;PMID: 2032655 ;source_file_1752.mrg ;Release 0.9 of PennBioIE ;Funded by NSF ITR EIA-0205448 ;0)section:[e:0..41] = [t:0..41] ;1)sentence:[e:47..155] = [t:47..155] ;2)section:[e:159..182] = [t:159..182] ;3)section:[e:186..293] = [t:186..293] ;4)sentence:[e:297..404] = [t:297..404] ;5)sentence:[e:405..540] = [t:405..540] ;6)sentence:[e:541..714] = [t:541..714] ;7)sentence:[e:715..920] = [t:715..920] ;8)sentence:[e:922..1011] = [t:922..1011] ;9)sentence:[e:1012..1327] = [t:1012..1327] ;10)sentence:[e:1328..1461] = [t:1328..1461] ;11)sentence:[e:1462..1610] = [t:1462..1610] ;12)sentence:[e:1611..1812] = [t:1611..1812] ;13)section:[e:1816..1860] = [t:1816..1860] ;section 0 Span:0..41 ;Food Chem Toxicol. 1991 Mar;29(3):145-51. (SEC (FRAG (NNP:[0..4] Food) (NNP:[5..9] Chem) (NNP:[10..17] Toxicol) (.:[17..18] .) (CD:[19..23] 1991) (CC:[24..31] Mar;29-LRB-) (CD:[31..32] 3) (-RRB-:[32..33] -RRB-) (::[33..34] :) (CD:[34..40] 145-51) (.:[40..41] .))) ;sentence 1 Span:47..155 ;Coumarin-induced changes in delta-aminolaevulinic acid synthase and ;cytochrome P-450 in chick embryo liver. ;[47..55]:substance:"Coumarin" ;[75..110]:substance:"delta-aminolaevulinic acid synthase" ;[115..132]:cyp450:"cytochrome P-450" (SENT (NP-HLN (NP (ADJP (NN:[47..55] Coumarin) (HYPH:[55..56] -) (VBN:[56..63] induced)) (NNS:[64..71] changes)) (PP (IN:[72..74] in) (NP (NP (NML (JJ:[75..96] delta-aminolaevulinic) (NN:[97..101] acid)) (NN:[102..110] synthase)) (CC:[111..114] and) (NP (NN:[115..125] cytochrome) (NN:[127..132] P-450)))) (PP-LOC (IN:[133..135] in) (NP (NN:[136..141] chick) (NN:[142..148] embryo) (NN:[149..154] liver))) (.:[154..155] .))) ;section 2 Span:159..182 ;Goeger DE, Anderson KE. (SEC (FRAG (NNP:[159..165] Goeger) (NNP:[166..168] DE) (,:[168..169] ,) (NNP:[170..178] Anderson) (NNP:[179..182] KE.))) ;section 3 Span:186..293 ;Department of Preventive Medicine & Community Health, University of Texas ;Medical Branch, Galveston 77550. (SEC (FRAG (NNP:[186..196] Department) (IN:[197..199] of) (JJ:[200..210] Preventive) (NNP:[211..219] Medicine) (CC:[220..221] &) (NNP:[222..231] Community) (NNP:[232..238] Health) (,:[238..239] ,) (NNP:[240..250] University) (IN:[251..253] of) (NNP:[254..259] Texas) (NNP:[261..268] Medical) (NNP:[269..275] Branch) (,:[275..276] ,) (NNP:[277..286] Galveston) (CD:[287..292] 77550) (.:[292..293] .))) ;sentence 4 Span:297..404 ;Coumarin occurs naturally in the diet and inhibits several cytochrome P-450 ;enzymes in laboratory animals. ;[297..305]:substance:"Coumarin" ;[356..381]:cyp450:"cytochrome P-450 enzymes" (SENT (S (NP-SBJ (NN:[297..305] Coumarin)) (VP (VP (VBZ:[306..312] occurs) (ADVP (RB:[313..322] naturally)) (PP-LOC (IN:[323..325] in) (NP (DT:[326..329] the) (NN:[330..334] diet)))) (CC:[335..338] and) (VP (VBZ:[339..347] inhibits) (NP (JJ:[348..355] several) (NML (NN:[356..366] cytochrome) (NN:[367..372] P-450)) (NNS:[374..381] enzymes)) (PP-LOC (IN:[382..384] in) (NP (NN:[385..395] laboratory) (NNS:[396..403] animals))))) (.:[403..404] .))) ;sentence 5 Span:405..540 ;The effect of coumarin was examined on haem biosynthesis and cytochrome ;P-450 activities in the 18-day-old chick embryo liver in ovo. ;[419..427]:substance:"coumarin" ;[444..448]:substance:"haem" ;[467..483]:cyp450:"cytochrome P-450" ;[502..504]:quantitative-value:"18" ;[505..508]:quantitative-units:"day" (SENT (S (NP-SBJ-1 (NP (DT:[405..408] The) (NN:[409..415] effect)) (PP (IN:[416..418] of) (NP (NN:[419..427] coumarin))) (PP-2 (-NONE-:[427..427] *ICH*))) (VP (VBD:[428..431] was) (VP (VBN:[432..440] examined) (NP-1 (-NONE-:[440..440] *)) (PP-2 (IN:[441..443] on) (NP (NP (NN:[444..448] haem) (NN:[450..462] biosynthesis)) (CC:[463..466] and) (NP (NML (NN:[467..477] cytochrome) (NN:[478..483] P-450)) (NNS:[484..494] activities)))) (PP-LOC (IN:[495..497] in) (NP (DT:[498..501] the) (ADJP (NML (CD:[502..504] 18) (HYPH:[504..505] -) (NN:[505..508] day)) (HYPH:[508..509] -) (JJ:[509..512] old)) (NN:[513..518] chick) (NN:[519..525] embryo) (NN:[527..532] liver))) (ADVP (FW:[533..535] in) (FW:[536..539] ovo)))) (.:[539..540] .))) ;sentence 6 Span:541..714 ;At 40 and 50 mumol/embryo coumarin increased delta-aminolaevulinic acid ;synthase, porphyrins, cytochrome P-450, benzphetamine N-demethylase and ;benzo[a]pyrene hydroxylase. ;[544..546]:quantitative-value:"40" ;[551..553]:quantitative-value:"50" ;[554..566]:quantitative-units:"mumol/embryo" ;[567..575]:substance:"coumarin" ;[586..622]:substance:"delta-aminolaevulinic acid synthase" ;[624..634]:substance:"porphyrins" ;[636..652]:cyp450:"cytochrome P-450" ;[654..681]:cyp450:"benzphetamine N-demethylase" ;[687..713]:cyp450:"benzo[a]pyrene hydroxylase" (SENT (S (PP (IN:[541..543] At) (NP (NP (NP (CD:[544..546] 40) (NML-1 (-NONE-:[546..546] *P*))) (CC:[547..550] and) (NP (CD:[551..553] 50) (NML-1 (NN:[554..559] mumol)))) (PP (SYM:[559..560] /) (NP (NN:[560..566] embryo))))) (NP-SBJ (NN:[567..575] coumarin)) (VP (VBD:[576..585] increased) (NP (NP (NML (JJ:[586..607] delta-aminolaevulinic) (NN:[609..613] acid)) (NN:[614..622] synthase)) (,:[622..623] ,) (NP (NNS:[624..634] porphyrins)) (,:[634..635] ,) (NP (NN:[636..646] cytochrome) (NN:[647..652] P-450)) (,:[652..653] ,) (NP (NN:[654..667] benzphetamine) (NN:[668..681] N-demethylase)) (CC:[682..685] and) (NP (NN:[687..701] benzo-LSB-a-RSB-pyrene) (NN:[702..713] hydroxylase)))) (.:[713..714] .))) ;sentence 7 Span:715..920 ;At 10 mumol/embryo coumarin decreased aniline 4-hydroxylase, and at both 10 ;and 50 mumol/embryo it decreased 