PubMed:19187930
Annnotations
sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
TextSentencer_T1 | 0-140 | Sentence | denotes | The first total synthesis of 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl apigenin via a hexanoyl ester-based protection strategy. |
TextSentencer_T2 | 141-374 | Sentence | denotes | The first total synthesis of 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl apigenin 1, which exhibits good anti-hepatitis B virus and anti-stroke activities, was accomplished in six steps and 20% overall yield from apigenin. |
TextSentencer_T3 | 375-546 | Sentence | denotes | Another synthetic route, in which the target was obtained in seven steps, was also developed to prove the utility of a hexanoyl ester-based orthogonal protection strategy. |
TextSentencer_T4 | 547-835 | Sentence | denotes | The hexanoyl protection strategy provided all the flavonoid intermediates with good solubility and reactivity, enabled efficient selective protection and glycosylation, and provided a practical and effective synthetic strategy for flavonoids, starting from commercially available flavone. |
T1 | 0-140 | Sentence | denotes | The first total synthesis of 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl apigenin via a hexanoyl ester-based protection strategy. |
T2 | 141-374 | Sentence | denotes | The first total synthesis of 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl apigenin 1, which exhibits good anti-hepatitis B virus and anti-stroke activities, was accomplished in six steps and 20% overall yield from apigenin. |
T3 | 375-546 | Sentence | denotes | Another synthetic route, in which the target was obtained in seven steps, was also developed to prove the utility of a hexanoyl ester-based orthogonal protection strategy. |
T4 | 547-835 | Sentence | denotes | The hexanoyl protection strategy provided all the flavonoid intermediates with good solubility and reactivity, enabled efficient selective protection and glycosylation, and provided a practical and effective synthetic strategy for flavonoids, starting from commercially available flavone. |
pubmed-enju-pas
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
EnjuParser_T0 | 0-3 | DT | denotes | The |
EnjuParser_T1 | 4-9 | JJ | denotes | first |
EnjuParser_T2 | 10-15 | JJ | denotes | total |
EnjuParser_T3 | 16-25 | NN | denotes | synthesis |
EnjuParser_T4 | 26-28 | IN | denotes | of |
EnjuParser_T5 | 29-83 | NN | denotes | 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl |
EnjuParser_T6 | 84-92 | NN | denotes | apigenin |
EnjuParser_T7 | 93-96 | IN | denotes | via |
EnjuParser_T8 | 97-98 | DT | denotes | a |
EnjuParser_T9 | 99-107 | NN | denotes | hexanoyl |
EnjuParser_T10 | 108-119 | JJ | denotes | ester-based |
EnjuParser_T11 | 120-130 | NN | denotes | protection |
EnjuParser_T12 | 131-139 | NN | denotes | strategy |
