Study on the Chemical Constituents of Clerodendrum japonicum,a Zhuang Medicine

[Objectives]To make a preliminary study on the chemical constituents of Clerodendrum japonicum,a Zhuang medicine,so as to provide theoretical support and scientific basis for exploring its medicinal value and comprehensive development and utilization.[Methods]The compounds were separated by macroporous adsorption resin,silica gel,Sephadex LH-20,ODS chromatographic column and preparative high performance liquid chromatography,and their structures were identified by NMR and MS data.[Results]8 compounds were isolated and identified from Clerodendrum japonicum extract with 80%ethanol solution:(1)fumaric acid,(2)trans-p-hydroxycinnamic acid,(3)cis-p-hydroxycinnamic acid,(4)ethyl caffeate,(5)acteoside,(6)kaempferol,(7)apigenin-7-O-β-D-glucopyranoside,(8)caffeic acid.[Conclusions]8 compounds were isolated and purified from the ethanol extract of Clerodendrum japonicum.

The chemical constituents of the tissue culture cells of Daphne giraldii cullus

Three compounds were isolated from the tissue culture cells of Daphne giraldii cullus, their structures were identified as daphneolone （1）, S-（＋）-1-（4-hydroxy-3-methoxyphenyl）-3-hydroxy-5-phenyl-l-pentanone （2）, S-（＋）-1-（4-methoxyphenyl）-3- hydroxy-5-phenyl-l-pentanone （3）, and among them, 2 was a new compound, 3 was a novel natural product.

Chemical Constituents from Ethnic Medicine Laportea bulbifera

[Objectives]This study was conducted to study the chemical constituents from Laportea bulbifera. [Methods] The 60% ethanol extract from L. bulbifera was isolated and purified by silica, Sephadex LH-20, ODS, semi-preparative HPLC and recrystallization. Their chemical structures were elucidated by physicochemical properties and spectroscopic methods. [Results] These compounds were determined as kaempferol-3-O-α-L-(3-O-acetyl)-rhamnoside-7-O-α-L-rhamnoside(1), sutchuenoside A(2), kaempferol-3-O-[β-D-glucopyranosyl-(1→3)]-α-L-(4-O-acetyl)-rhamnopyranoside-7-O-α-L-rhamnopyranoside(3). Compounds 1-3 are isolated from genus Laportea for the first time. Compound 3 is a new compound. [Conclusions] This study lays a foundation for improving the quality standard of L. bulbifera and the development and utilization of its resources.

Study on Chemical Constituents from Phellodendron chinense

[Objectives]To isolate and identify chemical constituents from Phellodendron chinense.[Methods]Compounds were isolated by silica gel,Sephadex LH-20,and ODS column chromatography,and their structures were determined by means of the spectral analysis and physicochemical properties.[Results]Eleven compounds were isolated and identified as berberine(1),obaculactone(2),shihulimonin A(3),N-p-coumaroyltyramine(4),1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxy-propyl)-2-methoxyphenoxy]-propane-1,3-diol(5),phellodendrine(6),magnoflorine(7),palmatine(8),jatrorrhizine(9),columbamine(10),and obacunone(11).[Conclusions]Compounds 3 and 5 were isolated from Phellodendron for the first time,and compound 4 was isolated from this plant for the first time.

Study on Chemical Constituents of Ethanol Extract from Yao Medicine Cissampelopsis spelaeicola

