id sid tid token lemma pos qb98mc9038p 1 1 isolated isolate VERB qb98mc9038p 1 2 in in ADP qb98mc9038p 1 3 1997 1997 NUM qb98mc9038p 1 4 from from ADP qb98mc9038p 1 5 the the DET qb98mc9038p 1 6 bacteria bacteria NOUN qb98mc9038p 1 7 , , PUNCT qb98mc9038p 1 8 nocardiopsis nocardiopsis NOUN qb98mc9038p 1 9 sp sp NOUN qb98mc9038p 1 10 . . PROPN qb98mc9038p 1 11 , , PUNCT qb98mc9038p 1 12 apoptolidin apoptolidin ADJ qb98mc9038p 1 13 was be AUX qb98mc9038p 1 14 discovered discover VERB qb98mc9038p 1 15 to to PART qb98mc9038p 1 16 be be AUX qb98mc9038p 1 17 remarkably remarkably ADV qb98mc9038p 1 18 selective selective ADJ qb98mc9038p 1 19 in in ADP qb98mc9038p 1 20 killing kill VERB qb98mc9038p 1 21 cells cell NOUN qb98mc9038p 1 22 transformed transform VERB qb98mc9038p 1 23 by by ADP qb98mc9038p 1 24 the the DET qb98mc9038p 1 25 adenovirus adenovirus NOUN qb98mc9038p 1 26 e1a e1a DET qb98mc9038p 1 27 oncogene oncogene NOUN qb98mc9038p 1 28 while while SCONJ qb98mc9038p 1 29 leaving leave VERB qb98mc9038p 1 30 normal normal ADJ qb98mc9038p 1 31 cells cell NOUN qb98mc9038p 1 32 unharmed unharmed ADJ qb98mc9038p 1 33 . . PUNCT qb98mc9038p 2 1 apoptolidin apoptolidin VERB qb98mc9038p 2 2 's 's PART qb98mc9038p 2 3 particularly particularly ADV qb98mc9038p 2 4 interesting interesting ADJ qb98mc9038p 2 5 mode mode NOUN qb98mc9038p 2 6 of of ADP qb98mc9038p 2 7 action action NOUN qb98mc9038p 2 8 has have AUX qb98mc9038p 2 9 been be AUX qb98mc9038p 2 10 proposed propose VERB qb98mc9038p 2 11 to to PART qb98mc9038p 2 12 involve involve VERB qb98mc9038p 2 13 inhibition inhibition NOUN qb98mc9038p 2 14 of of ADP qb98mc9038p 2 15 the the DET qb98mc9038p 2 16 f1f0 f1f0 ADV qb98mc9038p 2 17 - - PUNCT qb98mc9038p 2 18 atp atp VERB qb98mc9038p 2 19 synthase synthase NOUN qb98mc9038p 2 20 found find VERB qb98mc9038p 2 21 in in ADP qb98mc9038p 2 22 the the DET qb98mc9038p 2 23 inner inner ADJ qb98mc9038p 2 24 - - PUNCT qb98mc9038p 2 25 membrane membrane NOUN qb98mc9038p 2 26 of of ADP qb98mc9038p 2 27 the the DET qb98mc9038p 2 28 mitochondria mitochondria PROPN qb98mc9038p 2 29 . . PUNCT qb98mc9038p 3 1 polyketide polyketide PROPN qb98mc9038p 3 2 derived derive VERB qb98mc9038p 3 3 , , PUNCT qb98mc9038p 3 4 apoptolidin apoptolidin VERB qb98mc9038p 3 5 , , PUNCT qb98mc9038p 3 6 consists consist VERB qb98mc9038p 3 7 of of ADP qb98mc9038p 3 8 a a DET qb98mc9038p 3 9 20 20 NUM qb98mc9038p 3 10 - - PUNCT qb98mc9038p 3 11 membered membered ADJ qb98mc9038p 3 12 macrolide macrolide NOUN qb98mc9038p 3 13 , , PUNCT qb98mc9038p 3 14 highly highly ADV qb98mc9038p 3 15 - - PUNCT qb98mc9038p 3 16 substituted substitute VERB qb98mc9038p 3 17 pyran pyran NOUN qb98mc9038p 3 18 , , PUNCT qb98mc9038p 3 19 and and CCONJ qb98mc9038p 3 20 carbohydrate carbohydrate