EnjuParser_T13 | 141-144 | DT | denotes | The |
EnjuParser_T14 | 145-150 | JJ | denotes | first |
EnjuParser_T15 | 151-156 | JJ | denotes | total |
EnjuParser_T16 | 157-166 | NN | denotes | synthesis |
EnjuParser_T17 | 167-169 | IN | denotes | of |
EnjuParser_T18 | 170-224 | NN | denotes | 7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl |
EnjuParser_T19 | 225-233 | NN | denotes | apigenin |
EnjuParser_T20 | 234-235 | CD | denotes | 1 |
EnjuParser_T21 | 235-236 | -COMMA- | denotes | , |
EnjuParser_T22 | 237-242 | WDT | denotes | which |
EnjuParser_T23 | 243-251 | VBZ | denotes | exhibits |
EnjuParser_T24 | 252-256 | JJ | denotes | good |
EnjuParser_T25 | 257-271 | JJ | denotes | anti-hepatitis |
EnjuParser_T26 | 272-273 | NN | denotes | B |
EnjuParser_T27 | 274-279 | NN | denotes | virus |
EnjuParser_T28 | 280-283 | CC | denotes | and |
EnjuParser_T29 | 284-295 | JJ | denotes | anti-stroke |
EnjuParser_T30 | 296-306 | NNS | denotes | activities |
EnjuParser_T31 | 306-307 | -COMMA- | denotes | , |
EnjuParser_T32 | 308-311 | VBD | denotes | was |
EnjuParser_T33 | 312-324 | VBN | denotes | accomplished |
EnjuParser_T34 | 325-327 | IN | denotes | in |
EnjuParser_T35 | 328-331 | CD | denotes | six |
EnjuParser_T36 | 332-337 | NNS | denotes | steps |
EnjuParser_T37 | 338-341 | CC | denotes | and |
EnjuParser_T38 | 342-344 | CD | denotes | 20 |
EnjuParser_T39 | 344-345 | NN | denotes | % |
EnjuParser_T40 | 346-353 | JJ | denotes | overall |
EnjuParser_T41 | 354-359 | NN | denotes | yield |
EnjuParser_T42 | 360-364 | IN | denotes | from |
EnjuParser_T43 | 365-373 | NN | denotes | apigenin |
EnjuParser_T44 | 375-382 | DT | denotes | Another |
EnjuParser_T45 | 383-392 | JJ | denotes | synthetic |
EnjuParser_T46 | 393-398 | NN | denotes | route |
EnjuParser_T47 | 398-399 | -COMMA- | denotes | , |
EnjuParser_T48 | 400-402 | IN | denotes | in |
EnjuParser_T49 | 403-408 | WDT | denotes | which |
EnjuParser_T50 | 409-412 | DT | denotes | the |
EnjuParser_T51 | 413-419 | NN | denotes | target |
EnjuParser_T52 | 420-423 | VBD | denotes | was |
EnjuParser_T53 | 424-432 | VBN | denotes | obtained |
EnjuParser_T54 | 433-435 | IN | denotes | in |
EnjuParser_T55 | 436-441 | CD | denotes | seven |
EnjuParser_T56 | 442-447 | NNS | denotes | steps |
EnjuParser_T57 | 447-448 | -COMMA- | denotes | , |
EnjuParser_T58 | 449-452 | VBD | denotes | was |
EnjuParser_T59 | 453-457 | RB | denotes | also |
EnjuParser_T60 | 458-467 | VBN | denotes | developed |
EnjuParser_T61 | 468-470 | TO | denotes | to |
EnjuParser_T62 | 471-476 | VB | denotes | prove |
EnjuParser_T63 | 477-480 | DT | denotes | the |
EnjuParser_T64 | 481-488 | NN | denotes | utility |
EnjuParser_T65 | 489-491 | IN | denotes | of |
EnjuParser_T66 | 492-493 | DT | denotes | a |
EnjuParser_T67 | 494-502 | NN | denotes | hexanoyl |
EnjuParser_T68 | 503-514 | JJ | denotes | ester-based |
