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f | 1 | { | f | 1 | { |
2 | "author": "Becker, Kevin", | 2 | "author": "Becker, Kevin", | ||
3 | "author_email": "", | 3 | "author_email": "", | ||
4 | "creator_user_id": "17755db4-395a-4b3b-ac09-e8e3484ca700", | 4 | "creator_user_id": "17755db4-395a-4b3b-ac09-e8e3484ca700", | ||
5 | "doi": "10.22000/478", | 5 | "doi": "10.22000/478", | ||
6 | "doi_date_published": "2021", | 6 | "doi_date_published": "2021", | ||
7 | "doi_publisher": "", | 7 | "doi_publisher": "", | ||
8 | "doi_status": "True", | 8 | "doi_status": "True", | ||
9 | "groups": [], | 9 | "groups": [], | ||
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12 | "license_id": "CC BY-NC-ND 4.0 Attribution-NonCommercial-NoDerivs", | 12 | "license_id": "CC BY-NC-ND 4.0 Attribution-NonCommercial-NoDerivs", | ||
13 | "license_title": "CC BY-NC-ND 4.0 | 13 | "license_title": "CC BY-NC-ND 4.0 | ||
14 | Attribution-NonCommercial-NoDerivs", | 14 | Attribution-NonCommercial-NoDerivs", | ||
15 | "metadata_created": "2023-01-12T13:30:33.617530", | 15 | "metadata_created": "2023-01-12T13:30:33.617530", | ||
t | 16 | "metadata_modified": "2023-08-04T08:51:22.607068", | t | 16 | "metadata_modified": "2023-08-04T08:52:50.732363", |
17 | "name": "rdr-doi-10-22000-478", | 17 | "name": "rdr-doi-10-22000-478", | ||
18 | "notes": "Abstract: Xylariales (Ascomycota) is a fungal order | 18 | "notes": "Abstract: Xylariales (Ascomycota) is a fungal order | ||
19 | comprising, inter alia, the large families Hypoxylaceae and | 19 | comprising, inter alia, the large families Hypoxylaceae and | ||
20 | Xylariaceae, known as particularly prolific producers of (bioactive) | 20 | Xylariaceae, known as particularly prolific producers of (bioactive) | ||
21 | natural products in mycelial cultures and stromata. Recent genome | 21 | natural products in mycelial cultures and stromata. Recent genome | ||
22 | analyses of model fungi revealed a large discrepancy between numbers | 22 | analyses of model fungi revealed a large discrepancy between numbers | ||
23 | of predicted biosynthetic gene clusters (BGCs) and known secondary | 23 | of predicted biosynthetic gene clusters (BGCs) and known secondary | ||
24 | metabolite (SM) classes. Finding the right triggers to induce these | 24 | metabolite (SM) classes. Finding the right triggers to induce these | ||
25 | \u201csilent\u201d BGCs is therefore expected to substantially expand | 25 | \u201csilent\u201d BGCs is therefore expected to substantially expand | ||
26 | the known chemodiversity in Xylariales. In the overarching project of | 26 | the known chemodiversity in Xylariales. In the overarching project of | ||
27 | this work, 14 high-quality genome sequences from members of Xylariales | 27 | this work, 14 high-quality genome sequences from members of Xylariales | ||
28 | were obtained, allowing for in-depth studies of their biosynthetic | 28 | were obtained, allowing for in-depth studies of their biosynthetic | ||
29 | machineries. This work is dedicated to investigating the SMs of | 29 | machineries. This work is dedicated to investigating the SMs of | ||
30 | Xylariales and establishing the link to the underlying BGCs. A | 30 | Xylariales and establishing the link to the underlying BGCs. A | ||
31 | coordinated screening of mycelial cultures of eleven species with | 31 | coordinated screening of mycelial cultures of eleven species with | ||
32 | available genome data was conducted to define the limitations of a | 32 | available genome data was conducted to define the limitations of a | ||
33 | \u201cclassical\u201d approach to induce silent BGCs. Moreover, | 33 | \u201cclassical\u201d approach to induce silent BGCs. Moreover, | ||
34 | stromata of the widespread European species Hypoxylon fragiforme and | 34 | stromata of the widespread European species Hypoxylon fragiforme and | ||
