PMC:7291971 / 71277-72540 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T1428","span":{"begin":50,"end":65},"obj":"CHEBI:50488;CHEBI:50488"},{"id":"T1429","span":{"begin":66,"end":67},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1430","span":{"begin":68,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1431","span":{"begin":71,"end":77},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T1432","span":{"begin":108,"end":118},"obj":"CHEBI:30756;CHEBI:30756"},{"id":"T1433","span":{"begin":120,"end":122},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1434","span":{"begin":122,"end":129},"obj":"CHEBI:43176;CHEBI:43176"},{"id":"T1435","span":{"begin":130,"end":131},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T1436","span":{"begin":133,"end":146},"obj":"CHEBI:24712;CHEBI:24712"},{"id":"T1437","span":{"begin":147,"end":153},"obj":"CHEBI:26911;CHEBI:26911"},{"id":"T1438","span":{"begin":153,"end":154},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T1439","span":{"begin":154,"end":155},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T1440","span":{"begin":155,"end":158},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T1441","span":{"begin":159,"end":162},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T1442","span":{"begin":172,"end":179},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T1443","span":{"begin":179,"end":182},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1444","span":{"begin":182,"end":194},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T1445","span":{"begin":194,"end":197},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T1446","span":{"begin":197,"end":208},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T1447","span":{"begin":297,"end":309},"obj":"CHEBI:38472;CHEBI:38472"},{"id":"T1448","span":{"begin":969,"end":972},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T9646","span":{"begin":50,"end":65},"obj":"CHEBI:50488;CHEBI:50488"},{"id":"T9486","span":{"begin":66,"end":67},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T17557","span":{"begin":68,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T47501","span":{"begin":71,"end":77},"obj":"CHEBI:29309;CHEBI:29309"},{"id":"T76951","span":{"begin":108,"end":118},"obj":"CHEBI:30756;CHEBI:30756"},{"id":"T96155","span":{"begin":120,"end":122},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T5259","span":{"begin":122,"end":129},"obj":"CHEBI:43176;CHEBI:43176"},{"id":"T85099","span":{"begin":130,"end":131},"obj":"CHEBI:34018;CHEBI:34018"},{"id":"T50359","span":{"begin":133,"end":146},"obj":"CHEBI:24712;CHEBI:24712"},{"id":"T76632","span":{"begin":147,"end":153},"obj":"CHEBI:26911;CHEBI:26911"},{"id":"T56362","span":{"begin":153,"end":154},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T67443","span":{"begin":154,"end":155},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T80801","span":{"begin":155,"end":158},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T80068","span":{"begin":159,"end":162},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T36872","span":{"begin":172,"end":179},"obj":"CHEBI:44520;CHEBI:44520"},{"id":"T86174","span":{"begin":179,"end":182},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T19833","span":{"begin":182,"end":194},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T31704","span":{"begin":194,"end":197},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T76634","span":{"begin":197,"end":208},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T76816","span":{"begin":297,"end":309},"obj":"CHEBI:38472;CHEBI:38472"},{"id":"T69796","span":{"begin":969,"end":972},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"4.1.31 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)\nUsing method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% 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), 4.33–4.27 (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 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2220."}