NOUN qb98mc9038p 3 21 appendages appendage NOUN qb98mc9038p 3 22 . . PUNCT qb98mc9038p 4 1 because because SCONJ qb98mc9038p 4 2 of of ADP qb98mc9038p 4 3 this this DET qb98mc9038p 4 4 structural structural ADJ qb98mc9038p 4 5 complexity complexity NOUN qb98mc9038p 4 6 and and CCONJ qb98mc9038p 4 7 cytotoxicity cytotoxicity NOUN qb98mc9038p 4 8 , , PUNCT qb98mc9038p 4 9 apoptolidin apoptolidin ADJ qb98mc9038p 4 10 has have AUX qb98mc9038p 4 11 garner garner VERB qb98mc9038p 4 12 considerable considerable ADJ qb98mc9038p 4 13 interest interest NOUN qb98mc9038p 4 14 in in ADP qb98mc9038p 4 15 the the DET qb98mc9038p 4 16 scientific scientific ADJ qb98mc9038p 4 17 community community NOUN qb98mc9038p 4 18 resulting result VERB qb98mc9038p 4 19 in in ADP qb98mc9038p 4 20 several several ADJ qb98mc9038p 4 21 total total ADJ qb98mc9038p 4 22 syntheses synthesis NOUN qb98mc9038p 4 23 , , PUNCT qb98mc9038p 4 24 sar sar PROPN qb98mc9038p 4 25 work work NOUN qb98mc9038p 4 26 , , PUNCT qb98mc9038p 4 27 and and CCONJ qb98mc9038p 4 28 further further ADJ qb98mc9038p 4 29 isolations isolation NOUN qb98mc9038p 4 30 of of ADP qb98mc9038p 4 31 compounds compound NOUN qb98mc9038p 4 32 in in ADP qb98mc9038p 4 33 the the DET qb98mc9038p 4 34 apoptolidin apoptolidin VERB qb98mc9038p 4 35 family family NOUN qb98mc9038p 4 36 . . PUNCT qb98mc9038p 5 1 while while SCONJ qb98mc9038p 5 2 working work VERB qb98mc9038p 5 3 towards towards ADP qb98mc9038p 5 4 the the DET qb98mc9038p 5 5 total total ADJ qb98mc9038p 5 6 synthesis synthesis NOUN qb98mc9038p 5 7 of of ADP qb98mc9038p 5 8 apoptolidinone apoptolidinone NOUN qb98mc9038p 5 9 ( ( PUNCT qb98mc9038p 5 10 apoptolidin apoptolidin VERB qb98mc9038p 5 11 's 's PART qb98mc9038p 5 12 aglycone aglycone NOUN qb98mc9038p 5 13 core core NOUN qb98mc9038p 5 14 ) ) PUNCT qb98mc9038p 5 15 , , PUNCT qb98mc9038p 5 16 several several ADJ qb98mc9038p 5 17 research research NOUN qb98mc9038p 5 18 groups group NOUN qb98mc9038p 5 19 discovered discover VERB qb98mc9038p 5 20 at at ADP qb98mc9038p 5 21 physiological physiological ADJ qb98mc9038p 5 22 ph ph NOUN qb98mc9038p 5 23 and and CCONJ qb98mc9038p 5 24 temperature temperature NOUN qb98mc9038p 5 25 , , PUNCT qb98mc9038p 5 26 apoptolidin apoptolidin ADJ qb98mc9038p 5 27 isomerizes isomerize NOUN qb98mc9038p 5 28 to to ADP qb98mc9038p 5 29 the the DET qb98mc9038p 5 30 21 21 NUM qb98mc9038p 5 31 - - PUNCT qb98mc9038p 5 32 membered membered ADJ qb98mc9038p 5 33 macrolide macrolide NOUN qb98mc9038p 5 34 , , PUNCT qb98mc9038p 5 35 isoapoptolidin isoapoptolidin PROPN qb98mc9038p 5 36 . . PUNCT qb98mc9038p 6 1 isoapoptolidin isoapoptolidin PROPN qb98mc9038p 6 2 was be AUX qb98mc9038p 6 3 found find VERB qb98mc9038p 6 4 to to PART qb98mc9038p 6 5 be be AUX qb98mc9038p 6 6 