[Objectives]The research aimed to study the chemical constituents of ethanol extract from Yao medicine Cissampelopsis spelaeicola.[Methods]The petroleum ether,ethyl acetate and n-butanol fractions from 75%ethanol extract of C.spelaeicola were isolated and purified by silica gel,SephadexLH-20 gel column and AB-8 macroporous resin column,etc.The structures of the compounds were analyzed and identified by physicochemical properties and spectral data(mass spectrometry,hydrogen spectrum and carbon spectrum).[Results]Twelve compounds were isolated and identified from 75%ethanol extract of C.spelaeicola.β-sitostero(I)and stigmasterol(II)were isolated from petroleum ether fraction;p-hydroxybenzoic acid(III),β-daucossterol(IV),protocatechuic acid(V),6β-hydroxyeremophi-7(11)-en-12,8β-olide(VI),10β-hydroxyeremophil-7(11)-en-8,12-olide(VII),10β-hydroxyeremophi-7(11),8(9)-dien-8,12-olide(VIII),quercetin(IX),hyperin(X)and 4α-hydroxy-eudesman-11-ene(XI)were isolated from ethyl acetate fraction;quercetin-3-O-robinobioside(XII)was isolated from n-butanol fraction.Compounds I-XII were isolated from C.spelaeicola for the first time.[Conclusions]The study can lay material foundation for activity study of C.spelaeicola.

Chemical constituents from the leaves of Premna microphylla Turcz

Phytochemical investigation of the leaves of Premna microphylla Turcz led to the isolation of 13 known compounds. Based on spectroscopic and chemical evidences, their structures were identified as diosmetin （1）, blumenol A （2）, （3S,5R,6S,7E,9R）-5,6-epoxy-3,9-dihydroxy-7-megastigmene （3）, 3β-hydroxy-5a,6a-epoxy-γ-megastigmen-9-one （4）, ixerol B （5）, （-）-dehydrovomifoliol （6）, 3S,5R-dihydroxy-6S,7-megastigmadien-9-one （7）, loliotide （8）, （＋）-dehydrololiolide （9）, （＋）-medioresinol （10）, 4-oxopinoresinol （11）, tormentic acid （12）, and indole-3-carboxylic acid （13）. Compounds 2-13 described above were isolated from this genus for the first time.

Chemical constituents of Rhodiola kirilowii Maxim.

Chemical constituents of the whole herb of Rhodiola kirilowii(Regl) Maxim.were investigated.The separation of the constituents was achieved by using a combination of various chromatographic techniques including column chromatography over silica gel,ODS,Sephadex LH-20 and reversed-phase HPLC.Their structures were elucidated by spectroscopic techniques including 1D and 2D NMR spectroscopy.Eleven compounds were obtained and identified as 4-hydroxyphenylethyl-(4'- methoxyphenylethyl)ether(1),1-(2-hydroxy-2-methylbutanoate)-β-D-glucopyranose(2),4-ethoxy-phenylethanol acetate(3),p-hydroxyacetophenone (4),p-hydroxy-benzoic acid ethylester(5),4-hydroxybenzoic acid(6),4-hydroxybenzaldehyde(7),R(-)-mellein (8),stigmasterol(9),4-methoxy-phenylethanol(10),and methylgallate(11).Among them,1 and 2 are new compounds; compounds 3,5,7,8,and 10 were isolated from Rhodiola genus for the first time;and compounds 4,6,9,and 11 were isolated from Rhodiola kirilowii(Regl) Maxim.for the first time.

Chemical constituents from the flowers of Rhododendron molle G. Don

The aim of current study was to investigate the chemical constituents from the flowers of Rhododendron molle G. Don. The isolation and purification of components were achieved by a series of chromatography including silica gel, Sephadex LH-20, and reversed-phase HPLC. Their structures were identified based on 1D, 2D NMR, and mass spectral analysis. Fifteen known compounds were isolated and their structures were identified as 2E,4Z-abscisic acid（1）, 2α-hydroxy-oleanolic acid（2）, oleanic acid（3）, asiatic acid（4）, benzyl glucoside（5）, dibutyl phthalate（6）, β-sitosterol（7）, vitexin（8）, quercetin（9）, steraric acid（10）, rhodomollein I（11）, rhodojaponin VI（12）, rhodomollein XI（13）, rhodojaponin II（14）, kalmanol（15）. Compounds 1–10 were isolated from Rhododendron molle for the first time.

