimental Section
3.1. Strains and Cultivation
3.2. Sample Preparation
3.3. Standard Metabolites
3.4. UHPLC-DAD-QTOFMS Analysis
3.5. Library Setup and Auto-MS/MS Data Analysis
3.6. Aggressive Dereplication and Molecular Feature Extraction
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Kildgaard, S.; Mansson, M.; Dosen, I.; Klitgaard, A.; Frisvad, J.C.; Larsen, T.O.; Nielsen, K.F. Accurate Dereplication of Bioactive Secondary Metabolites from Marine-Derived Fungi by UHPLC-DAD-QTOFMS and a MS/HRMS Library. Mar. Drugs 2014, 12, 3681-3705. https://doi.org/10.3390/md12063681
Kildgaard S, Mansson M, Dosen I, Klitgaard A, Frisvad JC, Larsen TO, Nielsen KF. Accurate Dereplication of Bioactive Secondary Metabolites from Marine-Derived Fungi by UHPLC-DAD-QTOFMS and a MS/HRMS Library. Marine Drugs. 2014; 12(6):3681-3705. https://doi.org/10.3390/md12063681
Chicago/Turabian StyleKildgaard, Sara, Maria Mansson, Ina Dosen, Andreas Klitgaard, Jens C. Frisvad, Thomas O. Larsen, and Kristian F. Nielsen. 2014. "Accurate Dereplication of Bioactive Secondary Metabolites from Marine-Derived Fungi by UHPLC-DAD-QTOFMS and a MS/HRMS Library" Marine Drugs 12, no. 6: 3681-3705. https://doi.org/10.3390/md12063681