considerably considerably ADV qb98mc9038p 6 7 less less ADV qb98mc9038p 6 8 active active ADJ qb98mc9038p 6 9 than than ADP qb98mc9038p 6 10 apoptolidin apoptolidin VERB qb98mc9038p 6 11 calling call VERB qb98mc9038p 6 12 into into ADP qb98mc9038p 6 13 question question NOUN qb98mc9038p 6 14 previous previous ADJ qb98mc9038p 6 15 assay assay NOUN qb98mc9038p 6 16 data datum NOUN qb98mc9038p 6 17 . . PUNCT qb98mc9038p 7 1 attempts attempt NOUN qb98mc9038p 7 2 were be AUX qb98mc9038p 7 3 made make VERB qb98mc9038p 7 4 to to PART qb98mc9038p 7 5 block block VERB qb98mc9038p 7 6 this this DET qb98mc9038p 7 7 acyl acyl NOUN qb98mc9038p 7 8 - - PUNCT qb98mc9038p 7 9 migration migration NOUN qb98mc9038p 7 10 , , PUNCT qb98mc9038p 7 11 but but CCONJ qb98mc9038p 7 12 led lead VERB qb98mc9038p 7 13 to to ADP qb98mc9038p 7 14 a a DET qb98mc9038p 7 15 loss loss NOUN qb98mc9038p 7 16 in in ADP qb98mc9038p 7 17 activity activity NOUN qb98mc9038p 7 18 . . PUNCT qb98mc9038p 8 1 our our PRON qb98mc9038p 8 2 efforts effort NOUN qb98mc9038p 8 3 have have AUX qb98mc9038p 8 4 been be AUX qb98mc9038p 8 5 focused focus VERB qb98mc9038p 8 6 on on ADP qb98mc9038p 8 7 synthesizing synthesize VERB qb98mc9038p 8 8 the the DET qb98mc9038p 8 9 20 20 NUM qb98mc9038p 8 10 - - PUNCT qb98mc9038p 8 11 deoxy deoxy ADJ qb98mc9038p 8 12 analogue analogue NOUN qb98mc9038p 8 13 of of ADP qb98mc9038p 8 14 apoptolidinone apoptolidinone NOUN qb98mc9038p 8 15 eliminating eliminate VERB qb98mc9038p 8 16 the the DET qb98mc9038p 8 17 acyl acyl NOUN qb98mc9038p 8 18 - - PUNCT qb98mc9038p 8 19 migration migration NOUN qb98mc9038p 8 20 without without ADP qb98mc9038p 8 21 adversely adversely ADV qb98mc9038p 8 22 affecting affect VERB qb98mc9038p 8 23 the the DET qb98mc9038p 8 24 structural structural ADJ qb98mc9038p 8 25 conformation conformation NOUN qb98mc9038p 8 26 of of ADP qb98mc9038p 8 27 20 20 NUM qb98mc9038p 8 28 - - PUNCT qb98mc9038p 8 29 deoxyapoptolidinone deoxyapoptolidinone NOUN qb98mc9038p 8 30 . . PUNCT qb98mc9038p 9 1 because because SCONJ qb98mc9038p 9 2 of of ADP qb98mc9038p 9 3 its its PRON qb98mc9038p 9 4 complexity complexity NOUN qb98mc9038p 9 5 , , PUNCT qb98mc9038p 9 6 20 20 NUM qb98mc9038p 9 7 - - PUNCT qb98mc9038p 9 8 deoxyapoptolidinone deoxyapoptolidinone PROPN qb98mc9038p 9 9 was be AUX qb98mc9038p 9 10 partitioned partition VERB qb98mc9038p 9 11 into into ADP qb98mc9038p 9 12 three three NUM qb98mc9038p 9 13 smaller small ADJ qb98mc9038p 9 14 fragments fragment NOUN qb98mc9038p 9 15 . . PUNCT qb98mc9038p 10 1 fragment fragment PROPN qb98mc9038p 10 2 a a PRON qb98mc9038p 10 3 was be AUX qb98mc9038p 10 4 rapidly rapidly ADV qb98mc9038p 10 5 synthesized synthesize VERB qb98mc9038p 10 6 through through ADP qb98mc9038p 10 7 repetitive repetitive