PMC:7291971 / 69987-71275 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T1405","span":{"begin":52,"end":53},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1406","span":{"begin":53,"end":54},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1407","span":{"begin":54,"end":56},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1408","span":{"begin":56,"end":80},"obj":"CHEBI:47019;CHEBI:47019"},{"id":"T1409","span":{"begin":81,"end":85},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1410","span":{"begin":86,"end":92},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T1411","span":{"begin":115,"end":118},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1412","span":{"begin":118,"end":139},"obj":"CHEBI:30756;CHEBI:30756"},{"id":"T1413","span":{"begin":140,"end":143},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1414","span":{"begin":143,"end":150},"obj":"CHEBI:43176;CHEBI:43176"},{"id":"T1415","span":{"begin":150,"end":154},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1416","span":{"begin":154,"end":167},"obj":"CHEBI:24712;CHEBI:24712"},{"id":"T1417","span":{"begin":168,"end":183},"obj":"CHEBI:27902;CHEBI:27902"},{"id":"T1418","span":{"begin":183,"end":184},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1419","span":{"begin":184,"end":185},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1420","span":{"begin":185,"end":188},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1421","span":{"begin":189,"end":192},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T1422","span":{"begin":193,"end":198},"obj":"CHEBI:37807;CHEBI:37807"},{"id":"T1423","span":{"begin":199,"end":202},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1424","span":{"begin":202,"end":209},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T1425","span":{"begin":209,"end":235},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1426","span":{"begin":324,"end":336},"obj":"CHEBI:38472;CHEBI:38472"},{"id":"T1427","span":{"begin":996,"end":999},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T68994","span":{"begin":52,"end":53},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T49736","span":{"begin":53,"end":54},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T49263","span":{"begin":54,"end":56},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T19814","span":{"begin":56,"end":80},"obj":"CHEBI:47019;CHEBI:47019"},{"id":"T99082","span":{"begin":81,"end":85},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T5309","span":{"begin":86,"end":92},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T89418","span":{"begin":115,"end":118},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T71642","span":{"begin":118,"end":139},"obj":"CHEBI:30756;CHEBI:30756"},{"id":"T75823","span":{"begin":140,"end":143},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T15257","span":{"begin":143,"end":150},"obj":"CHEBI:43176;CHEBI:43176"},{"id":"T56352","span":{"begin":150,"end":154},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T66785","span":{"begin":154,"end":167},"obj":"CHEBI:24712;CHEBI:24712"},{"id":"T96828","span":{"begin":168,"end":183},"obj":"CHEBI:27902;CHEBI:27902"},{"id":"T72083","span":{"begin":183,"end":184},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T20873","span":{"begin":184,"end":185},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T76228","span":{"begin":185,"end":188},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T81792","span":{"begin":189,"end":192},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T7400","span":{"begin":193,"end":198},"obj":"CHEBI:37807;CHEBI:37807"},{"id":"T5805","span":{"begin":199,"end":202},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T91433","span":{"begin":202,"end":209},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T94787","span":{"begin":209,"end":235},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T17422","span":{"begin":324,"end":336},"obj":"CHEBI:38472;CHEBI:38472"},{"id":"T16900","span":{"begin":996,"end":999},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)\nUsing method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm. 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H). 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2225."}

