全 文 ：广 西 植 物 Guihaia　Mar．２０１４,３４(２):１４３－１４７　　　　　　　　　　 http://journal．gxzw．gxib．cn　
DOI:１０．３９６９/j．issn．１０００Ｇ３１４２．２０１４．０２．００１
黄永林,刘金磊,陈月圆,等．红背山麻杆叶的化学成分研究(Ⅱ)———黄酮和苯乙醇苷类化合物[J]．广西植物,２０１４,３４(２):１４３－１４７
HuangYL,LiuJL,ChenYY,etal．ChemicalconstituentsfromtheleavesofAlchorneatrewioides(２)．Flavonoidsandphenylethanoidglycosides[J]．
Guihaia,２０１４,３４(２):１４３－１４７
ChemicalconstituentsfromtheleavesofAlchornea
trewioides(２)．Flavonoidsandphenylethanoidglycosides
HUANGYongＧLin,LIUJinＧLei,CHENYueＧYuan,
YANGZiＧMing,YANXiaoＧJie,LIDianＧPeng∗
(GuangxiKeyLaboratoryofFunctionalPhytochemicalsResearchandUtilization,
GuangxiInstituteofBotany,Guilin５４１００６,China)
Abstract:The８０％acetoneextractsofthefreshleavesofAlchorneatrewioideswassuccessivelyseparatedbySephaＧ
dexLHＧ２０,MCIgelCHP２０P,ODS,andToyopearlButylＧ６５０Ccolumnchromatographytoyieldsevenflavonoids
andthreephenylethanoidglycosides．Theirstructureswereelucidatedbyspectroscopicanalysesas:quercetin(１),
quercetinＧ３Ｇrhamnoside(２),quercetinＧ３ＧOＧβＧDＧglucopyranoside(３),rutin(４),apigeninＧ６ＧCＧβＧDＧglucopyranoside(５),
apigeninＧ８ＧCＧβＧDＧglucopyranoside(６),luteolinＧ７ＧOＧaＧLＧrhamnopyranosyl(１→６)ＧβＧDＧglucopyranoside(７),２ＧphenyleＧ
thylβＧDＧglucopyranoside(８),icarisideD１(９),and２ＧphenylethylDＧrutinoside(１０)．Compounds１－３,５－６,８－１０
wereisolatedfromtheAlchorneaforthefirsttime．
Keywords:Alchorneatrewioides;chemicalconstituents;flavonoid;phenylethanoidglycoside
CLCnumber:Q９４６．８　　Documentcode:A　　ArticleID:１０００Ｇ３１４２(２０１４)０２Ｇ０１４３Ｇ０５
红背山麻杆叶的化学成分研究(Ⅱ)
———黄酮和苯乙醇苷类化合物
黄永林,刘金磊,陈月圆,杨子明,颜小捷,李典鹏∗
(广西植物功能物质研究与利用重点实验室,广西植物研究所,广西 桂林５４１００６)
摘　要:采用８０％丙酮提取物的水萃取部位,利用凝胶、MCI、反相碳１８、及ToyopearlButylＧ６５０C柱色谱进
行分离纯化得到７个黄酮和３个苯乙醇苷类化合物.根据化合物的波谱数据分析鉴定为槲皮素(１)、槲皮苷
(２)、异懈皮苷(３)、芦丁(４)、异牡荆素(５)、牡荆素(６)、木犀草素Ｇ７ＧOＧαＧLＧ鼠李糖(１→６)ＧβＧDＧ葡萄糖苷(７)、２Ｇ
phenethylβＧDＧglucoside(８)、icarisideD１(９)、２Ｇ苯乙基ＧDＧ芸香甙(１０).其中化合物１－３、５－６、８－１０为首次
从本属植物中分离得到.
关键词:红背山麻杆;化学成分;黄酮;苯乙醇苷
　　ThegenusAlchorneabelongstothefamilyEuＧ
phorbiaceaeandcontainsapproximately７０species．
Over６specieshavebeenrecordedinChina(Editorial
CommitteeinFloraofChina,１９９６),manyofwhich
havebeenusedfortreatinginflammationoftheprosＧ
tategland,hematuria,shigela,inflammation,lumboＧ
收稿日期:２０１３Ｇ１０Ｇ１５　　修回日期:２０１３Ｇ１２Ｇ１２
基金项目:广西自然科学基金(２０１１GXNSFD０１８０３８);广西科技合作与交流计划项目(桂科合１２９８０１４Ｇ１０);广西植物研究所基本业务费(桂植业
１３００２);广西植物功能物质研究与利用重点实验室开放基金(ZRJJ２０１３Ｇ７).