ADJ qb98mc9038p 10 8 thionyl thionyl ADJ qb98mc9038p 10 9 chloride chloride NOUN qb98mc9038p 10 10 rearrangements rearrangement NOUN qb98mc9038p 10 11 demonstrating demonstrate VERB qb98mc9038p 10 12 its its PRON qb98mc9038p 10 13 utility utility NOUN qb98mc9038p 10 14 as as ADP qb98mc9038p 10 15 an an DET qb98mc9038p 10 16 alternative alternative NOUN qb98mc9038p 10 17 to to ADP qb98mc9038p 10 18 the the DET qb98mc9038p 10 19 classic classic ADJ qb98mc9038p 10 20 wittig wittig NOUN qb98mc9038p 10 21 and and CCONJ qb98mc9038p 10 22 horner horner PROPN qb98mc9038p 10 23 - - PUNCT qb98mc9038p 10 24 wadsworth wadsworth NOUN qb98mc9038p 10 25 - - PUNCT qb98mc9038p 10 26 emmons emmon NOUN qb98mc9038p 10 27 protocol protocol NOUN qb98mc9038p 10 28 widely widely ADV qb98mc9038p 10 29 used use VERB qb98mc9038p 10 30 . . PUNCT qb98mc9038p 11 1 fragment fragment PROPN qb98mc9038p 11 2 b b PROPN qb98mc9038p 11 3 in in ADP qb98mc9038p 11 4 its its PRON qb98mc9038p 11 5 various various ADJ qb98mc9038p 11 6 forms form NOUN qb98mc9038p 11 7 was be AUX qb98mc9038p 11 8 synthesized synthesize VERB qb98mc9038p 11 9 from from ADP qb98mc9038p 11 10 commercially commercially ADV qb98mc9038p 11 11 available available ADJ qb98mc9038p 11 12 ( ( PUNCT qb98mc9038p 11 13 l)-malic l)-malic ADJ qb98mc9038p 11 14 acid acid NOUN qb98mc9038p 11 15 utilizing utilize VERB qb98mc9038p 11 16 the the DET qb98mc9038p 11 17 purchased purchase VERB qb98mc9038p 11 18 stereochemistry stereochemistry NOUN qb98mc9038p 11 19 to to PART qb98mc9038p 11 20 influence influence VERB qb98mc9038p 11 21 the the DET qb98mc9038p 11 22 addition addition NOUN qb98mc9038p 11 23 of of ADP qb98mc9038p 11 24 several several ADJ qb98mc9038p 11 25 new new ADJ qb98mc9038p 11 26 stereocenters stereocenter NOUN qb98mc9038p 11 27 . . PUNCT qb98mc9038p 12 1 fragment fragment ADJ qb98mc9038p 12 2 c c PROPN qb98mc9038p 12 3 consisting consist VERB qb98mc9038p 12 4 of of ADP qb98mc9038p 12 5 several several ADJ qb98mc9038p 12 6 propionate propionate NOUN qb98mc9038p 12 7 units unit NOUN qb98mc9038p 12 8 was be AUX qb98mc9038p 12 9 constructed construct VERB qb98mc9038p 12 10 via via ADP qb98mc9038p 12 11 repetitive repetitive ADJ qb98mc9038p 12 12 oxazolidinonethione oxazolidinonethione NOUN qb98mc9038p 12 13 based base VERB qb98mc9038p 12 14 aldol aldol PROPN qb98mc9038p 12 15 condensations condensation NOUN qb98mc9038p 12 16 achieving achieve VERB qb98mc9038p 12 17 the the DET qb98mc9038p 12 18 fragment fragment NOUN qb98mc9038p 12 19 in in ADP qb98mc9038p 12 20 an an DET qb98mc9038p 12 21 efficient efficient ADJ qb98mc9038p 12 22 and and CCONJ qb98mc9038p 12 23 timely timely ADJ qb98mc9038p 12 24 manner manner NOUN qb98mc9038p 12 25 . . PUNCT qb98mc9038p 13 1 once once ADV qb98mc9038p 