{"project":"LitCovid-PubTator","denotations":[{"id":"1246","span":{"begin":324,"end":336},"obj":"Chemical"},{"id":"1247","span":{"begin":340,"end":345},"obj":"Chemical"},{"id":"1248","span":{"begin":485,"end":487},"obj":"Chemical"},{"id":"1249","span":{"begin":502,"end":508},"obj":"Chemical"},{"id":"1250","span":{"begin":523,"end":525},"obj":"Chemical"},{"id":"1251","span":{"begin":537,"end":539},"obj":"Chemical"},{"id":"1252","span":{"begin":551,"end":553},"obj":"Chemical"},{"id":"1253","span":{"begin":577,"end":579},"obj":"Chemical"},{"id":"1254","span":{"begin":616,"end":618},"obj":"Chemical"},{"id":"1255","span":{"begin":634,"end":636},"obj":"Chemical"},{"id":"1256","span":{"begin":652,"end":654},"obj":"Chemical"},{"id":"1257","span":{"begin":691,"end":693},"obj":"Chemical"},{"id":"1258","span":{"begin":717,"end":719},"obj":"Chemical"},{"id":"1259","span":{"begin":743,"end":745},"obj":"Chemical"},{"id":"1260","span":{"begin":761,"end":763},"obj":"Chemical"},{"id":"1261","span":{"begin":779,"end":781},"obj":"Chemical"},{"id":"1262","span":{"begin":805,"end":807},"obj":"Chemical"},{"id":"1263","span":{"begin":823,"end":825},"obj":"Chemical"},{"id":"1264","span":{"begin":849,"end":851},"obj":"Chemical"},{"id":"1265","span":{"begin":875,"end":877},"obj":"Chemical"},{"id":"1266","span":{"begin":894,"end":896},"obj":"Chemical"},{"id":"1267","span":{"begin":913,"end":915},"obj":"Chemical"},{"id":"1268","span":{"begin":939,"end":941},"obj":"Chemical"},{"id":"1269","span":{"begin":953,"end":955},"obj":"Chemical"},{"id":"1270","span":{"begin":972,"end":974},"obj":"Chemical"},{"id":"1271","span":{"begin":991,"end":993},"obj":"Chemical"},{"id":"1272","span":{"begin":1241,"end":1254},"obj":"Chemical"},{"id":"1273","span":{"begin":1214,"end":1218},"obj":"Disease"}],"attributes":[{"id":"A1246","pred":"tao:has_database_id","subj":"1246","obj":"MESH:C032159"},{"id":"A1252","pred":"tao:has_database_id","subj":"1252","obj":"MESH:D003903"},{"id":"A1255","pred":"tao:has_database_id","subj":"1255","obj":"MESH:D003903"},{"id":"A1256","pred":"tao:has_database_id","subj":"1256","obj":"MESH:D003903"},{"id":"A1267","pred":"tao:has_database_id","subj":"1267","obj":"MESH:D003903"},{"id":"A1269","pred":"tao:has_database_id","subj":"1269","obj":"MESH:D014316"},{"id":"A1270","pred":"tao:has_database_id","subj":"1270","obj":"MESH:D014316"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}],"text":"4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)\nUsing method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm. 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H). 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2225."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T388","span":{"begin":297,"end":298},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T389","span":{"begin":415,"end":416},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T390","span":{"begin":1256,"end":1259},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)\nUsing method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm. 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H). 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2225."}

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bo/CHEBI_49637"},{"id":"A49523","pred":"chebi_id","subj":"T59484","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A20043","pred":"chebi_id","subj":"T30216","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A70242","pred":"chebi_id","subj":"T16450","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A93724","pred":"chebi_id","subj":"T86682","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A55895","pred":"chebi_id","subj":"T39834","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A53412","pred":"chebi_id","subj":"T79975","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"}],"text":"4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)\nUsing method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm. 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H). 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2225."}

{"project":"LitCovid-sentences","denotations":[{"id":"T479","span":{"begin":0,"end":240},"obj":"Sentence"},{"id":"T480","span":{"begin":241,"end":484},"obj":"Sentence"},{"id":"T481","span":{"begin":485,"end":995},"obj":"Sentence"},{"id":"T482","span":{"begin":996,"end":1213},"obj":"Sentence"},{"id":"T483","span":{"begin":1214,"end":1262},"obj":"Sentence"},{"id":"T484","span":{"begin":1263,"end":1288},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"4.1.30 N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-N-(2-(((2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)ethyl)-4-methoxy-2-nitrobenzenesulfonamide (10)\nUsing method C with 30 (167 mg, 0.16 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 10 (25 mg, 20%) was obtained as a white powder with 97% purity determined by HPLC analysis at 260 nm. 1H NMR (500 MHz, DMSO‑d 6) δ 8.32 (s, 1H), 8.28 (s, 1H), 8.13 (s, 2H), 7.77 (d, J = 9.0 Hz, 1H), 7.44 (dd, J = 8.5 Hz, J = 2.6 Hz, 1H), 7.34 (br. s, 2H), 7.29 (br. s, 2H), 6.99 (dd, J = 9.0 Hz, J = 2.6 Hz, 1H), 5.95 (d, J = 5.2 Hz, 1H), 5.83 (d, J = 5.5 Hz, 1H), 5.65 (br. s, 1H), 5.49 (br. s, 1H), 5.38 (t, J = 5.7 Hz, 1H), 5.27 (br. s, 1H), 4.66 (t, J = 5.2 Hz, 1H), 4.37 (t, J = 5.1 Hz, 1H), 4.33–4.26 (m, 1H), 4.17–4.08 (m, 2H), 3.93 (q, J = 3.6 Hz, 1H), 3.84 (s, 3H), 3.80–3.62 (m, 3H), 3.60–3.37 (m, 5H). 13C NMR (125 MHz, DMSO‑d 6) δ 162.6, 156.1, 156.2, 152.6, 152.6, 149.3, 149.0, 148.9, 139.9, 139.8, 131.5, 123.3, 119.2 (2C), 116.7, 109.7, 87.8, 86.3, 85.8, 81.8, 81.5, 72.5, 71.5, 68.1, 66.4, 61.1, 56.6, 50.3, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2225."}