作者简介:黄永林(１９７４Ｇ),男,广西桂林人,博士,研究员,主要从事天然产物物质基础、生物活性及开发利用研究,(EＧmail)hyl＠gxib．cn.
∗通讯作者:李典鹏,博士,研究员,从事中药、天然药物和植物化学研究,(EＧmail)ldp＠gxib．cn.
cruralpainand manyotherdiseases(Jiangsu New
MedicalColege,１９７７)．TheA．trewioidesbelongsto
thefamilyAlchornea,itwasusedastraditionalmediＧ
cinestoaleviatediseaseanddiscomfort．Previously,
flavonoidglycosides,phenolicacidsandantioxidantacＧ
tivityhavebeenreportedfromthespecies(Lu,２０１２;
Qin,２０１２;Lu,２０１１;Huang,２０１４)．TofurtherreＧ
searchforthematerialbasisofpharmacologicalefects
fromthespeciesA．trewioides,sevenflavonoidsand
threephenylethanoidglycosideswereisolatedfromthe
８０％acetoneextractsofthefreshleavesofAlchornea
trewioides．Compounds１－３,５－６,８－１０wereisolaＧ
tedfromtheAlchorneaforthefirsttime．
１　Materialsandmethods
１HＧand１３CＧNMRspectraweremeasuredinCD３
ODoracetoneＧd６at２７℃usingaBrukerAvance５００
spectrometer(５００MHzfor１Hand１２５MHzfor１３C)
(BrukerBiospinAG,Faelanden,Switzerland)oraJEＧ
OLJNMＧAL４００spectrometer(４００MHzfor１Hand
１００MHzfor１３C)(JEOLLtd．,Tokyo,Japan)．CouＧ
plingconstantswereexpressedin Hzandchemical
shiftsaregivenonaδ(ppm)scale．ColumnchromatogＧ
raphywasperformedusingMCIgelCHP２０P(７５Ｇ１５０
μm;MitsubishiChemical,Tokyo,Japan),Sephadex
LHＧ２０(２５－１００mm;GEHealthcareBioＧScienceAB,
Uppsala,Sweden),ChromatorexODS(１００Ｇ２００mesh,
FujiSilysiaChemicalLtd．,kasugai,Japan),andToyoＧ
pearlButylＧ６５０C(TOSOH Co．,Tokyo,Japan)colＧ
umns．TLCwasperformedonprecoatedKieselgel６０
F２５４plates(０．２mmthick;Merck,Darmstadt,GermaＧ
ny)withCHCl３ＧMeOHＧH２O(９∶１∶０．１,８∶２∶０．２,
or７∶３∶０．５,v/v)andtolueneＧethylformateＧformic
acid(１∶７∶１,v/v)asthesolvent,andspotsweredeＧ
tectedbyUVilumination(２５４nm)andbyspraying
witha２％ethanolicFeCl３and１０％sulfuricacidreaＧ
gent,folowedbyheating．
TheleavesofA．trewioides werecolectedat
GuangxiInstituteofBotany,Guangxi,China,inAugust
２０１１,andidentifiedbyProf．WeiFanan．Thevoucher
specimen(２０１１０９２０N)wasdepositedintheGuangxi
keylaboratoryoffunctionalphytochemicalsresearch
andutilization,GuangxiInstituteofBotany．
２　Extractionandseparation
ThefreshleavesofA．trewioides(５．３５kg)were
cutintosmalpiecesandextractedwithacetoneＧH２O
