PMC:7291971 / 10969-11755
Annnotations
LitCovid-PMC-OGER-BB
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T219 | 22-35 | CHEBI:23447;CHEBI:23447 | denotes | dinucleosides |
T220 | 45-50 | CHEBI:32031;CHEBI:32031 | denotes | K2CO3 |
T221 | 89-94 | CHEBI:32031;CHEBI:32031 | denotes | K2CO3 |
T222 | 126-129 | CHEBI:15377;CHEBI:15377 | denotes | H2O |
T223 | 184-188 | CHEBI:16236;CHEBI:16236 | denotes | AcOH |
T224 | 256-259 | CHEBI:15377;CHEBI:15377 | denotes | H2O |
T225 | 286-293 | CHEBI:15377;CHEBI:15377 | denotes | aqueous |
T226 | 294-302 | CHEBI:75958;CHEBI:75958 | denotes | solution |
T227 | 303-307 | CHEBI:48607;CHEBI:48607 | denotes | LiOH |
T228 | 336-339 | CHEBI:15377;CHEBI:15377 | denotes | H2O |
T229 | 374-377 | CHEBI:15377;CHEBI:15377 | denotes | H2O |
T230 | 404-407 | CHEBI:62946;CHEBI:62946 | denotes | NH3 |
T231 | 408-412 | CHEBI:32145;CHEBI:32145 | denotes | MeOH |
T232 | 436-449 | CHEBI:62946;CHEBI:62946 | denotes | 1-bromobutane |
T233 | 497-499 | CHEBI:17824;CHEBI:17824 | denotes | 1- |
T234 | 499-504 | CHEBI:47265;CHEBI:47265 | denotes | bromo |
T235 | 504-520 | CHEBI:17824;CHEBI:17824 | denotes | -3-phenylpropane |
T236 | 652-655 | CHEBI:15377;CHEBI:15377 | denotes | H2O |
T237 | 740-747 | CHEBI:15377;CHEBI:15377 | denotes | aqueous |
T238 | 748-756 | CHEBI:75958;CHEBI:75958 | denotes | solution |
T239 | 757-761 | CHEBI:32145;CHEBI:32145 | denotes | LiOH |
LitCovid-PD-FMA-UBERON
Id | Subject | Object | Predicate | Lexical cue | fma_id |
---|---|---|---|---|---|
T49 | 207-214 | Body_part | denotes | h, (ii) | http://purl.org/sig/ont/fma/fma278665 |
T50 | 274-281 | Body_part | denotes | h, (ii) | http://purl.org/sig/ont/fma/fma278665 |
T51 | 392-399 | Body_part | denotes | h, (ii) | http://purl.org/sig/ont/fma/fma278665 |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
109 | 22-35 | Chemical | denotes | dinucleosides |
110 | 126-129 | Chemical | denotes | H2O |
111 | 256-259 | Chemical | denotes | H2O |
112 | 336-339 | Chemical | denotes | H2O |
113 | 374-377 | Chemical | denotes | H2O |
114 | 652-655 | Chemical | denotes | H2O |
115 | 757-761 | Chemical | denotes | LiOH |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T77 | 42-43 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T78 | 80-81 | http://purl.obolibrary.org/obo/CLO_0001021 | denotes | b |
T79 | 105-109 | http://purl.obolibrary.org/obo/CLO_0002105 | denotes | C, 2 |
T80 | 105-109 | http://purl.obolibrary.org/obo/CLO_0051742 | denotes | C, 2 |
T81 | 132-137 | http://purl.obolibrary.org/obo/CLO_0001196 | denotes | 2, 25 |
T82 | 161-163 | http://purl.obolibrary.org/obo/CLO_0001302 | denotes | 34 |
T83 | 176-182 | http://purl.obolibrary.org/obo/CLO_0004316 | denotes | (i) 21 |
T84 | 202-206 | http://purl.obolibrary.org/obo/CLO_0002105 | denotes | C, 2 |
T85 | 202-206 | http://purl.obolibrary.org/obo/CLO_0051742 | denotes | C, 2 |
T86 | 231-235 | http://purl.obolibrary.org/obo/CLO_0002105 | denotes | C, 2 |
T87 | 231-235 | http://purl.obolibrary.org/obo/CLO_0051742 | denotes | C, 2 |
T88 | 262-267 | http://purl.obolibrary.org/obo/CLO_0001196 | denotes | 2, 25 |
T89 | 342-347 | http://purl.obolibrary.org/obo/CLO_0001196 | denotes | 2, 25 |
T90 | 357-359 | http://purl.obolibrary.org/obo/CLO_0001000 | denotes | 35 |
T91 | 380-385 | http://purl.obolibrary.org/obo/CLO_0001196 | denotes | 2, 25 |
T92 | 477-481 | http://purl.obolibrary.org/obo/CLO_0037284 | denotes | C, 4 |
T93 | 548-552 | http://purl.obolibrary.org/obo/CLO_0037284 | denotes | C, 4 |
T94 | 658-663 | http://purl.obolibrary.org/obo/CLO_0001196 | denotes | 2, 25 |
T95 | 665-669 | http://purl.obolibrary.org/obo/CLO_0002140 | denotes | C, 6 |
T96 | 665-669 | http://purl.obolibrary.org/obo/CLO_0051387 | denotes | C, 6 |
T97 | 665-669 | http://purl.obolibrary.org/obo/CLO_0051684 | denotes | C, 6 |