7-ethoxyresorufin O-deethylase, coumarin ;7-hydroxylase and nitrosodimethylamine N-demethylase. ;[718..720]:quantitative-value:"10" ;[721..733]:quantitative-units:"mumol/embryo" ;[734..742]:substance:"coumarin" ;[753..775]:cyp450:"aniline 4-hydroxylase" ;[789..791]:quantitative-value:"10" ;[796..798]:quantitative-value:"50" ;[799..811]:quantitative-units:"mumol/embryo" ;[825..856]:cyp450:"7-ethoxyresorufin O-deethylase" ;[858..880]:cyp450:"coumarin 7-hydroxylase" ;[885..919]:cyp450:"nitrosodimethylamine N-demethylase" (SENT (S (S (PP (IN:[715..717] At) (NP (NP (CD:[718..720] 10) (NN:[721..726] mumol)) (PP (SYM:[726..727] /) (NP (NN:[727..733] embryo))))) (NP-SBJ (NN:[734..742] coumarin)) (VP (VBD:[743..752] decreased) (NP (NN:[753..760] aniline) (NN:[762..775] 4-hydroxylase)))) (,:[775..776] ,) (CC:[777..780] and) (S (PP (IN:[781..783] at) (NP (NP (CC:[784..788] both) (NP (CD:[789..791] 10) (NML-1 (-NONE-:[791..791] *P*))) (CC:[792..795] and) (NP (CD:[796..798] 50) (NML-1 (NN:[799..804] mumol)))) (PP (SYM:[804..805] /) (NP (NN:[805..811] embryo))))) (NP-SBJ (PRP:[812..814] it)) (VP (VBD:[815..824] decreased) (NP (NP (NN:[825..842] 7-ethoxyresorufin) (NN:[844..856] O-deethylase)) (,:[856..857] ,) (NP (NN:[858..866] coumarin) (NN:[867..880] 7-hydroxylase)) (CC:[881..884] and) (NP (NN:[885..905] nitrosodimethylamine) (NN:[906..919] N-demethylase))))) (.:[919..920] .))) ;sentence 8 Span:922..1011 ;7-Hydroxycoumarin and 5, 7-methoxycoumarin at 40 mumol/embryo had none of ;these effects. ;[922..939]:substance:"7-Hydroxycoumarin" ;[944..964]:substance:"5, 7-methoxycoumarin" ;[968..970]:quantitative-value:"40" ;[971..983]:quantitative-units:"mumol/embryo" (SENT (S (NP-SBJ (NP (NP (NN:[922..939] 7-Hydroxycoumarin)) (CC:[940..943] and) (NP (CD:[944..945] 5) (,:[945..946] ,) (NN:[947..964] 7-methoxycoumarin))) (PP (IN:[965..967] at) (NP (NP (CD:[968..970] 40) (NN:[971..976] mumol)) (PP (SYM:[976..977] /) (NP (NN:[977..983] embryo)))))) (VP (VBD:[984..987] had) (NP (NP (NN:[988..992] none)) (PP (IN:[993..995] of) (NP (DT:[996..1001] these) (NNS:[1003..1010] effects))))) (.:[1010..1011] .))) ;sentence 9 Span:1012..1327 ;Coumarin (5-500 microM) added to liver microsomes inhibited aniline ;hydroxylase by 45%, but not nitrosodimethylamine N-demethylase, and inhibited ; 7-ethoxyresorufin O-deethylase in microsomes from ;3-methylcholanthrene-treated embryos by 15 and 100% at coumarin ;concentrations of 250 and 500 microM, respectively. ;[1012..1020]:substance:"Coumarin" ;[1022..1027]:quantitative-value:"5-500" ;[1028..1034]:quantitative-units:"microM" ;[1072..1092]:cyp450:"aniline hydroxylase" ;[1096..1099]:quantitative-value:"45%" ;[1109..1143]:cyp450:"nitrosodimethylamine N-demethylase" ;[1160..1190]:cyp450:"7-ethoxyresorufin O-deethylase" ;[1210..1230]:substance:"3-methylcholanthrene" ;[1251..1253]...