EnjuParser_T69 | 515-525 | JJ | denotes | orthogonal |
EnjuParser_T70 | 526-536 | NN | denotes | protection |
EnjuParser_T71 | 537-545 | NN | denotes | strategy |
EnjuParser_T72 | 547-550 | DT | denotes | The |
EnjuParser_T73 | 551-559 | NN | denotes | hexanoyl |
EnjuParser_T74 | 560-570 | NN | denotes | protection |
EnjuParser_T75 | 571-579 | NN | denotes | strategy |
EnjuParser_T76 | 580-588 | VBD | denotes | provided |
EnjuParser_T77 | 589-592 | PDT | denotes | all |
EnjuParser_T78 | 593-596 | DT | denotes | the |
EnjuParser_T79 | 597-606 | NN | denotes | flavonoid |
EnjuParser_T80 | 607-620 | NNS | denotes | intermediates |
EnjuParser_T81 | 621-625 | IN | denotes | with |
EnjuParser_T82 | 626-630 | JJ | denotes | good |
EnjuParser_T83 | 631-641 | NN | denotes | solubility |
EnjuParser_T84 | 642-645 | CC | denotes | and |
EnjuParser_T85 | 646-656 | NN | denotes | reactivity |
EnjuParser_T86 | 656-657 | -COMMA- | denotes | , |
EnjuParser_T87 | 658-665 | VBD | denotes | enabled |
EnjuParser_T88 | 666-675 | JJ | denotes | efficient |
EnjuParser_T89 | 676-685 | JJ | denotes | selective |
EnjuParser_T90 | 686-696 | NN | denotes | protection |
EnjuParser_T91 | 697-700 | CC | denotes | and |
EnjuParser_T92 | 701-714 | NN | denotes | glycosylation |
EnjuParser_T93 | 714-715 | -COMMA- | denotes | , |
EnjuParser_T94 | 716-719 | CC | denotes | and |
EnjuParser_T95 | 720-728 | VBD | denotes | provided |
EnjuParser_T96 | 729-730 | DT | denotes | a |
EnjuParser_T97 | 731-740 | JJ | denotes | practical |
EnjuParser_T98 | 741-744 | CC | denotes | and |
EnjuParser_T99 | 745-754 | JJ | denotes | effective |
EnjuParser_T100 | 755-764 | JJ | denotes | synthetic |
EnjuParser_T101 | 765-773 | NN | denotes | strategy |
EnjuParser_T102 | 774-777 | IN | denotes | for |
EnjuParser_T103 | 778-788 | NNS | denotes | flavonoids |
EnjuParser_T104 | 788-789 | -COMMA- | denotes | , |
EnjuParser_T105 | 790-798 | VBG | denotes | starting |
EnjuParser_T106 | 799-803 | IN | denotes | from |
EnjuParser_T107 | 804-816 | RB | denotes | commercially |
EnjuParser_T108 | 817-826 | JJ | denotes | available |
EnjuParser_T109 | 827-834 | NN | denotes | flavone |
EnjuParser_R0 | EnjuParser_T3 | EnjuParser_T0 | arg1Of | synthesis,The |
EnjuParser_R1 | EnjuParser_T3 | EnjuParser_T1 | arg1Of | synthesis,first |
EnjuParser_R2 | EnjuParser_T3 | EnjuParser_T2 | arg1Of | synthesis,total |
EnjuParser_R3 | EnjuParser_T3 | EnjuParser_T4 | arg1Of | synthesis,of |
EnjuParser_R4 | EnjuParser_T6 | EnjuParser_T4 | arg2Of | apigenin,of |
EnjuParser_R5 | EnjuParser_T6 | EnjuParser_T5 | arg1Of | apigenin,7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl |
EnjuParser_R6 | EnjuParser_T3 | EnjuParser_T7 | arg1Of | synthesis,via |
EnjuParser_R7 | EnjuParser_T12 | EnjuParser_T7 | arg2Of | strategy,via |
EnjuParser_R8 | EnjuParser_T12 | EnjuParser_T8 | arg1Of | strategy,a |