35 | H. rubiginosum were investigated for novel azaphilone SMs and their | 35 | H. rubiginosum were investigated for novel azaphilone SMs and their | ||
36 | biosynthesis studied using the generated high-quality genomes. In | 36 | biosynthesis studied using the generated high-quality genomes. In | ||
37 | parallel, three rare, unstudied species of Xylariales were | 37 | parallel, three rare, unstudied species of Xylariales were | ||
38 | investigated in a classical screening approach and characterised for | 38 | investigated in a classical screening approach and characterised for | ||
39 | novel SMs. The coordinated screening approach yielded a valuable | 39 | novel SMs. The coordinated screening approach yielded a valuable | ||
40 | HPLC\u2212MS dataset that can be used to link BGCs to analytical data. | 40 | HPLC\u2212MS dataset that can be used to link BGCs to analytical data. | ||
41 | However, the approach was found to induce an unexpectedly low number | 41 | However, the approach was found to induce an unexpectedly low number | ||
42 | of clusters. This proved that even elaborate screenings, which go | 42 | of clusters. This proved that even elaborate screenings, which go | ||
43 | beyond common approaches in natural product research, are unable to | 43 | beyond common approaches in natural product research, are unable to | ||
44 | activate the majority of silent BGCs. Biosynthetic methods such as | 44 | activate the majority of silent BGCs. Biosynthetic methods such as | ||
45 | heterologous expression are able to overcome this challenge, but were | 45 | heterologous expression are able to overcome this challenge, but were | ||
46 | beyond the scope of this work. Therefore, the biosynthesis has been | 46 | beyond the scope of this work. Therefore, the biosynthesis has been | ||
47 | investigated by genome mining on the constitutively-produced | 47 | investigated by genome mining on the constitutively-produced | ||
48 | azaphilone pigments from H. fragiforme and H. rubiginosum stromata. | 48 | azaphilone pigments from H. fragiforme and H. rubiginosum stromata. | ||
49 | Isolation efforts yielded 17 novel azaphilones with varying | 49 | Isolation efforts yielded 17 novel azaphilones with varying | ||
50 | bioactivities, of which the fragirubrins and heterodimeric | 50 | bioactivities, of which the fragirubrins and heterodimeric | ||
51 | hybridorubrins constitute novel subclasses. Genome data of H. | 51 | hybridorubrins constitute novel subclasses. Genome data of H. | ||
52 | fragiforme revealed two distantly-located BGCs to collaboratively | 52 | fragiforme revealed two distantly-located BGCs to collaboratively | ||
53 | produce the known azaphilone diversity. In H. rubiginosum, three BGCs | 53 | produce the known azaphilone diversity. In H. rubiginosum, three BGCs | ||
54 | were found to produce a single class of SMs, which is unprecedented in | 54 | were found to produce a single class of SMs, which is unprecedented in | ||
55 | fungi. In parallel, mycelial cultures of the fungicolous H. invadens | 55 | fungi. In parallel, mycelial cultures of the fungicolous H. invadens | ||
56 | produced known flaviolin naphthalenes, while two novel | 56 | produced known flaviolin naphthalenes, while two novel | ||
57 | sesquiterpenoids and a number of chemotaxonomic marker compounds were | 57 | sesquiterpenoids and a number of chemotaxonomic marker compounds were | ||
58 | obtained from the pyrophilic Stromatoneurospora phoenix. Stromata of | 58 | obtained from the pyrophilic Stromatoneurospora phoenix. Stromata of | ||
59 | Annulohypoxylon viridistratum yielded three novel benzo[ j | 59 | Annulohypoxylon viridistratum yielded three novel benzo[ j | ||