[1261..1262]:quantitative-value:"15"..."%" ;[1258..1262]:quantitative-value:"100%" ;[1266..1274]:substance:"coumarin" ;[1293..1296]:quantitative-value:"250" ;[1301..1304]:quantitative-value:"500" ;[1305..1311]:quantitative-units:"microM" (SENT (S (NP-SBJ (NP (NN:[1012..1020] Coumarin)) (PRN (-LRB-:[1021..1022] -LRB-) (NP (QP (CD:[1022..1023] 5) (HYPH:[1023..1024] -) (CD:[1024..1027] 500)) (NN:[1028..1034] microM)) (-RRB-:[1034..1035] -RRB-)) (VP (VBN:[1036..1041] added) (NP (-NONE-:[1041..1041] *)) (PP-CLR (TO:[1042..1044] to) (NP (NN:[1045..1050] liver) (NNS:[1051..1061] microsomes))))) (VP (VP (VP=3 (VBD:[1062..1071] inhibited) (NP=4 (NN:[1072..1079] aniline) (NN:[1081..1092] hydroxylase)) (PP=5 (IN:[1093..1095] by) (NP-EXT (CD:[1096..1098] 45) (NN:[1098..1099] %)))) (,:[1099..1100] ,) (CC:[1101..1104] but) (VP=3 (RB:[1105..1108] not) (NP=4 (NN:[1109..1129] nitrosodimethylamine) (NN:[1130..1143] N-demethylase)) (PP=5 (-NONE-:[1143..1143] *NOT*)))) (,:[1143..1144] ,) (CC:[1145..1148] and) (VP (VBD:[1149..1158] inhibited) (NP (NN:[1160..1177] 7-ethoxyresorufin) (NN:[1178..1190] O-deethylase)) (PP-LOC (IN:[1191..1193] in) (NP (NP (NNS:[1194..1204] microsomes)) (PP (IN:[1205..1209] from) (NP (ADJP (NN:[1210..1230] 3-methylcholanthrene) (HYPH:[1230..1231] -) (VBN:[1231..1238] treated)) (NNS:[1240..1247] embryos))))) (PP-EXT (IN:[1248..1250] by) (NP (NP (CD:[1251..1253] 15) (NML-2 (-NONE-:[1253..1253] *P*))) (CC:[1254..1257] and) (NP (CD:[1258..1261] 100) (NML-2 (NN:[1261..1262] %))))) (PP (IN:[1263..1265] at) (NP (NP (NN:[1266..1274] coumarin) (NNS:[1275..1289] concentrations)) (PP (IN:[1290..1292] of) (NP (NP (CD:[1293..1296] 250) (NML-1 (-NONE-:[1296..1296] *P*))) (CC:[1297..1300] and) (NP (CD:[1301..1304] 500) (NML-1 (NN:[1305..1311] microM))))))) (,:[1311..1312] ,) (ADVP (RB:[1314..1326] respectively)))) (.:[1326..1327] .))) ;sentence 10 Span:1328..1461 ;Coumarin 7-hydroxylase activity in chick embryo liver was comparable with ;that reported for human liver and greater than in the rat. ;[1328..1350]:cyp450:"Coumarin 7-hydroxylase" (SENT (S (NP-SBJ (NP (NML (NN:[1328..1336] Coumarin) (NN:[1337..1350] 7-hydroxylase)) (NN:[1351..1359] activity)) (PP-LOC (IN:[1360..1362] in) (NP (NN:[1363..1368] chick) (NN:[1369..1375] embryo) (NN:[1376..1381] liver)))) (VP (VBD:[1382..1385] was) (ADJP-PRD (ADJP (JJ:[1387..1397] comparable) (PP (IN:[1398..1402] with) (NP (NP (DT:[1403..1407] that)) (VP (VBN:[1408..1416] reported) (NP (-NONE-:[1416..1416] *)) (PP (IN:[1417..1420] for) (NP (JJ:[1421..1426] human) (NN:[1427..1432] liver))))))) (CC:[1433..1436] and) (ADJP (ADJP (JJR:[1437..1444] greater)) (PP (IN:[1445..1449] than) (PP-LOC (IN:[1450..1452] in) (NP (DT:[1453..1456] the) (NN:[1457..1460] rat))))))) (.:[1460..1461] .))) ;sentence 11 Span:1462..1610 ;The data indicate that coumarin can both increase and decrease cytochrome ;P-450 activities in chick embryo liver and can induce haem biosynthesis. ;[1486..1494]:substance:"coumarin" ;[1526..1542]:cyp450:"cytochrome P-450" ;[1592..1596]:substance:"haem" (SENT (S (NP-SBJ (DT:[1462..1465] The) (NNS:[1467..1471] data)) (VP (VBP:[1472..1480] indicate) (SBAR (IN:[1481..1485] that) (S (NP-SBJ (NN:[1486..1494] coumarin)) (VP (VP (MD:[1495..1498] can) (VP (CC:[1499..1503] both) (VB:[1504..1512] increase) (CC:[1513..1516] and) (VB:[1517..1525] decrease) (NP (NP (NML (NN:[1526..1536] cytochrome) (NN:[1537..1542] P-450)) (NNS:[1544..1554] activities)) (PP-LOC (IN:[1555..1557] in) (NP (NN:[1558..1563] chick) (NN:[1564..1570] embryo) (NN:[1571..1576] liver)))))) (CC:[1577..1580] and) (VP (MD:[1581..1584] can) (VP (VB:[1585..1591] induce) (NP (NN:[1592..1596] haem) (NN:[1597..1609] biosynthesis)))))))) (.:[1609..1610] .))) ;sentence 12 Span:1611..1812 ;Because the chick embryo liver hydroxylates coumarin at position 7 in a ;manner similar to humans, it may be a more suitable model than the rat for ;studying some of the metabolic effects of coumarin. ;[1656..1664]:substance:"coumarin" ;[1803..1811]:substance:"coumarin" (SENT (S (SBAR-ADV (IN:[1611..1618] Because) (S (NP-SBJ (DT:[1619..1622] the) (NN:[1624..1629] chick) (NN:[1630..1636] embryo) (NN:[1637..1642] liver)) (VP (VBZ:[1643..1655] hydroxylates) (NP (NN:[1656..1664] coumarin)) (PP-LOC (IN:[1665..1667] at) (NP (NN:[1668..1676] position) (CD:[1677..1678] 7))) (PP-MNR (IN:[1679..1681] in) (NP (NP (DT:[1682..1683] a) (NN:[1684..1690] manner)) (ADJP (JJ:[1691..1698] similar) (PP (TO:[1699..1701] to) (NP (NNS:[1703..1709] humans))))))))) (,:[1709..1710] ,) (NP-SBJ (PRP:[1711..1713] it)) (VP (MD:[1714..1717] may) (VP (VB:[1718..1720] be) (NP-PRD (NP (DT:[1721..1722] a) (RBR:[1723..1727] more) (JJ:[1728..1736] suitable) (NN:[1737..1742] model)) (PP (IN:[1743..1747] than) (NP (DT:[1748..1751] the) (NN:[1752..1755] rat))) (PP (IN:[1756..1759] for) (S-NOM (NP-SBJ (-NONE-:[1759..1759] *)) (VP (VBG:[1760..1768] studying) (NP (NP (DT:[1769..1773] some)) (PP (IN:[1774..1776] of) (NP (NP (DT:[1777..1780] the) (JJ:[1782..1791] metabolic) (NNS:[1792..1799] effects)) (PP (IN:[1800..1802] of) (NP (NN:[1803..1811] coumarin)))))))))))) (.:[1811..1812] .))) ;section 13 Span:1816..1860 ;PMID: 2032655 [PubMed - indexed for MEDLINE] (SEC (FRAG (NNP:[1816..1820] PMID) (::[1820..1821] :) (CD:[1822..1829] 2032655) (NN:[1830..1831] -LSB-) (NNP:[1831..1837] PubMed) (::[1838..1839] -) (NN:[1840..1847] indexed) (IN:[1848..1851] for) (NNP:[1852..1860] MEDLINE-RSB-)))