(８∶２,v/v)bymacerationatroomtemperature．After
filtration,theplantdebrisremainingonthefilterpaper
wasextractedwiththesamesolventafurthertwo
times．ThefiltratewascombinedandconcentratedunＧ
derreducedpressuretogiveanaqueoussolutionwith
darkgreenprecipitates．Theprecipitantwasmainly
composedofchlorophylsandwaxes,andremovedby
filtration．Theextract(６１０g)waspartitionedbetween
H２O(３L)andEt２O(１L)３times．Theaqueouslayer
wasfractionatedbySephadexLHＧ２０columnchromaＧ
tography(１０cmi．d．×４０cm)withwatercontaininginＧ
creasingproportionsofMeOH(０－１００％,１０％stepＧ
wiseelution,each２L)andfinalywith６０％acetone,to
yield９fractions(Fr．１－９)．Fraction１(１８．７g)was
separatedbyacombinationofcolumnchromatography
overMCIgelCHP２０P(８cmi．d．×４０cm)with０－
１００％ MeOH(１０％stepwiseelution,each１L),ToyoＧ
pearl６５０C(２cmi．d．×３０cm)with０－１００％ MeOH
(１０％stepwiseelution,each３００mL),andChromatorＧ
exODS(２cmi．d．×３０cm)with０－１００％ MeOH
(１０％stepwiseelution,each３００mL),toaford８(２８５
mg),９(２３mg),１０(９１mg)．Fraction５(３５．６g)was
separatedbyacombinationofcolumnchromatography
overMCIgelCHP２０P(８cmi．d．×４０cm)with０－
１００％ MeOH(１０％stepwiseelution,each１L),and
SephadexLHＧ２０(２cmi．d．×３０cm)with０－１００％
MeOH(１０％stepwiseelution,each３００mL),toaford
１(２７５mg)．Fraction６(３６．０g)wasfurtherfractionated
byMCIgelCHP２０Pcolumnchromatography(８cmi．
d．×４０cm)with０－１００％ MeOH(１０％stepwiseeluＧ
tion,each１L)togiveninefractions:frs．６Ｇ１(６．３０g),
２(１．０２g),３(１．３６g),４(２．４５g),５(６．２８g),６(６．１０g),
７(４．１２g),８(２．５６g),９(１．２５g)．Fraction６Ｇ３(１．３６g)
wassuccessivelyappliedtoaSephadexLHＧ２０column
chromatography(３cmi．d．×３０cm)with０－１００％
MeOH(１０％stepwiseelution,each２００mL)toyield
２(２０mg)．Fraction６Ｇ８wassubjectedtoaSephadex
４４１ 广　西　植　物　　　 　　　　　　　　　　　　　　３４卷
Fig．１　Chemicalstructuresofcompounds１－１０
LHＧ２０columnchromatography(３cmi．d．×３０cm)
with０－１００％ MeOH(１０％stepwiseelution,each２００
mL)toyield４(２５mg),and５(３６mg)．Fraction６Ｇ９
wasfurtherfractionatedbySephadexLHＧ２０column
chromatography(６cmi．d．×４０cm)with１０－１００％
MeOH(１０％stepwiseelution,each２００mL),andthe
subfractionswerepurifiedbyToyopearlButylＧ６５０C(１
cmi．d．×３０cm)with０－１００％ MeOH(１０％stepＧ
wiseelution,each１００mL)togetcompound３(６mg),
６(１０mg),and７(６４８mg)．