Chemical constituents from processed seeds of Strychnos nux-vomica

Fifteen compounds were isolated from the processed seeds of Strychnos nux-vomica and were identified as follows：strychnine（1）,brucine（2）,pseudostrychnine（3）,pseudobrucine（4）,secoxyloganin（5）,caffeic acid（6）,p-hydroxybenzoic acid（7）,p-hydroxyphenylacetic acid（8）,uvaol（9）,stigmasta-7,22,25-triene-3-ol（10）,lupeol（11）,11-oxo-α-amyrin palmitate（12）,catechol（13）,maltol（14）,adenosine（15）.Compounds 5-15 were isolated from genus Strychnos for the first time.

Chemical constituents from Paliurus ramosissimus

In the present research, in order to study the chemical constituents ofPaliurus ramosissimus （Lour.） Poir., the isolation of its ingredients was performed by repeated chromatography on silica gel, Sephadex LH-20, ODS and preparative HPLC. Their structures were elucidated on the basis of combination of mass spectrometry and 1D, 2D NMR spectroscopy. A total of 8 compounds were obtained, and their structures were identified as 313-hydroxy-27-（3,4-dihydroxybenzoyl）oxylup-20（29）-en- 28-oic acid （1）, betulinic acid （2）, lupeol （3）, 27-O-trans-caffeoylcylicodiscic acid （4）, ceanothic acid （5）, 24-hydroxyceanothic acid （6）, dihydrokaempferol （7）, eriodictyol （8）. Among them, compound 1 was a new compound. Compounds 3-4, 7-8 were isolated from Paliurus ramosissimus （Lour.） Poir. for the first time.

Chemical constituents from the fruit calyx of Physalis alkekengi var. francheti

In the present study, in order to investigate the chemical constituents of Physal＆ alkekengi L. var. franchetii （Mast.） Makino, the isolation of ingredients was performed by repeated chromatography on silica gel, Sephadex LH-20 and preparative HPLC. Their structures were identified based on 1D, 2D NMR, and mass spectral analysis, A total of 14 compounds were obtained, and their structures were identified as physalin P （1）, 4,7-didehydroneophysalin B （2）, physalin D （3）, 5α-hydroxy-25,27-dihydro-7- dehydro-7-deoxyneophysalin A （4）, 4,7-didehydrophysalin B （5）, ursolic acid （6）, wogonin （7）, blumenol A （8）, nobiletin （9）, liquiritigenin （10）, schizandrin （11）, 5-hydroxymethylfurfural （12）, 5-（hydroxymethy1）-2-（dimethoxymethyl）furan （13）, 1-O- [3-O-2-methyl-5-（2,3,4-trimethyl）pheny1-2,3-pentanedi]-β-D-xylopyranosyl-（1→6）-β-D-galactopyranoside （14）. Among them, compound 14 is a new compound. Compounds 7-11, 13 are isolated from Physalis alkekengi L. var.franchetii （Mast.） Makino for the first time.

Chemical constituents from Croton crassifolius Geisel

Croton crassifolius Geisel belongs to the genus croton of the family euphorbiaceae. By means of solvent extraction and repeated chromatorgraphy on silica gel, Sephadex LH-20 and HPLC, the ethanol extract of the roots of Croton crassifolius Geisel was chemically investigated, which led to the isolation of nine diterpenoids. By using spectroscopic analysis, their structures were identified as follows： Crassifolin P（1）, Crassifolin J（2）, 1,5,6-trimethyl-5-（2-（5-oxo-2,5-dihydrofuran-3-yl）ethyl）-1,2,3,4,5,6,7,8-octahydronaphthalene-1-carboxylate（3）, Penduliflaworosin（4）, isoteucvin（5）, Crassifolin G（6）, teucvin（7）, Chettaphanin I（8）, mallotucin D（9）. Among of them compound 1 was a new compound.