{"project":"LitCovid-PubTator","denotations":[{"id":"1302","span":{"begin":297,"end":309},"obj":"Chemical"},{"id":"1303","span":{"begin":313,"end":318},"obj":"Chemical"},{"id":"1304","span":{"begin":458,"end":460},"obj":"Chemical"},{"id":"1305","span":{"begin":475,"end":481},"obj":"Chemical"},{"id":"1306","span":{"begin":496,"end":498},"obj":"Chemical"},{"id":"1307","span":{"begin":510,"end":512},"obj":"Chemical"},{"id":"1308","span":{"begin":524,"end":526},"obj":"Chemical"},{"id":"1309","span":{"begin":550,"end":552},"obj":"Chemical"},{"id":"1310","span":{"begin":589,"end":591},"obj":"Chemical"},{"id":"1311","span":{"begin":607,"end":609},"obj":"Chemical"},{"id":"1312","span":{"begin":625,"end":627},"obj":"Chemical"},{"id":"1313","span":{"begin":664,"end":666},"obj":"Chemical"},{"id":"1314","span":{"begin":690,"end":692},"obj":"Chemical"},{"id":"1315","span":{"begin":716,"end":718},"obj":"Chemical"},{"id":"1316","span":{"begin":734,"end":736},"obj":"Chemical"},{"id":"1317","span":{"begin":752,"end":754},"obj":"Chemical"},{"id":"1318","span":{"begin":778,"end":780},"obj":"Chemical"},{"id":"1319","span":{"begin":796,"end":798},"obj":"Chemical"},{"id":"1320","span":{"begin":822,"end":824},"obj":"Chemical"},{"id":"1321","span":{"begin":848,"end":850},"obj":"Chemical"},{"id":"1322","span":{"begin":867,"end":869},"obj":"Chemical"},{"id":"1323","span":{"begin":886,"end":888},"obj":"Chemical"},{"id":"1324","span":{"begin":912,"end":914},"obj":"Chemical"},{"id":"1325","span":{"begin":926,"end":928},"obj":"Chemical"},{"id":"1326","span":{"begin":945,"end":947},"obj":"Chemical"},{"id":"1327","span":{"begin":964,"end":966},"obj":"Chemical"},{"id":"1328","span":{"begin":1216,"end":1229},"obj":"Chemical"},{"id":"1329","span":{"begin":1189,"end":1193},"obj":"Disease"}],"attributes":[{"id":"A1302","pred":"tao:has_database_id","subj":"1302","obj":"MESH:C032159"},{"id":"A1308","pred":"tao:has_database_id","subj":"1308","obj":"MESH:D003903"},{"id":"A1311","pred":"tao:has_database_id","subj":"1311","obj":"MESH:D003903"},{"id":"A1312","pred":"tao:has_database_id","subj":"1312","obj":"MESH:D003903"},{"id":"A1323","pred":"tao:has_database_id","subj":"1323","obj":"MESH:D003903"},{"id":"A1325","pred":"tao:has_database_id","subj":"1325","obj":"MESH:D014316"},{"id":"A1326","pred":"tao:has_database_id","subj":"1326","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":"4.1.31 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)\nUsing method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% 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), 4.33–4.27 (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 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2220."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T391","span":{"begin":210,"end":212},"obj":"http://purl.obolibrary.org/obo/CLO_0053733"},{"id":"T392","span":{"begin":270,"end":271},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T393","span":{"begin":356,"end":358},"obj":"http://purl.obolibrary.org/obo/CLO_0053733"},{"id":"T394","span":{"begin":388,"end":389},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T395","span":{"begin":1231,"end":1234},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"4.1.31 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)\nUsing method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% 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), 4.33–4.27 (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 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2220."}

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N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)\nUsing method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% 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), 4.33–4.27 (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 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2220."}

{"project":"LitCovid-sentences","denotations":[{"id":"T485","span":{"begin":0,"end":213},"obj":"Sentence"},{"id":"T486","span":{"begin":214,"end":457},"obj":"Sentence"},{"id":"T487","span":{"begin":458,"end":968},"obj":"Sentence"},{"id":"T488","span":{"begin":969,"end":1188},"obj":"Sentence"},{"id":"T489","span":{"begin":1189,"end":1237},"obj":"Sentence"},{"id":"T490","span":{"begin":1238,"end":1263},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"4.1.31 N-{[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)-2-methoxy-4-nitrobenzene-1-sulfonamide (11)\nUsing method C with 31 (160 mg, 0.15 mmol, 1.00 eq) and a 0–40% linear gradient of acetonitrile in TEAAc buffer 50 mM, pH 7 for purification, 11 (15 mg, 13%) was obtained as a white powder with 98% 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), 4.33–4.27 (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 156.9, 156.1, 155.9, 152.5, 152.4, 150.6, 149.0, 148.8, 134.0, 139.5, 133.7, 131.0, 119.2, 119.2, 114.4, 107.4, 87.8, 86.2, 85.9, 81.5, 81.4, 72.5, 71.3, 68.9, 66.7, 61.1, 56.8, 50.2, 47.1. HRMS (ESI+): m/z calcd for C29H35N12O12S [M+H]+: 775.2218, Found 775.2220."}