COUMARINSOFTHEROOTSOFSeseliabolinii,S.
korovlnni,andS.
glganteumL.
I.
Dukhovllnova,L.
G.
Avramenko,Yu.
E.
Sklyar,andM.
G.
PimenovUDC547.
9:582.
89ThepresentpapergivestheresultsofachemicalinvestigationoftherootsoftwospeciesofthesectionSclerorhizaofthegenusSeseliL.
--S.
abolinl(Korov.
)Schischk.
and~.
korovinii(Korov.
)Schlschk.
,andalsothespeciesS_.
giganteumLipsky,whichisclosetothissection.
TherootsofS.
abollniiwerecollectedintheAltyn-Emel'passintheDzhungarianAla-Tau(Kazakhstan),theS.
korovlnnlintheKusavli-saigorge,Turkestanrange(Tadzhlklstan),andtheS.
giganteuminthevalleyoftheR.
Kasan-sai,Chatkalrange(Kirghlzla).
Thecommlnutedrootswereextractedwithacetone,andtheevaporatedextractwasdis-tributedbetweenpetroleumetherandaqueousmethanol.
Themethanolicphase,containingthecoumarlns,waschromatographedonsilicagelL40/100~inthepetroleumether--ethylacetatesystemwithanincreasinggradientofthelatter.
AllthreespeciesofSeseliyieldedbergapten,andS.
abolinllalsoyieldedisolmperato-rin,whileS.
koroviniiyieldedthechromonehamaudolandhamaudolacetate[i],identicalwithauthenticsamplesaccordingtotheirIRspectraandmixedmeltingpoints.
FromS.
glganteumweisolatedasusbstancewithmpI19°CnotfluorescinginUVlightandgivingayellowcolorationwithadiazonlumreagent.
ItfollowsfromtheNMRspectrumofthiscompound(VarianHA-100D,0--HMDS,20=C,CDCIs)thatitisbasedonthechromonenucle-us:atwo-protonslngletat6.
24ppmisduetotheprotonsatCaandC,,abroadenedsingletat5.
95ppmtotheprotonatCsinteractingwiththe2-CHsgroup(2.
28ppm,s,3H).
Aone-protonsingletat12.
64ppmshowedthepresenceofaphenolichydroxylatC5connectedbyahydrogenbondwiththeketogroupinposition4.
Postion7ofthechromonenucleusisoc-cupiedbya-OCHsgroup(3.
76ppm,s,3H).
Onthebasisofthefactsgiven,thesubstancehasbeenidentifiedas5-hydroxy-7-methoxy-2-methylchromone(eugenin).
Accordingtotheliterature,mpI19"C[2].
i.
2.
LITERATURECITEDA.
I.
SokolovaandM.
G.
Pimenov,Khim.
Prlrodn.
Soedln.
,468(1970).
T.
M.
MeiJerandH.
Schmld.
,Helv.
Chim.
Acta,3__1,1603(1948).
All-UnlonSclentlflc-ResearchInstituteofMedicinalPlants.
BotanicalGardenoftheM.
V.
LomonosovMoscowStateUniversity.
TranslatedfromKhimiyaPrlrodnykhSoedinenii,No.
4,pp.
512,July-August,1975.
OriginalarticlesubmittedApril4,1975.
1976PlenumPublishingCorporation,227West17thStreet,NewYork,N.
Y.
10011.
Nopartofthispublicationmaybereproduced,storedinaretrievalsystem,ortransmitted,inanyformorbyanymeans,electronic,mechanical,photocopying,microfilming,recordingorotherwise,withoutwrittenpermissionofthepublisher.
Acopyofthisarticleisavailablefromthepublisherfor$15.
00.
529
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