60 | ]fluoranthenes, which showed antimicrobial and cytotoxic activities | 60 | ]fluoranthenes, which showed antimicrobial and cytotoxic activities | ||
61 | and are chemotaxonomic markers. Summary 11 To conclude, this work | 61 | and are chemotaxonomic markers. Summary 11 To conclude, this work | ||
62 | revealed the intricate machinery of azaphilone biosynthesis in H. | 62 | revealed the intricate machinery of azaphilone biosynthesis in H. | ||
63 | fragiforme and H. rubiginosum and characterised unprecedented | 63 | fragiforme and H. rubiginosum and characterised unprecedented | ||
64 | azaphilone congeners. It was also found that even elaborate screening | 64 | azaphilone congeners. It was also found that even elaborate screening | ||
65 | approaches are limited in the chemical diversity they can deliver. | 65 | approaches are limited in the chemical diversity they can deliver. | ||
66 | What is more, the overarching project of this work revealed hundreds | 66 | What is more, the overarching project of this work revealed hundreds | ||
67 | of unassignable BGCs in the genome data of only 14 species from | 67 | of unassignable BGCs in the genome data of only 14 species from | ||
68 | Xylariales. Thus, this work demonstrates the need for future | 68 | Xylariales. Thus, this work demonstrates the need for future | ||
69 | characterisation of SM biosynthesis, as well as the chemical ecology | 69 | characterisation of SM biosynthesis, as well as the chemical ecology | ||
70 | of selected species of the Xylariales.\r\nTableOfContents: | 70 | of selected species of the Xylariales.\r\nTableOfContents: | ||
71 | Abbreviations\t2 List of figures\t4 List of tables\t5 List of | 71 | Abbreviations\t2 List of figures\t4 List of tables\t5 List of | ||
72 | publications\t6 Contribution to publications\t7 Summary\t10 | 72 | publications\t6 Contribution to publications\t7 Summary\t10 | ||
73 | 1.\tIntroduction\t12 1.1.\tThe fungal order Xylariales\t12 | 73 | 1.\tIntroduction\t12 1.1.\tThe fungal order Xylariales\t12 | ||
74 | 1.2.\tChemical diversity and bioactivity of secondary metabolites from | 74 | 1.2.\tChemical diversity and bioactivity of secondary metabolites from | ||
75 | Xylariales\t13 1.3.\tBiosynthesis research on secondary metabolites | 75 | Xylariales\t13 1.3.\tBiosynthesis research on secondary metabolites | ||
76 | from Xylariales\t22 1.4.\tAims of the thesis\t27 2.\tMaterials and | 76 | from Xylariales\t22 1.4.\tAims of the thesis\t27 2.\tMaterials and | ||
77 | methods\t30 2.1.\tMedium-scale screening for secondary metabolites\t30 | 77 | methods\t30 2.1.\tMedium-scale screening for secondary metabolites\t30 | ||
78 | 2.1.1.\tFungal material and cultivation\t30 2.1.2.\tHarvest of | 78 | 2.1.1.\tFungal material and cultivation\t30 2.1.2.\tHarvest of | ||
79 | cultures and preparation of crude extracts\t32 | 79 | cultures and preparation of crude extracts\t32 | ||
80 | 2.1.3.\tHPLC\u2212DAD/MS analysis for dereplication and identification | 80 | 2.1.3.\tHPLC\u2212DAD/MS analysis for dereplication and identification | ||
81 | of novel secondary metabolites\t33 2.1.4.\tAgar-diffusion assay for | 81 | of novel secondary metabolites\t33 2.1.4.\tAgar-diffusion assay for | ||
82 | evaluation of antimicrobial activity\t33 2.2.\tScale-up of selected | 82 | evaluation of antimicrobial activity\t33 2.2.\tScale-up of selected | ||
83 | fungal cultures\t34 2.3.\tPreparative extraction and isolation of | 83 | fungal cultures\t34 2.3.\tPreparative extraction and isolation of | ||
84 | secondary metabolites\t35 2.4.\tStructure elucidation of pure | 84 | secondary metabolites\t35 2.4.\tStructure elucidation of pure | ||
85 | compounds\t36 3.\tResults and discussion\t38 3.1.\tSecondary | 85 | compounds\t36 3.\tResults and discussion\t38 3.1.\tSecondary | ||
86 | metabolites from species of Xylariales and correlation to biosynthetic | 86 | metabolites from species of Xylariales and correlation to biosynthetic | ||