EnjuParser_R9 | EnjuParser_T12 | EnjuParser_T9 | arg1Of | strategy,hexanoyl |
EnjuParser_R10 | EnjuParser_T12 | EnjuParser_T10 | arg1Of | strategy,ester-based |
EnjuParser_R11 | EnjuParser_T12 | EnjuParser_T11 | arg1Of | strategy,protection |
EnjuParser_R12 | EnjuParser_T16 | EnjuParser_T13 | arg1Of | synthesis,The |
EnjuParser_R13 | EnjuParser_T16 | EnjuParser_T14 | arg1Of | synthesis,first |
EnjuParser_R14 | EnjuParser_T16 | EnjuParser_T15 | arg1Of | synthesis,total |
EnjuParser_R15 | EnjuParser_T16 | EnjuParser_T17 | arg1Of | synthesis,of |
EnjuParser_R16 | EnjuParser_T19 | EnjuParser_T17 | arg2Of | apigenin,of |
EnjuParser_R17 | EnjuParser_T19 | EnjuParser_T18 | arg1Of | apigenin,7-O-beta-D-glucopyranosyl-4'-O-alpha-L-rhamnopyranosyl |
EnjuParser_R18 | EnjuParser_T19 | EnjuParser_T20 | arg1Of | apigenin,1 |
EnjuParser_R19 | EnjuParser_T16 | EnjuParser_T21 | arg1Of | synthesis,"," |
EnjuParser_R20 | EnjuParser_T16 | EnjuParser_T22 | arg1Of | synthesis,which |
EnjuParser_R21 | EnjuParser_T16 | EnjuParser_T23 | arg1Of | synthesis,exhibits |
EnjuParser_R22 | EnjuParser_T28 | EnjuParser_T23 | arg2Of | and,exhibits |
EnjuParser_R23 | EnjuParser_T28 | EnjuParser_T24 | arg1Of | and,good |
EnjuParser_R24 | EnjuParser_T27 | EnjuParser_T25 | arg1Of | virus,anti-hepatitis |
EnjuParser_R25 | EnjuParser_T27 | EnjuParser_T26 | arg1Of | virus,B |
EnjuParser_R26 | EnjuParser_T27 | EnjuParser_T28 | arg1Of | virus,and |
EnjuParser_R27 | EnjuParser_T30 | EnjuParser_T28 | arg2Of | activities,and |
EnjuParser_R28 | EnjuParser_T30 | EnjuParser_T29 | arg1Of | activities,anti-stroke |
EnjuParser_R29 | EnjuParser_T33 | EnjuParser_T31 | arg1Of | accomplished,"," |
EnjuParser_R30 | EnjuParser_T16 | EnjuParser_T32 | arg1Of | synthesis,was |
EnjuParser_R31 | EnjuParser_T33 | EnjuParser_T32 | arg2Of | accomplished,was |
EnjuParser_R32 | EnjuParser_T16 | EnjuParser_T33 | arg2Of | synthesis,accomplished |
EnjuParser_R33 | EnjuParser_T33 | EnjuParser_T34 | arg1Of | accomplished,in |
EnjuParser_R34 | EnjuParser_T37 | EnjuParser_T34 | arg2Of | and,in |
EnjuParser_R35 | EnjuParser_T36 | EnjuParser_T35 | arg1Of | steps,six |
EnjuParser_R36 | EnjuParser_T36 | EnjuParser_T37 | arg1Of | steps,and |
EnjuParser_R37 | EnjuParser_T39 | EnjuParser_T37 | arg2Of | %,and |
EnjuParser_R38 | EnjuParser_T39 | EnjuParser_T38 | arg1Of | %,20 |
EnjuParser_R39 | EnjuParser_T41 | EnjuParser_T40 | arg1Of | yield,overall |
EnjuParser_R40 | EnjuParser_T42 | EnjuParser_T41 | arg1Of | from,yield |
EnjuParser_R41 | EnjuParser_T39 | EnjuParser_T42 | arg1Of | %,from |
EnjuParser_R42 | EnjuParser_T43 | EnjuParser_T42 | arg2Of | apigenin,from |
EnjuParser_R43 | EnjuParser_T46 | EnjuParser_T44 | arg1Of | route,Another |
EnjuParser_R44 | EnjuParser_T46 | EnjuParser_T45 | arg1Of | route,synthetic |
EnjuParser_R45 | EnjuParser_T46 | EnjuParser_T47 | arg1Of | route,"," |
EnjuParser_R46 | EnjuParser_T53 | EnjuParser_T48 | arg1Of | obtained,in |