13 2 constructed construct VERB qb98mc9038p 13 3 the the DET qb98mc9038p 13 4 three three NUM qb98mc9038p 13 5 fragments fragment NOUN qb98mc9038p 13 6 are be AUX qb98mc9038p 13 7 coupled couple VERB qb98mc9038p 13 8 together together ADV qb98mc9038p 13 9 through through ADP qb98mc9038p 13 10 a a DET qb98mc9038p 13 11 mukaiyama mukaiyama PROPN qb98mc9038p 13 12 aldol aldol NOUN qb98mc9038p 13 13 , , PUNCT qb98mc9038p 13 14 stille stille NOUN qb98mc9038p 13 15 coupling coupling NOUN qb98mc9038p 13 16 and and CCONJ qb98mc9038p 13 17 yamaguchi yamaguchi PROPN qb98mc9038p 13 18 macrolactonization macrolactonization NOUN qb98mc9038p 13 19 yielding yield VERB qb98mc9038p 13 20 the the DET qb98mc9038p 13 21 desired desire VERB qb98mc9038p 13 22 20 20 NUM qb98mc9038p 13 23 - - PUNCT qb98mc9038p 13 24 deoxyapoptolidinone deoxyapoptolidinone NOUN qb98mc9038p 13 25 . . PUNCT qb98mc9038p 14 1 upon upon SCONJ qb98mc9038p 14 2 completion completion NOUN qb98mc9038p 14 3 , , PUNCT qb98mc9038p 14 4 the the DET qb98mc9038p 14 5 synthesis synthesis NOUN qb98mc9038p 14 6 of of ADP qb98mc9038p 14 7 20 20 NUM qb98mc9038p 14 8 - - PUNCT qb98mc9038p 14 9 deoxyapoptolidinone deoxyapoptolidinone PROPN qb98mc9038p 14 10 will will AUX qb98mc9038p 14 11 provide provide VERB qb98mc9038p 14 12 the the DET qb98mc9038p 14 13 framework framework NOUN qb98mc9038p 14 14 for for ADP qb98mc9038p 14 15 future future ADJ qb98mc9038p 14 16 ' ' PUNCT qb98mc9038p 14 17 chimeric chimeric ADJ qb98mc9038p 14 18 ' ' PUNCT qb98mc9038p 14 19 analogues analogue NOUN qb98mc9038p 14 20 . . PUNCT qb98mc9038p 15 1 these these DET qb98mc9038p 15 2 ' ' PUNCT qb98mc9038p 15 3 chimeric chimeric ADJ qb98mc9038p 15 4 ' ' PUNCT qb98mc9038p 15 5 analogues analogue NOUN qb98mc9038p 15 6 will will AUX qb98mc9038p 15 7 consist consist VERB qb98mc9038p 15 8 of of ADP qb98mc9038p 15 9 20 20 NUM qb98mc9038p 15 10 - - PUNCT qb98mc9038p 15 11 deoxyapoptolidin deoxyapoptolidin NOUN qb98mc9038p 15 12 's 's PART qb98mc9038p 15 13 macrolide macrolide NOUN qb98mc9038p 15 14 with with ADP qb98mc9038p 15 15 the the DET qb98mc9038p 15 16 pyran pyran PROPN qb98mc9038p 15 17 portions portion NOUN qb98mc9038p 15 18 of of ADP qb98mc9038p 15 19 concanamycin concanamycin PROPN qb98mc9038p 15 20 and and CCONJ qb98mc9038p 15 21 bafilomycin bafilomycin PROPN qb98mc9038p 15 22 in in ADP qb98mc9038p 15 23 an an DET qb98mc9038p 15 24 effort effort NOUN qb98mc9038p 15 25 to to PART qb98mc9038p 15 26 achieve achieve VERB qb98mc9038p 15 27 cross cross NOUN qb98mc9038p 15 28 affinity affinity NOUN qb98mc9038p 15 29 for for ADP qb98mc9038p 15 30 f0f1and f0f1and NUM qb98mc9038p 15 31 v v NOUN qb98mc9038p 15 32 - - PUNCT qb98mc9038p 15 33 type type NOUN qb98mc9038p 15 34 atpase atpase NOUN qb98mc9038p 15 35 . . PUNCT