87 | gene clusters\t38 3.1.1.\tMedium-scale screening for secondary | 87 | gene clusters\t38 3.1.1.\tMedium-scale screening for secondary | ||
88 | metabolites [II]\t38 3.1.2.\tChemistry, bioactivity, and biosynthesis | 88 | metabolites [II]\t38 3.1.2.\tChemistry, bioactivity, and biosynthesis | ||
89 | of azaphilones from stromata of Hypoxylon fragiforme and H. | 89 | of azaphilones from stromata of Hypoxylon fragiforme and H. | ||
90 | rubiginosum [I, VI, VII]\t43 3.2.\tSecondary metabolites from rare and | 90 | rubiginosum [I, VI, VII]\t43 3.2.\tSecondary metabolites from rare and | ||
91 | ecologically interesting species of Xylariales\t56 3.2.1.\tSecondary | 91 | ecologically interesting species of Xylariales\t56 3.2.1.\tSecondary | ||
92 | metabolites from mycelial cultures of the fungicolous Hypoxylon | 92 | metabolites from mycelial cultures of the fungicolous Hypoxylon | ||
93 | invadens [III]\t56 3.2.2.\tSecondary metabolites from mycelial | 93 | invadens [III]\t56 3.2.2.\tSecondary metabolites from mycelial | ||
94 | cultures of the pyrophilic Stromatoneurospora phoenix [IV]\t58 | 94 | cultures of the pyrophilic Stromatoneurospora phoenix [IV]\t58 | ||
95 | 3.2.3.\tStromatal constituents of Annulohypoxylon viridistratum | 95 | 3.2.3.\tStromatal constituents of Annulohypoxylon viridistratum | ||
96 | [V]\t60 4.\tConclusions and outlook\t62 5.\tReferences\t70 | 96 | [V]\t60 4.\tConclusions and outlook\t62 5.\tReferences\t70 | ||
97 | 6.\tAppendices: publications of this dissertation\t86 | 97 | 6.\tAppendices: publications of this dissertation\t86 | ||
98 | I.\tIdentification of fungal fossils and novel azaphilone pigments in | 98 | I.\tIdentification of fungal fossils and novel azaphilone pigments in | ||
99 | ancient carbonised specimens of Hypoxylon fragiforme from forest soils | 99 | ancient carbonised specimens of Hypoxylon fragiforme from forest soils | ||
100 | of Ch\u00e2tillon-sur-Seine (Burgundy)\t88 II.\tInvestigating the | 100 | of Ch\u00e2tillon-sur-Seine (Burgundy)\t88 II.\tInvestigating the | ||
101 | function of cryptic cytochalasan cytochrome P450 monooxygenases using | 101 | function of cryptic cytochalasan cytochrome P450 monooxygenases using | ||
102 | combinatorial biosynthesis\t102 III.\tPhylogenetic assignment of the | 102 | combinatorial biosynthesis\t102 III.\tPhylogenetic assignment of the | ||
103 | fungicolous Hypoxylon invadens (Ascomycota, Xylariales) and | 103 | fungicolous Hypoxylon invadens (Ascomycota, Xylariales) and | ||
104 | investigation of its secondary metabolites\t108 IV.\tPhylogenetic and | 104 | investigation of its secondary metabolites\t108 IV.\tPhylogenetic and | ||
105 | chemotaxonomic studies confirm the affinities of Stromatoneurospora | 105 | chemotaxonomic studies confirm the affinities of Stromatoneurospora | ||
106 | phoenix to the coprophilous Xylariaceae\t124 V.\tViridistratins | 106 | phoenix to the coprophilous Xylariaceae\t124 V.\tViridistratins | ||
107 | A\u2212C, antimicrobial and cytotoxic benzo[j]fluoranthenes from | 107 | A\u2212C, antimicrobial and cytotoxic benzo[j]fluoranthenes from | ||
108 | stromata of Annulohypoxylon viridistratum (Hypoxylaceae, | 108 | stromata of Annulohypoxylon viridistratum (Hypoxylaceae, | ||
109 | Ascomycota)\t146 VI.\tHybridorubrins A\u2212D, novel azaphilone | 109 | Ascomycota)\t146 VI.\tHybridorubrins A\u2212D, novel azaphilone | ||
110 | heterodimers from stromata of Hypoxylon fragiforme and insights into | 110 | heterodimers from stromata of Hypoxylon fragiforme and insights into | ||
111 | the biosynthetic machinery for azaphilone diversification\t158 | 111 | the biosynthetic machinery for azaphilone diversification\t158 | ||