Chemical constituents and analgesic activity of Aconitum kusnezoffii Reichb.

In the present study,we aimed to investigate the chemical constituents and analgesic activity of Aconitum kusnezoffii Reichb. The isolation and purification of components were achieved by a series of chromatography, including silica gel, Sephadex LH-20 and HPLC. By using spectroscopic analysis, their structures were identified. Using PDE-4A as analgesic target, moleculardocking was conducted between isolated compounds by using Schrodinger software. Neoline is a typical non-ester diterpene alkaloid. It was studied by using the mouse torsion body method and hot plate method. A total of 12 diterpene alkaloids were obtainedand identified as Mesaconitine(1), Bewutine (2), Bewudine (3), Songoramine (4), Songorine (5), Neoline (6), Talasamine (7), isotalatizidine (8), Hokbusine A (9), Mesaconine (10), 8-OEt-14-benzoylmesaconine (11), 8-Methoxy-14-benzoyl-beiwutinine (12).Compounds 9 and 12 were isolated from Aconitum kusnezoffii Reichb. for the first time. Twelve diterpenealkaloids could act on the analgesic target. Neoline is a typical non-ester diterpene alkaloid. It had significant analgesic effect. Diterpene alkaloids were the main components of Aconitum kusnezoffiiReichb., and they had good analgesic activity.

Chemical constituents of Rhodiola kirilowii Maxim.

Chemical constituents of the whole herb ofRhodiola kirilowii （Regl） Maxim. were investigated. The separation of the constituents was achieved by using a combination of various chromatographic techniques including column chromatography over silica gel, ODS, Sephadex LH-20 and reversed-phase HPLC. Their structures were elucidated by spectroscopic techniques including ID and 2D NMR spectroscopy. Eleven compounds were obtained and identified as 4-hydroxyphenylethyl-（4＇- methoxyphenylethyl）ether （1）, 1-（2-hydroxy-2-methylbutanoate）-β-D-glucopyranose （2）, 4-ethoxy-phenylethanol acetate （3）, p- hydroxyacetophenone （4）, p-hydroxy-benzoic acid ethylester （5）, 4-hydroxybenzoic acid （6）, 4-hydroxybenzaldehyde （7）, R（-）- mellein （8）, stigrnasterol （9）, 4-methoxy-phenylethanol （10）, and methylgallate （11）. Among them, 1 and 2 are new compounds; compounds 3, 5, 7, 8, and 10 were isolated from Rhodiola genus for the first time; and compounds 4, 6, 9, and 11 were isolated from Rhodiola kirilowii （Reg 1） Maxim. for the first time.

Chemical constituents from the stem of Embelia laeta

In the present study,we aimed to investigate the chemical constituents from Embelia laeta.The constituents were separated by various column chromatography,including silica gel,ODS gel,MCI gel,Sephadex LH-20,and semipreparative HPLC.Their structures were elucidated by spectroscopic means.A total of 13 compounds were isolated from E.laeta and identified as(6R,9R)-1-Oxo-α-ionol-9-O-β-D-goucopyranoside(1),(+)-Pinoresinol(2),Leptolepisol D(3),Kaempferol(4),Kaempferol-3-α-L-Ramnopyranoside(5),Kaempferol-3-β-D-(6-O-trans-p-coumaroyl) glucopyranoside(6),Bis(2-ethylhexyl) phthalate(7),2-Benzenedicarboxylic diisobutyl ester(8),Caffeic acid methyl ester(9),Paldehyde(10),Coniferaldehyde(11),Caffeic acid(12)and 5-Hydroxymethyl furfural(13),respectively.All the compounds were isolated from E.laeta for the first time.