３　Resultsandanalysis
Quercetin(１)　 Yelow amorphouspowder,
C１５H１０O７．１HＧNMR(５００MHz,CD３OD)δ:６．１６(１H,
d,J＝２．２Hz,HＧ６),６．３６(１H,d,J＝２．２Hz,HＧ８),
６．８７(１H,d,J＝８．５Hz,HＧ５′),７．６１(１H,dd,J＝２．２,
８．５Hz,HＧ６′),７．７２(１H,d,J＝２．２Hz,HＧ２′);１３CＧ
NMR(１２５MHz,CD３OD)δ:９４．４(CＧ８),９９．２(CＧ６),
１０４．５(CＧ１０),１１６．０(CＧ２′),１１６．２(CＧ５′),１２１．７(CＧ６′),
１２４．１(CＧ１′),１３７．２(CＧ３),１４６．２(CＧ３′),１４７．３(CＧ２),
１４８．７(CＧ４′),１５８．２(CＧ５),１６２．５(CＧ９),１６５．５(CＧ７),
１７７．３(CＧ４)(Xiao,etal．,２００６;Markhametal．,１９７６)．
QuercetinＧ３Ｇrhamnoside(２)　 Yelow amorＧ
phouspowder,C２１H２０O１１．１HＧNMR(４００MHz,CD３
OD)δ:０．９３(３H,d,J＝５．９Hz,HＧ６″),３．３４(１H,t,J＝
５．８Hz,HＧ４″),３．４０(１H,m,HＧ５″),３．７３(１H,dd,J＝
３．２,９．３Hz,HＧ３″),４．２１(１H,brs,HＧ２″),５．３４(１H,br
s,HＧ１″),６．１８(１H,d,J＝２．０Hz,HＧ６),６．３６(１H,J＝
２．０Hz,HＧ８),６．９０(１H,d,J＝８．３Hz,HＧ５′),７．３０
(１H,dd,J＝１．９,８．３Hz,HＧ６′),７．３３(１H,J＝１．９Hz,
HＧ２′);１３CＧNMR(１００MHz,CD３OD)δ:１７．８(CＧ６″),
７１．９(CＧ２″),７２．１(CＧ５″),７２．２(CＧ３″),７３．３(CＧ４″),９４．７
(CＧ８),９９．８(CＧ６),１０３．５(CＧ１″),１０５．９(CＧ１０),１１６．４(CＧ
５′),１１６．９(CＧ２′),１２２．９(CＧ６′),１２３．１(CＧ１′),１３６．２(CＧ
３),１４６．５(CＧ４′),１４９．８(CＧ３′),１５８．７(CＧ２),１５９．５(CＧ９),
１６３．３(CＧ５),１６５．９(CＧ７),１７９．７(CＧ４)(Fossenetal．,
１９９９)．
QuercetinＧ３ＧOＧβＧDＧglucopyranoside (３) 　
Yelowamorphouspowder,C２１H２０O１２．１HＧNMR(５００
MHz,CD３OD)δ:３．２１Ｇ３．８３(６H,m,HＧ２‴,３‴,４‴,５‴,
６ax‴,６eq‴),５．１０(１H,d,J＝７．５Hz,HＧ１‴),６．１８(１H,
d,J＝２．０Hz,HＧ６),６．３６(１H,d,J＝２．０Hz,HＧ８),
６．８８(１H,d,J＝８．５Hz,HＧ５′),７．６１(１H,dd,J＝２．５,
８．５Hz,HＧ６′),７．６８(１H,d,J＝２．５Hz,HＧ２′);１３CＧ
NMR(１２５MHz,CD３OD)δ:６２．５(CＧ６‴),７１．０(CＧ４‴),
７５．６(CＧ２‴),７８．２(CＧ３‴),７８．４(CＧ５‴),９５．２(CＧ８),９８．２
(CＧ６),１０１．２(CＧ１‴),１０５．３(CＧ１０),１１６．１(CＧ２′),１１６．３
(CＧ５′),１２３．２(CＧ１′),１２３．３(CＧ６′),１３５．９(CＧ３),１４６．２
(CＧ３′),１５０．１(CＧ４′),１５９．０(CＧ２),１５９．２(CＧ９),１６３．１(CＧ
５),１６６．４(CＧ７),１７９．４(CＧ４)(Liuetal．,２０１０)．
Rutin(４)　Yelowamorphouspowder,C２７H３０
O１６．１HＧNMR(５００MHz,CD３OD)δ:１．１５(３H,d,J＝
５．８Hz,HＧ６‴),３．２７Ｇ３．５４(１０H,m,HＧ２″,３″,４″,５″,
６ax″,６eq″,２‴,３‴,４‴,５‴),５．１８(１H,brs,HＧ１‴),５．１３
(１H,d,J＝８．０Hz,HＧ１″),６．２２(１H,brs,HＧ６),６．４１
(１H,brs,HＧ８),６．８９(１H,d,J＝８．５Hz,HＧ５′),７．６５
(１H,dd,J＝２．０,８．５Hz,HＧ６′),７．６８(１H,d,J＝２．０
Hz,HＧ２′);１３CＧNMR(１２５MHz,CD３OD)δ:１６．５(CＧ
６‴),６７．２(CＧ６″),６８．３(CＧ５‴),７０．０(CＧ３‴),７０．７(CＧ２‴),
７０．９(CＧ４″),７２．６(CＧ４‴),７４．３(CＧ２″),７５．８(CＧ５″),７６．８