112 | VII.\tAzaphilone pigments from Hypoxylon rubiginosum and H. texense: | 112 | VII.\tAzaphilone pigments from Hypoxylon rubiginosum and H. texense: | ||
113 | absolute configuration, bioactivity, and biosynthesis\t172 | 113 | absolute configuration, bioactivity, and biosynthesis\t172 | ||
114 | VIII.\tRecent progress in biodiversity research on the Xylariales and | 114 | VIII.\tRecent progress in biodiversity research on the Xylariales and | ||
115 | their secondary metabolism\t182", | 115 | their secondary metabolism\t182", | ||
116 | "num_resources": 0, | 116 | "num_resources": 0, | ||
117 | "num_tags": 10, | 117 | "num_tags": 10, | ||
118 | "orcid": "0000-0002-6490-4100 ", | 118 | "orcid": "0000-0002-6490-4100 ", | ||
119 | "organization": { | 119 | "organization": { | ||
120 | "approval_status": "approved", | 120 | "approval_status": "approved", | ||
121 | "created": "2023-01-12T13:30:23.238233", | 121 | "created": "2023-01-12T13:30:23.238233", | ||
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125 | research data from subjects that do not yet have their own | 125 | research data from subjects that do not yet have their own | ||
126 | discipline-specific infrastructures for research data management. ", | 126 | discipline-specific infrastructures for research data management. ", | ||
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137 | "production_year": "2021", | 137 | "production_year": "2021", | ||
138 | "publication_year": "2021", | 138 | "publication_year": "2021", | ||
139 | "publishers": [ | 139 | "publishers": [ | ||
140 | { | 140 | { | ||
141 | "publisher": "Kevin Becker" | 141 | "publisher": "Kevin Becker" | ||
142 | } | 142 | } | ||
143 | ], | 143 | ], | ||
144 | "relationships_as_object": [], | 144 | "relationships_as_object": [], | ||
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147 | "resource_type": "Text - Dissertation", | 147 | "resource_type": "Text - Dissertation", | ||
148 | "resources": [], | 148 | "resources": [], | ||
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150 | "source_metadata_created": "2021", | 150 | "source_metadata_created": "2021", | ||
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152 | "state": "active", | 152 | "state": "active", | ||
153 | "subject_areas": [ | 153 | "subject_areas": [ | ||
154 | { | 154 | { | ||
155 | "subject_area_additional": "", | 155 | "subject_area_additional": "", | ||
156 | "subject_area_name": "Biochemistry" | 156 | "subject_area_name": "Biochemistry" | ||
157 | }, | 157 | }, | ||
158 | { | 158 | { | ||
159 | "subject_area_additional": "", | 159 | "subject_area_additional": "", | ||
160 | "subject_area_name": "Biology" | 160 | "subject_area_name": "Biology" | ||
161 | }, | 161 | }, | ||
162 | { | 162 | { | ||
163 | "subject_area_additional": "", | 163 | "subject_area_additional": "", | ||
164 | "subject_area_name": "Life Science" | 164 | "subject_area_name": "Life Science" | ||
165 | } | 165 | } | ||
166 | ], | 166 | ], | ||
167 | "tags": [ | 167 | "tags": [ | ||
168 | { | 168 | { | ||
169 | "display_name": "Ascomycetes", | 169 | "display_name": "Ascomycetes", | ||
170 | "id": "11b3c611-b3a5-4377-9b52-987cbb792a9a", | 170 | "id": "11b3c611-b3a5-4377-9b52-987cbb792a9a", | ||
171 | "name": "Ascomycetes", | 171 | "name": "Ascomycetes", | ||
172 | "state": "active", | 172 | "state": "active", | ||
173 | "vocabulary_id": null | 173 | "vocabulary_id": null | ||
174 | }, | 174 | }, | ||
175 | { | 175 | { | ||
176 | "display_name": "Hypoxylaceae", | 176 | "display_name": "Hypoxylaceae", | ||
177 | "id": "6c43135e-2c7e-417a-a959-a9d84588ad8e", | 177 | "id": "6c43135e-2c7e-417a-a959-a9d84588ad8e", | ||
178 | "name": "Hypoxylaceae", | 178 | "name": "Hypoxylaceae", | ||
179 | "state": "active", | 179 | "state": "active", | ||
180 | "vocabulary_id": null | 180 | "vocabulary_id": null | ||
181 | }, | 181 | }, | ||
182 | { | 182 | { | ||