T98 | 665-669 | http://purl.obolibrary.org/obo/CLO_0051685 | denotes | C, 6 |
T99 | 665-669 | http://purl.obolibrary.org/obo/CLO_0051686 | denotes | C, 6 |
T100 | 686-691 | http://purl.obolibrary.org/obo/CLO_0003588 | denotes | h, 28 |
T101 | 776-778 | http://purl.obolibrary.org/obo/CLO_0001313 | denotes | 36 |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T149 | 45-50 | Chemical | denotes | K2CO3 | http://purl.obolibrary.org/obo/CHEBI_131526 |
T150 | 52-54 | Chemical | denotes | KI | http://purl.obolibrary.org/obo/CHEBI_74559|http://purl.obolibrary.org/obo/CHEBI_8346 |
T152 | 56-59 | Chemical | denotes | DMF | http://purl.obolibrary.org/obo/CHEBI_17741 |
T153 | 89-94 | Chemical | denotes | K2CO3 | http://purl.obolibrary.org/obo/CHEBI_131526 |
T154 | 96-99 | Chemical | denotes | DMF | http://purl.obolibrary.org/obo/CHEBI_17741 |
T155 | 122-125 | Chemical | denotes | TFA | http://purl.obolibrary.org/obo/CHEBI_45892 |
T156 | 126-129 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T157 | 184-188 | Chemical | denotes | AcOH | http://purl.obolibrary.org/obo/CHEBI_15366 |
T158 | 252-255 | Chemical | denotes | TFA | http://purl.obolibrary.org/obo/CHEBI_45892 |
T159 | 256-259 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T160 | 294-302 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T161 | 303-307 | Chemical | denotes | LiOH | http://purl.obolibrary.org/obo/CHEBI_33979 |
T162 | 332-335 | Chemical | denotes | TFA | http://purl.obolibrary.org/obo/CHEBI_45892 |
T163 | 336-339 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T164 | 370-373 | Chemical | denotes | TFA | http://purl.obolibrary.org/obo/CHEBI_45892 |
T165 | 374-377 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T166 | 404-407 | Chemical | denotes | NH3 | http://purl.obolibrary.org/obo/CHEBI_16134 |
T167 | 408-412 | Chemical | denotes | MeOH | http://purl.obolibrary.org/obo/CHEBI_17790 |
T168 | 457-460 | Chemical | denotes | NMP | http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307 |
T171 | 499-504 | Chemical | denotes | bromo | http://purl.obolibrary.org/obo/CHEBI_22927|http://purl.obolibrary.org/obo/CHEBI_47265 |
T173 | 528-531 | Chemical | denotes | NMP | http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307 |
T176 | 568-574 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T178 | 598-601 | Chemical | denotes | NMP | http://purl.obolibrary.org/obo/CHEBI_17188|http://purl.obolibrary.org/obo/CHEBI_25608|http://purl.obolibrary.org/obo/CHEBI_7307 |
T181 | 648-651 | Chemical | denotes | TFA | http://purl.obolibrary.org/obo/CHEBI_45892 |
T182 | 652-655 | Chemical | denotes | H2O | http://purl.obolibrary.org/obo/CHEBI_15377 |
T183 | 748-756 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T184 | 757-761 | Chemical | denotes | LiOH | http://purl.obolibrary.org/obo/CHEBI_33979 |
LitCovid-PD-GO-BP
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T26 | 9-18 | http://purl.obolibrary.org/obo/GO_0009058 | denotes | Synthesis |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T72 | 0-786 | Sentence | denotes | Scheme 2 Synthesis of dinucleosides 1–9. (a) K2CO3, KI, DMF, 50 °C, 24 h, 74%; (b) PhSH, K2CO3, DMF, 25 °C, 2 h, 76%; (c) TFA/H2O 8/2, 25 °C, 3 h, 76% for 1 and 34% for 9; (d) (i) 21, AcOH, CH2Cl2, 25 °C, 2 h, (ii) NaBH(OAc)3, 25 °C, 2 h, 93%; (e) (i) TFA/H2O 8/2, 25 °C, 3 h, (ii) 2 M aqueous solution LiOH, 25 °C, 0.5 h, 32%; (f) TFA/H2O 8/2, 25 °C, 3 h, 35%; (g) (i) TFA/H2O 8/2, 25 °C, 3 h, (ii) 7 M NH3/MeOH, 30 °C, 24 h, 38%; (h) 1-bromobutane, DIEA, NMP, microwave 110 °C, 4 h, 47% for 23; 1-bromo-3-phenylpropane, DIEA, NMP, microwave 110 °C, 4 h, 53% for 24, methyl 4-bromobutyrate, DIEA, NMP, microwave 110 °C, 3.5 h, 58% for 25; (i) (i) TFA/H2O 8/2, 25 °C, 6 h, 72% for 5; 3 h, 28% for 6; 5.5 h, 60% for 7; 5.5 h for 8. (ii) 2 M aqueous solution LiOH, 0 °C, 0.5 h, 36% for 8. |