(CＧ３″),９３．５(CＧ８),９８．６(CＧ６),１０１．０(CＧ１‴),１０３．３(CＧ
１″),１０４．３(CＧ１０),１１４．７(CＧ５′),１１６．３(CＧ２′),１２１．８(CＧ
６′),１２２．２(CＧ１′),１３４．２(CＧ３),１４４．４(CＧ３′),１４８．４(CＧ
５４１２期　　　　 黄永林等:红背山麻杆叶的化学成分研究(Ⅱ)———黄酮和苯乙醇苷类化合物
４′),１５７．１(CＧ９),１５７．９(CＧ２),１６１．７(CＧ５),１６４．６(CＧ７),
１７８．０(CＧ４)(Sangetal．,２００１)．
ApigeninＧ６ＧCＧβＧDＧglucopyranoside(５)　Yelow
amorphouspowder,C２１H２０O１０．１HＧNMR(５００MHz,
CD３OD)δ:３．４５Ｇ３．５２(３H,m,HＧ３″,４″,５″),３．７８(１H,
dd,J＝６．５,１２．０Hz,HＧ６ax″),３．９２(１H,d,J＝１２．０
Hz,HＧ６eq″),４．２１(１H,t,J＝９．８Hz,HＧ２″),４．６１(１H,
d,J＝９．８Hz,HＧ１″),６．４２(１H,s,HＧ８),６．４９(１H,s,HＧ
３),６．８９(２H,d,J＝８．０Hz,HＧ３′,５′),７．４２(２H,d,J＝
８．０Hz,HＧ２′,６′);１３CＧNMR(１２５MHz,CD３OD)δ:６１．５
(CＧ６″),７０．４(CＧ２″),７１．３(CＧ４″),７３．９(CＧ１″),７８．７(CＧ
３″),８１．２(CＧ５″),９３．９(CＧ８),１０２．４(CＧ３),１０３．８(CＧ１０),
１０７．７(CＧ６),１１５．６(CＧ３′,５′),１２１．６(CＧ１′),１２８．０(CＧ２′,
６′),１５７．２(CＧ９),１６０．５(CＧ５),１６１．３(CＧ４′),１６３．４(CＧ７),
１６４．６(CＧ２),１８２．５(CＧ４)(Talitaetal．,２０１２;Maatooqet
al．,１９９７)．
ApigeninＧ８ＧCＧβＧDＧglucopyranoside(６)　Yelow
amorphouspowder,C２１H２０O１０．１HＧNMR(５００MHz,
CD３OD)δ:３．４６Ｇ３．５２(３H,m,HＧ３″,４″,５″),３．７８(１H,
dd,J＝６．５,１２．０Hz,HＧ６ax″),３．９２(１H,d,J＝１２．０
Hz,HＧ６eq″),４．２１(１H,t,J＝９．８Hz,HＧ２″),４．６１(１H,
d,J＝９．８Hz,HＧ１″),６．２１(１H,s,HＧ６),６．４５(１H,s,HＧ
３),６．９０(２H,d,J＝８．０Hz,HＧ３′,５′),７．９８(２H,d,J＝
８．０Hz,HＧ２′,６′);１３CＧNMR(１２５MHz,CD３OD)δ:６１．３
(CＧ６″),７０．６(CＧ２″),７０．９(CＧ４″),７３．４(CＧ１″),７８．７(CＧ
３″),８１．８(CＧ５″),９８．２(CＧ６),１０２．５(CＧ３),１０４．１(CＧ８),
１０４．６(CＧ１０),１１５．８(CＧ３′,５′),１２１．１(CＧ１′),１２８．９(CＧ
２′,６′),１５６．０(CＧ５),１６０．４(CＧ９),１６１．１(CＧ４′),１６２．７(CＧ
７),１６４．０(CＧ２),１８１．１(CＧ４)(Talitaetal．,２０１２)．
LuteolinＧ７ＧOＧαＧLＧrhamnopyranosyl(１→６)ＧβＧ
DＧglucopyranoside(７)　Yelowamorphouspowder,
C２７H３０O１５．１HＧNMR(５００MHz,acetoneＧd６)δ:１．２０
(３H,d,J＝６．５Hz,HＧ６‴),３．４３Ｇ３．４８(１０H,m,HＧ２″,
３″,４″,５″,６ax″,６eq″,２‴,３‴,４‴,５‴),４．８０(１H,brs,HＧ
１‴),５．１６(１H,d,J＝７．５Hz,HＧ１″),６．５３(１H,brs,HＧ
６),６．６８(１H,brs,HＧ８),６．８７(１H,brs,HＧ３),７．０４
(１H,d,J＝８．５Hz,HＧ５′),７．４７(１H,dd,J＝２．０,８．５
Hz,HＧ６′),７．５０(１H,d,J＝２．０Hz,HＧ２′);１３CＧNMR
(１２５MHz,acetoneＧd６)δ:１７．１(CＧ６‴),６６．２(CＧ６″),６８．５
(CＧ５‴),６９．８(CＧ４″),７０．６(CＧ３‴),７１．２(CＧ２‴),７２．５(CＧ
４‴),７３．３(CＧ２″),７５．７(CＧ５″),７６．３(CＧ３″),９５．２(CＧ８),
１００．０(CＧ６),１００．４(CＧ１‴),１００．６(CＧ１″),１０３．３(CＧ３),
１０５．８(CＧ１０),１１３．３(CＧ５′),１１６．０(CＧ２′),１１９．５(CＧ６′),