EnjuParser_R47 | EnjuParser_T46 | EnjuParser_T48 | arg2Of | route,in |
EnjuParser_R48 | EnjuParser_T46 | EnjuParser_T49 | arg1Of | route,which |
EnjuParser_R49 | EnjuParser_T51 | EnjuParser_T50 | arg1Of | target,the |
EnjuParser_R50 | EnjuParser_T51 | EnjuParser_T52 | arg1Of | target,was |
EnjuParser_R51 | EnjuParser_T53 | EnjuParser_T52 | arg2Of | obtained,was |
EnjuParser_R52 | EnjuParser_T51 | EnjuParser_T53 | arg2Of | target,obtained |
EnjuParser_R53 | EnjuParser_T53 | EnjuParser_T54 | arg1Of | obtained,in |
EnjuParser_R54 | EnjuParser_T56 | EnjuParser_T54 | arg2Of | steps,in |
EnjuParser_R55 | EnjuParser_T56 | EnjuParser_T55 | arg1Of | steps,seven |
EnjuParser_R56 | EnjuParser_T60 | EnjuParser_T57 | arg1Of | developed,"," |
EnjuParser_R57 | EnjuParser_T46 | EnjuParser_T58 | arg1Of | route,was |
EnjuParser_R58 | EnjuParser_T60 | EnjuParser_T58 | arg2Of | developed,was |
EnjuParser_R59 | EnjuParser_T60 | EnjuParser_T59 | arg1Of | developed,also |
EnjuParser_R60 | EnjuParser_T46 | EnjuParser_T60 | arg2Of | route,developed |
EnjuParser_R61 | EnjuParser_T62 | EnjuParser_T61 | arg1Of | prove,to |
EnjuParser_R62 | EnjuParser_T60 | EnjuParser_T61 | modOf | developed,to |
EnjuParser_R63 | EnjuParser_T64 | EnjuParser_T62 | arg2Of | utility,prove |
EnjuParser_R64 | EnjuParser_T64 | EnjuParser_T63 | arg1Of | utility,the |
EnjuParser_R65 | EnjuParser_T64 | EnjuParser_T65 | arg1Of | utility,of |
EnjuParser_R66 | EnjuParser_T71 | EnjuParser_T65 | arg2Of | strategy,of |
EnjuParser_R67 | EnjuParser_T71 | EnjuParser_T66 | arg1Of | strategy,a |
EnjuParser_R68 | EnjuParser_T71 | EnjuParser_T67 | arg1Of | strategy,hexanoyl |
EnjuParser_R69 | EnjuParser_T71 | EnjuParser_T68 | arg1Of | strategy,ester-based |
EnjuParser_R70 | EnjuParser_T71 | EnjuParser_T69 | arg1Of | strategy,orthogonal |
EnjuParser_R71 | EnjuParser_T71 | EnjuParser_T70 | arg1Of | strategy,protection |
EnjuParser_R72 | EnjuParser_T75 | EnjuParser_T72 | arg1Of | strategy,The |
EnjuParser_R73 | EnjuParser_T75 | EnjuParser_T73 | arg1Of | strategy,hexanoyl |
EnjuParser_R74 | EnjuParser_T75 | EnjuParser_T74 | arg1Of | strategy,protection |
EnjuParser_R75 | EnjuParser_T75 | EnjuParser_T76 | arg1Of | strategy,provided |
EnjuParser_R76 | EnjuParser_T80 | EnjuParser_T76 | arg2Of | intermediates,provided |
EnjuParser_R77 | EnjuParser_T80 | EnjuParser_T77 | arg1Of | intermediates,all |
EnjuParser_R78 | EnjuParser_T80 | EnjuParser_T78 | arg1Of | intermediates,the |
EnjuParser_R79 | EnjuParser_T80 | EnjuParser_T79 | arg1Of | intermediates,flavonoid |
EnjuParser_R80 | EnjuParser_T80 | EnjuParser_T81 | arg1Of | intermediates,with |
EnjuParser_R81 | EnjuParser_T84 | EnjuParser_T81 | arg2Of | and,with |
EnjuParser_R82 | EnjuParser_T84 | EnjuParser_T82 | arg1Of | and,good |
EnjuParser_R83 | EnjuParser_T83 | EnjuParser_T84 | arg1Of | solubility,and |