183 | "display_name": "Xylariaceae", | 183 | "display_name": "Xylariaceae", | ||
184 | "id": "4434e00f-d34c-4a5b-a35e-0dd29b8ca420", | 184 | "id": "4434e00f-d34c-4a5b-a35e-0dd29b8ca420", | ||
185 | "name": "Xylariaceae", | 185 | "name": "Xylariaceae", | ||
186 | "state": "active", | 186 | "state": "active", | ||
187 | "vocabulary_id": null | 187 | "vocabulary_id": null | ||
188 | }, | 188 | }, | ||
189 | { | 189 | { | ||
190 | "display_name": "Xylariales", | 190 | "display_name": "Xylariales", | ||
191 | "id": "e1f83c86-e149-4e46-ba85-239857861d13", | 191 | "id": "e1f83c86-e149-4e46-ba85-239857861d13", | ||
192 | "name": "Xylariales", | 192 | "name": "Xylariales", | ||
193 | "state": "active", | 193 | "state": "active", | ||
194 | "vocabulary_id": null | 194 | "vocabulary_id": null | ||
195 | }, | 195 | }, | ||
196 | { | 196 | { | ||
197 | "display_name": "azaphilones", | 197 | "display_name": "azaphilones", | ||
198 | "id": "ca653c66-a34f-4468-9bdb-942bc66a1633", | 198 | "id": "ca653c66-a34f-4468-9bdb-942bc66a1633", | ||
199 | "name": "azaphilones", | 199 | "name": "azaphilones", | ||
200 | "state": "active", | 200 | "state": "active", | ||
201 | "vocabulary_id": null | 201 | "vocabulary_id": null | ||
202 | }, | 202 | }, | ||
203 | { | 203 | { | ||
204 | "display_name": "bioactivity", | 204 | "display_name": "bioactivity", | ||
205 | "id": "9c5a3bcc-ad85-4867-85a0-686961996496", | 205 | "id": "9c5a3bcc-ad85-4867-85a0-686961996496", | ||
206 | "name": "bioactivity", | 206 | "name": "bioactivity", | ||
207 | "state": "active", | 207 | "state": "active", | ||
208 | "vocabulary_id": null | 208 | "vocabulary_id": null | ||
209 | }, | 209 | }, | ||
210 | { | 210 | { | ||
211 | "display_name": "fungi", | 211 | "display_name": "fungi", | ||
212 | "id": "d7d09f0f-b77b-408d-9507-26173c77ebe2", | 212 | "id": "d7d09f0f-b77b-408d-9507-26173c77ebe2", | ||
213 | "name": "fungi", | 213 | "name": "fungi", | ||
214 | "state": "active", | 214 | "state": "active", | ||
215 | "vocabulary_id": null | 215 | "vocabulary_id": null | ||
216 | }, | 216 | }, | ||
217 | { | 217 | { | ||
218 | "display_name": "naphthalenes", | 218 | "display_name": "naphthalenes", | ||
219 | "id": "f14231a0-bf25-4c6b-b07f-622cb4b4854b", | 219 | "id": "f14231a0-bf25-4c6b-b07f-622cb4b4854b", | ||
220 | "name": "naphthalenes", | 220 | "name": "naphthalenes", | ||
221 | "state": "active", | 221 | "state": "active", | ||
222 | "vocabulary_id": null | 222 | "vocabulary_id": null | ||
223 | }, | 223 | }, | ||
224 | { | 224 | { | ||
225 | "display_name": "natural products", | 225 | "display_name": "natural products", | ||
226 | "id": "3b1b4343-fb99-4cff-918f-9b64363ad465", | 226 | "id": "3b1b4343-fb99-4cff-918f-9b64363ad465", | ||
227 | "name": "natural products", | 227 | "name": "natural products", | ||
228 | "state": "active", | 228 | "state": "active", | ||
229 | "vocabulary_id": null | 229 | "vocabulary_id": null | ||
230 | }, | 230 | }, | ||
231 | { | 231 | { | ||
232 | "display_name": "secondary metabolites", | 232 | "display_name": "secondary metabolites", | ||
233 | "id": "23842243-5202-4e70-a3f0-6378704b5147", | 233 | "id": "23842243-5202-4e70-a3f0-6378704b5147", | ||
234 | "name": "secondary metabolites", | 234 | "name": "secondary metabolites", | ||
235 | "state": "active", | 235 | "state": "active", | ||
236 | "vocabulary_id": null | 236 | "vocabulary_id": null | ||
237 | } | 237 | } | ||
238 | ], | 238 | ], | ||
239 | "title": "Identification of novel bioactive natural products from | 239 | "title": "Identification of novel bioactive natural products from | ||
240 | species of xylariales v2", | 240 | species of xylariales v2", | ||
241 | "type": "vdataset", | 241 | "type": "vdataset", | ||
242 | "url": "https://doi.org/10.22000/478" | 242 | "url": "https://doi.org/10.22000/478" | ||
243 | } | 243 | } |