１２２．２(CＧ１′),１４５．６(CＧ３′),１４９．７(CＧ４′),１５７．４(CＧ９),
１６１．３(CＧ５),１６３．３(CＧ７),１６５．３(CＧ２),１８２．５(CＧ４)
(Petrovicetal．,１９９９)．
２ＧPhenylethylβＧDＧglucopyranoside(８)　 AＧ
morphouspowder,C１４H２０O６．１HＧNMR(４００ MHz,
CD３OD)δ:２．９３(２H,t,J＝７．８Hz,H２Ｇβ),３．２０(１H,
dd,J＝７．８,８．５Hz,HＧ２′),３．２９Ｇ３．４２(３H,m,HＧ３′,４′,
５′),３．６７(１H,dd,J＝５．１,１１．７Hz,HＧ６ax′),３．７２(１H,
m,HＧαax),３．８７(１H,dd,J＝３．２,１１．７Hz,HＧ６eq′),
４．０９(１H,m,HＧαeq),４．３１(１H,d,J＝７．８Hz,HＧ１′),
７．１８(１H,s,HＧ４),７．２５(４H,m,HＧ２,３,５,６);１３CＧNMR
(１００MHz,CD３OD)δ:３７．２(CＧβ),６２．７(CＧ６′),７１．３(CＧ
α),７１．７(CＧ４′),７５．０(CＧ２′),７７．８(CＧ５′),７８．０(CＧ３′),
１０４．６(CＧ１′),１２７．２(CＧ４),１２９．３(CＧ３,５),１２９．９(CＧ２,
６),１４０．０(CＧ１)(Miyaseetal．,１９８８;Kaoruetal．,
１９８８)．
IcarisideD１(９)　Colorlesssyrup,C１９H２８O１０．
１HＧNMR(４００MHz,CD３OD)δ:２．９３(２H,t,J＝６．９
Hz,H２Ｇβ),３．１７(１H,dd,J＝７．８,９．０Hz,HＧ２′),３．２９Ｇ
３．３７(３H,m,HＧ３′,４′,５′),３．３２Ｇ３．３６(２H,m,HＧ５ax″,
５eq″),３．５９(１H,dd,J＝６．１,１１．２Hz,HＧ６ax′),３．７４
(１H,d,J＝９．８Hz,HＧ４ax″),３．７５(１H,m,HＧαax),
３．８９(１H,d,J＝２．４Hz,HＧ２″),３．８９(１H,d,J＝９．８
Hz,HＧ４eq″),３．９７(１H,dd,J＝２．２,１１．２Hz,HＧ６eq′),
４．０４(１H,m,HＧαeq),４．２８(１H,d,J＝７．８Hz,HＧ１′),
５．００(１H,d,J＝２．４Hz,HＧ１″),７．１６(１H,s,HＧ４),７．２５
(４H,m,HＧ２,３,５,６);１３CＧNMR(１００MHz,CD３OD)δ:
３７．２(CＧβ),６５．６(CＧ５″),６８．７(CＧ６′),７１．７(CＧα),７１．８(CＧ
４′),７５．０(CＧ２′),７５．１(CＧ４″),７６．９(CＧ５′),７８．０(CＧ３′),
７８．１(CＧ２″),８０．５(CＧ３″),１０４．４(CＧ１′),１１１．０(CＧ１″),
１２７．２(CＧ４),１２９．３(CＧ３,５),１３０．０(CＧ２,６),１４０．０(CＧ１)
(Miyaseetal．,１９８７)．
２ＧPhenylethylDＧrutinoside(１０)　 Colorless
syrup,C２０H３０O１０．１HＧNMR(４００MHz,CD３OD)δ:
１．２０(３H,d,J＝６．５Hz,HＧ６″),２．９２(２H,t,J＝７．０
Hz,H２Ｇβ),３．１９(１H,dd,J＝７．６,８．５Hz,HＧ２′),３．２８
(１H,t,J＝９．２Hz,HＧ４″),３．３０Ｇ３．４１(３H,m,HＧ３′,４′,
５′),３．６１(１H,dd,J＝５．５,１１．２Hz,HＧ６ax′),３．６７Ｇ３．６９
(２H,m,HＧ３″,５″),３．７２(１H,m,HＧαax),３．８２(１H,dd,
J＝１．７,３．１Hz,HＧ２″),３．８９(１H,dd,J＝２．２,１１．２Hz,
HＧ６eq′),４．０４(１H,m,HＧαeq),４．２９(１H,d,J＝７．６Hz,
HＧ１′),４．７３(１H,d,J＝１．７Hz,HＧ１″),７．１７(１H,s,HＧ
４),７．２５(４H,m,HＧ２,３,５,６);１３CＧNMR(１００MHz,
６４１ 广　西　植　物　　　 　　　　　　　　　　　　　　３４卷
CD３OD)δ:１８．０(CＧ６″),３７．２(CＧβ),６８．１(CＧ６′),６９．８(CＧ
５″),７１．６(CＧα),７１．８(CＧ４′),７２．１(CＧ２″),７２．３(CＧ３″),
７４．０(CＧ４″),７５．０(CＧ２′),７６．７(CＧ５′),７８．０(CＧ３′),１０２．２
(CＧ１″),１０４．４(CＧ１′),１２７．２(CＧ４),１２９．３(CＧ３,５),１３０．０
(CＧ２,６),１４０．０(CＧ１)(Kaoruetal．,１９８８,Haseetal．,