EnjuParser_R84 | EnjuParser_T85 | EnjuParser_T84 | arg2Of | reactivity,and |
EnjuParser_R85 | EnjuParser_T76 | EnjuParser_T86 | arg1Of | provided,"," |
EnjuParser_R86 | EnjuParser_T87 | EnjuParser_T86 | arg2Of | enabled,"," |
EnjuParser_R87 | EnjuParser_T75 | EnjuParser_T87 | arg1Of | strategy,enabled |
EnjuParser_R88 | EnjuParser_T91 | EnjuParser_T87 | arg2Of | and,enabled |
EnjuParser_R89 | EnjuParser_T91 | EnjuParser_T88 | arg1Of | and,efficient |
EnjuParser_R90 | EnjuParser_T91 | EnjuParser_T89 | arg1Of | and,selective |
EnjuParser_R91 | EnjuParser_T90 | EnjuParser_T91 | arg1Of | protection,and |
EnjuParser_R92 | EnjuParser_T92 | EnjuParser_T91 | arg2Of | glycosylation,and |
EnjuParser_R93 | EnjuParser_T94 | EnjuParser_T93 | arg1Of | and,"," |
EnjuParser_R94 | EnjuParser_T86 | EnjuParser_T94 | arg1Of | ",",and |
EnjuParser_R95 | EnjuParser_T95 | EnjuParser_T94 | arg2Of | provided,and |
EnjuParser_R96 | EnjuParser_T75 | EnjuParser_T95 | arg1Of | strategy,provided |
EnjuParser_R97 | EnjuParser_T101 | EnjuParser_T95 | arg2Of | strategy,provided |
EnjuParser_R98 | EnjuParser_T101 | EnjuParser_T96 | arg1Of | strategy,a |
EnjuParser_R99 | EnjuParser_T101 | EnjuParser_T97 | arg1Of | strategy,practical |
EnjuParser_R100 | EnjuParser_T97 | EnjuParser_T98 | arg1Of | practical,and |
EnjuParser_R101 | EnjuParser_T100 | EnjuParser_T98 | arg2Of | synthetic,and |
EnjuParser_R102 | EnjuParser_T100 | EnjuParser_T99 | arg1Of | synthetic,effective |
EnjuParser_R103 | EnjuParser_T101 | EnjuParser_T100 | arg1Of | strategy,synthetic |
EnjuParser_R104 | EnjuParser_T101 | EnjuParser_T102 | arg1Of | strategy,for |
EnjuParser_R105 | EnjuParser_T103 | EnjuParser_T102 | arg2Of | flavonoids,for |
EnjuParser_R106 | EnjuParser_T94 | EnjuParser_T104 | arg1Of | and,"," |
EnjuParser_R107 | EnjuParser_T94 | EnjuParser_T105 | modOf | and,starting |
EnjuParser_R108 | EnjuParser_T105 | EnjuParser_T106 | arg1Of | starting,from |
EnjuParser_R109 | EnjuParser_T109 | EnjuParser_T106 | arg2Of | flavone,from |
EnjuParser_R110 | EnjuParser_T108 | EnjuParser_T107 | arg1Of | available,commercially |
EnjuParser_R111 | EnjuParser_T109 | EnjuParser_T108 | arg1Of | flavone,available |
mondo_disease
Id | Subject | Object | Predicate | Lexical cue | mondo_id |
---|---|---|---|---|---|
T1 | 262-273 | Disease | denotes | hepatitis B | http://purl.obolibrary.org/obo/MONDO_0005344 |
T2 | 289-295 | Disease | denotes | stroke | http://purl.obolibrary.org/obo/MONDO_0005098|http://purl.obolibrary.org/obo/MONDO_0011057 |
GlyCosmos15-HP
Id | Subject | Object | Predicate | Lexical cue | hp_id |
---|---|---|---|---|---|
T1 | 262-271 | Phenotype | denotes | hepatitis | HP:0012115 |
T2 | 289-295 | Phenotype | denotes | stroke | HP:0001297 |
NCBITAXON
Id | Subject | Object | Predicate | Lexical cue | db_id |
---|---|---|---|---|---|
T1 | 262-279 | OrganismTaxon | denotes | hepatitis B virus | 10407 |