PMC:7291971 / 37791-38794 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T793","span":{"begin":127,"end":131},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T794","span":{"begin":155,"end":160},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T795","span":{"begin":659,"end":662},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T27636","span":{"begin":127,"end":131},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T70470","span":{"begin":155,"end":160},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T31867","span":{"begin":659,"end":662},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PubTator","denotations":[{"id":"656","span":{"begin":127,"end":131},"obj":"Chemical"},{"id":"657","span":{"begin":132,"end":135},"obj":"Chemical"},{"id":"658","span":{"begin":950,"end":966},"obj":"Chemical"},{"id":"659","span":{"begin":923,"end":927},"obj":"Disease"}],"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":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T282","span":{"begin":17,"end":18},"obj":"http://purl.obolibrary.org/obo/CLO_0001021"},{"id":"T283","span":{"begin":25,"end":27},"obj":"http://purl.obolibrary.org/obo/CLO_0050510"},{"id":"T284","span":{"begin":91,"end":92},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T285","span":{"begin":968,"end":971},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T643","span":{"begin":112,"end":114},"obj":"Chemical"},{"id":"T644","span":{"begin":127,"end":131},"obj":"Chemical"},{"id":"T645","span":{"begin":132,"end":135},"obj":"Chemical"},{"id":"T646","span":{"begin":138,"end":140},"obj":"Chemical"},{"id":"T647","span":{"begin":155,"end":160},"obj":"Chemical"},{"id":"T648","span":{"begin":188,"end":190},"obj":"Chemical"},{"id":"T649","span":{"begin":221,"end":223},"obj":"Chemical"},{"id":"T650","span":{"begin":285,"end":287},"obj":"Chemical"},{"id":"T651","span":{"begin":324,"end":326},"obj":"Chemical"},{"id":"T652","span":{"begin":363,"end":365},"obj":"Chemical"},{"id":"T653","span":{"begin":402,"end":404},"obj":"Chemical"},{"id":"T654","span":{"begin":441,"end":443},"obj":"Chemical"},{"id":"T655","span":{"begin":480,"end":482},"obj":"Chemical"},{"id":"T656","span":{"begin":519,"end":521},"obj":"Chemical"},{"id":"T657","span":{"begin":559,"end":561},"obj":"Chemical"},{"id":"T658","span":{"begin":677,"end":682},"obj":"Chemical"}],"attributes":[{"id":"A643","pred":"chebi_id","subj":"T643","obj":"http://purl.obolibrary.org/obo/CHEBI_33346"},{"id":"A644","pred":"chebi_id","subj":"T644","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A645","pred":"chebi_id","subj":"T645","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A646","pred":"chebi_id","subj":"T646","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A647","pred":"chebi_id","subj":"T647","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"},{"id":"A648","pred":"chebi_id","subj":"T648","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A649","pred":"chebi_id","subj":"T649","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A650","pred":"chebi_id","subj":"T650","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A651","pred":"chebi_id","subj":"T651","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A652","pred":"chebi_id","subj":"T652","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A653","pred":"chebi_id","subj":"T653","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A654","pred":"chebi_id","subj":"T654","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A655","pred":"chebi_id","subj":"T655","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A656","pred":"chebi_id","subj":"T656","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A657","pred":"chebi_id","subj":"T657","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A658","pred":"chebi_id","subj":"T658","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"}],"text":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-HP","denotations":[{"id":"T6","span":{"begin":132,"end":135},"obj":"Phenotype"}],"attributes":[{"id":"A6","pred":"hp_id","subj":"T6","obj":"http://purl.obolibrary.org/obo/HP_0001644"}],"text":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-sentences","denotations":[{"id":"T280","span":{"begin":0,"end":111},"obj":"Sentence"},{"id":"T281","span":{"begin":112,"end":137},"obj":"Sentence"},{"id":"T282","span":{"begin":138,"end":658},"obj":"Sentence"},{"id":"T283","span":{"begin":659,"end":922},"obj":"Sentence"},{"id":"T284","span":{"begin":923,"end":974},"obj":"Sentence"},{"id":"T285","span":{"begin":975,"end":992},"obj":"Sentence"},{"id":"T286","span":{"begin":993,"end":1003},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Following method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}