１９９５)．
Acknowledgements　Theauthorsaregratefulto
Mr．NING DeＧSheng(GuangxiKey Laboratoryof
FunctionalPhytochemicalsResearchandUtilization)
forNMRmeasurements．
References:
EditorialCommitteeinFloraofChina．１９９６．FloraofChina,(VolＧ
ume４４,Fascicule２)[M]．Beijing:SciencePress,４４:６６－７４
FossenT,LarsenA,BernardT,etal．１９９９．Flavonoidsfrom
blueowersofNymphaeacaerulea[J]．Phytochemistry,５１:
１１３３－１１３７
HaseT,KawamotoY,OhtaniK,etal．１９９５．Cyclohexylethanoids
andrelatedglucosidesfromMillingtoniahortensis[J]．PhytoＧ
chemistry,３９:２３５－２４１
HuangYL,ChenYY,YanXJ,etal．２０１４．Chemicalconstituents
fromtheleavesofAlchoreatrewioides(I)．PhendicacidsandreＧ
latedcompounds[J]．Guihaia,３４(１):１２６－１２９
JiangsuNew MedicalColege．１９７７．DictionaryofChineseTradiＧ
tionalDrugs[M]．Shanghai:ShanghaiScientificandTechnical
Publishers:１００５
KaoruU,ItsunoH,ToshioM,etal．１９８８．StudiesontheconstituＧ
entsofleavesofCitrusunshiu Marcov[J]．ChemPharmBull,
３６:５００４－５００８
LuJH,ChenYY,HunagRS,etal．２０１１．Studyontheantioxidant
activityofextractsfromtheleavesofAlchorneatrewioides[J]．
Guihaia,３１:１３４－１３８
LuJH,WeiYX,ChenYY,etal．２０１２．Chemicalconstituentsfrom
Alchorneatrewioides[J]．NatProdResDev,２４:７７２－７７４
LiuH,MouY,ZhaoJL,etal．２０１０．FlavonoidsfromHalostachys
caspicaandtheirantimicrobialandantioxidantactivities[J]．
Molecules,１５:７９３３－７９４５
MaatooqGT,ElＧSharkawySH,MSA．１９９７．CＧpＧhydroxybenzoylＧ
glycoflavonesfromCitrulluscolocynthis[J]．Phytochemistry,
４４:１８７－１９０
MarkhamKR,TernaiB．１９７６．１３CNMRofflavonoidsＧII:FlaＧ
vonoidsotherthanflavoneandflavonolaglycones[J]．TetrahedＧ
ron,３２:２６０７－２６１２
MiyaseT,AkiraU,NobuoT,etal．１９８７．Studiesontheglycosides
ofEpimediumgrandiflorumvar．thunbergianumII[J]．Chem
PharmBull,３５:３７１３－３７１９
MiyaseT,UenoA,TakizawaN,etal．１９８８．StudiesontheglycoＧ
sidesofEpimediumgrandiflorumvar．thunbergianumIII[J]．
ChemPharmBull,３６:２４７５－２４８４
PetrovicSD,GorunovicMS,WraybV,etal．１９９９．Ataraxasterol
derivativeandphenoliccompoundsfrom Hieracium gymnoＧ
cephalum[J]．Phytochemistry,５０:２９３－２９６
QinRD,ChengW,ZhangQY,etal．２０１２．PhenolicacidderivＧ
ativesfromAlchorneatrewioides[J]．ActaPharmSin,４７:
９２６－９２９
SangSM,ChengXF,ZhuNQ,etal．２００１．Flavonolglycosidesand