Chemical constituents from Teucrium viscidum

A new monoterpenoid,4,5,8-trihydroxy-6（7）-en-decenoic acid γ-lactone（1） and six known compounds,3,7-dimethyloct-1-ene-3,6,7-triol（2）,2,8-bornanediol（3）,1-（4-hydroxyphenyl）ethane-1,2-diol（4）,2-（3-methoxy-4-hydroxyphenyl）-propane-1,3-diol（5）,indole-3-carboxylic acid（6）,and 3-hydroxy-benzenemethanol（7） were isolated from the whole parts of Teucrium viscidum.Their structures were established by a combination of spectroscopic data analysis,besides comparison with literature data.Compounds 2–7 described above were isolated from this genus for the first time.

Chemical constituents from Trichosanthes cucumeroides

One new triterpenoid, 3β-[(E)-caffeoyloxy]-D:C-friedooleana-7,9(11)-dien-29-oic acid(1) and nine known triterpenoids identified as cucurbitacin B(2), 23,24-dihydrocucurbitacin B(3), 23,24-dihydrocu-curbitacin D(4), cucurbitacin D(5), cucurbalsaminol A(6), 3-epi-isocucurbitacin D(7), curbitacin G(8), cucurbitacin J(9) and cucurbitacin I(10) were purified from Trichosanthes cucumeroides. Their structures were confirmed by spectroscopic data analysis and comparison with previous literature. All compounds were obtained from T. cucumeroides for the first time.

Chemical constituents isolated from the endophytic fungus Penicillium commune

Phytochemical investigation of the endophytic fungus Penicillium commune led to the isolation of nine known compounds. Based on the spectroscopic and chemical properties, their structures were identified as 6-acetyl-2α,5-dihydroxy-2-（2-hydroxypropyl）-3α,8-dimethylchroman（1）, communol B（2）, communol E（3）, communol G（4）, 2-hydroxy-4-phenylquinoline（5）, viridicatol（6）, 3-O-methylviridicatin（7）, trans-ferulic acid（8）, 1,2-benzenediol,4-（2-methoxyethenyl）（9）. Compounds 1 and 5–9 were isolated from this fungus for the first time.

关苍术亲脂性化学成分研究

目的:研究关苍术亲脂性成分的化学成分。方法:使用硅胶柱色谱、Sephadex LH-20柱色谱、中压液相色谱和半制备HPLC等方法对关苍术中的化学成分进行分离纯化,并通过理化性质和MS与NMR等波谱技术对其化学成分进行结构鉴定。结果:从关苍术药材中分离并鉴定了12种化合物,分别鉴定为osthol(1)、Atractylochromene(2)、6,7-二羟基-8-甲氧基香豆素(3)、8-羟基-6,7-二甲氧基香豆素(4)、7-甲氧基香豆素(5)、豆甾-4-烯-3-酮(6)、蒲公英萜醇乙酸酯(7)、白术内酯Ⅱ(8)、白术内酯Ⅰ(9)、桉叶-4(15)-烯-7β,11-二醇(10)、反式对羟基桂皮酸甲酯(11)、丁香醛(12)。结论:化合物1,3~6,10~12为首次从关苍术中分离的化合物。

鲜卑花的化学成分研究

目的:本研究对鲜卑花Sibiraea laevigata的干燥叶的化学成分进行研究。方法:采用两相溶剂萃取法得到醋酸乙酯层,将醋酸乙酯层经硅胶、凝胶柱色谱法及重结晶法等方法,进行分离纯化,运用^(1)H-NMR、^(13)C-NMR、MS等光谱学方法对化合物的结构进行鉴定。结果:从鲜卑花Sibiraea laevigata的干燥叶中,分离纯化出6个化合物,分别为6β-羟基豆甾-4-烯-3-酮(1)、豆甾-4-烯-3β-醇(2)、麦角甾-7,22-二烯-3β-醇(3)、3β,6β,23-三羟基-12-烯-28-齐墩果酸(4)、2α,3α-二羟基-12-烯-28-齐墩果酸(5)、齐墩果酸(6)。结论:其中,除化合物6以外,其余化合物均为从鲜卑花属植物中首次分离得到。