noveliridoidglycosidefromtheleavesofMorindacitrifolia[J]．
JAgricFoodChem,４９:４４７８－４４８１
TalitaA,SilvaAM,CamilaY,etal．２０１２．FlavonoidsandanalkaＧ
loidfromZanthoxylumnaranjilloandtheirinvitroevaluation
onthereproductivefitnessofSchistosomamansoni[J]．JMed
PlantsRes,６:５０９９－５１０２
XiaoZP,WuHK,WuT,etal．２００６．Kaempferolandquercetin
flavonoidsfromRosarugosa[J]．ChemNatCompound,４２:
７３６－７３７
􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄􀥄
(上接第２４７页Continuefrompage２４７)
　arygeneticsanalysis(MEGA)softwareversion４．０[J]．MolBiol
Evol,２４:１５９６－１５９９
ThompsonJD,GibsonTJ,PlewniakF,etal．１９９７．TheClustalX
windowsinterface:flexiblestrategiesformultiplesequencealignＧ
mentaidedbyqualityanalysistools[J]．NucleicAcidsRes,２５:
４８７６－４８８２
VonWirenN,LauterFR,NinnemannO,etal．２０００．Differential
regulationofthreefunctionalammoniumtransportergenesbyniＧ
trogeninroothairsandbylightinleavesoftomato[J]．PlantJ,
２１(２):１６７－１７５
WangJM(王剑敏),YinLJ(尹丽娟),ZhangCY(张春英)．２０１１．
StudyontheadaptabilityofendophytesfromRhododendronforＧ
tuneirootstopHandnitrogensource(云锦杜鹃根系内生真菌
pH和氮源适应性研究)[J]．ActaAgricShanghai(上海农业
学报),２７(１):７７－７９
WalkerDJ,SmithSJ,MilerAJ．SimultaneousmeasurementofinＧ
tracelularpHandK＋ orNO－３ inbarleyrootcelsusingtripleＧ
barreled,ionＧselectivemicroelectrodes[J]．PlantPhysiol,１９９５,
１０８(２):７４３－７５１
YangB(杨兵),ZhangCY(张春英),WangX(王献),etal．２０１０．
SurveyonresourcesofrootＧassociatedfungalendophytesinRhoＧ
dodendroncv．andanalysisonitsdiversity(杜鹃花根系内生菌
资源调查及多样性分析)[J]．JHenanAgricUniv(河南农业
大学学报),４４(３):２９０－２９４
ZhangCY(张春英)．２００８．Diversityofericoidmycorrhizaandthe
relatedfungiisolatedfromhairrootsofRhododendronfortunei
(云锦杜鹃菌根及其菌根真菌多样性研究)[D]．Beijing(北
京):ForestryUniversity(北京林业大学)
ZhenRG,KoyroHW,LeighRA,etal．１９９１．MillerAJ．ComＧ
partmentalnitrateconcentrationsinbarleyrootcellsmeasuredＧ
withnitrateＧselective microelectrodesandbysingleＧcellsap
sampling[J]．Planta,１８５(３):３５６－３６１
ZhuCY(朱春艳),LiZY(李志炎),BaoCS(鲍淳松),etal．２００６．
InvitrorapidmicropropagationofRhododendronfortunei(云
锦杜鹃组培快繁技术研究)[J]．ChinAgricSciBul(中国农学
通报),２２(５):３３５－３３７
７４１２期　　　　 黄永林等:红背山麻杆叶的化学成分研究(Ⅱ)———黄酮和苯乙醇苷类化合物