广东土牛膝的化学成分

广东土牛膝为菊科泽兰属植物华泽兰（Eupatorium chinense）的干燥根。从其甲醇提取物中共分离得到11个化合物,其中eupatorinA（1）为一新化合物,经波谱学方法鉴定为（threo）-3-O-acetyl-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenoxy]propyl-β-D-glucopy-ranoside。已知化合物分别鉴定为（threo）-3-hydroxy-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenox-y]-propyl-β-D-glucopyranoside（2）,ardisiacrispinA（3）,ardisiac-rispinB（4）,euparone（5）,3-（2,3-dihydroxy-isopen-tyl）-4-hydroxyacetophenone（6）,12,13-di-hydroxy-euparin（7）,gymnastone（8）,N-（2′-hydroxy-tetracosanosyl）-2-amino-1,3,4-trihydroxy-octa-dec-8-（E）-ene（9）,stigmasterol（10）和stigmasterol-3-O-β-D-glucopyranoside（11）。化合物2-4为首次从菊科植物,5-8为首次从泽兰属植物中分离得到。     

广东紫珠中的苯丙素类化合物及其抗菌活性

采用多种色谱技术从岭南常用药材广东紫珠(Callicarpa kwangtungensis)地上部分醇提物中分离得到10个苯丙素类化合物,通过波谱分析和文献数据对照,将其分别鉴定为3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxy-1-(E)-propenyl)-2,6-dimethoxyphenoxy]-propyl-β-D-glucopyranoside(1)、peiioside A(2)、syringalide A 3′-α-L-rhanmnopyranoside(3)、parvifloroside A(4)、 leucosceptoside B(5)、alyssonoside(6)、longissimoside B(7)、acteoside(8)、forsythoside B(9)和poliumoside(10)。其中,化合物1为首次从马鞭草科植物中分离得到,化合物4为首次从紫珠属植物中分离得到,化合物2、5和7均为首次从该植物中分离得到。抑菌实验结果表明,广东紫珠中4个含量较为丰富的苯丙素类化合物6、8、9和10对金黄色葡萄球菌、大肠杆菌和绿脓杆菌具有一定程度的抑制活性。研究结果为广东紫珠在抑菌方面的临床应用提供了参考依据。     

异叶三宝木叶的化学成分研究(英文)

从异叶三宝木(Trigonostemon flavidus)叶中分离得到9个化合物,经波谱数据分析鉴定为robustic acid(1),1-[6-hydroxy-2-methoxy-2″,2″-dimethylpyrano-(5″,6″:3,4)]-2-(4’-methoxyphenyl)-1,2-ethanedione(2),3β-ursolic acid(3),(6S,7E)-6-hydroxy-4,7-megastigmadien-3,9-dione(4),3(-hydroxy-5,6-epoxy-7-megastigmen-9-one(5),(3R,6R,7E)-3-hydroxy-4,7-megastigmadien-9-one(6),loliolide(7),methyl P-coumarate(8),和methyl si-napate(9)。化合物1～7和9为首次从三宝木属(Trigonostemon)植物中分离得到。     

芒果叶化学成分研究 II

为探讨芒果(Mangifera indica L.)的化学成分,从芒果叶的70%乙醇提取物中分离鉴定了13个化合物,经波谱分析,分别鉴定为:(–)-secoisolariciresinol-9′-O-D-glucopyranoside(1)、7S,8R-erythro-4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-β-D-glucopyranoside(2)、7R,8R-threo-4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9′-O-β-D-glucopyranoside(3)、(7R/S,8R)-7,8-dihydro-9′-hydroxyl-3′-methoxyl-8-hydroxymethyl-7-(4-hydroxy-3-methoxyphenyl)-1′-benzofuranpropanol 9′-O-β-D-glucopyranoside(4)、citrusin D(5)、丁香苷(6)、2,6-二甲氧基-4-羟基苯基-1-O-β-D-葡萄糖苷(7)、原儿茶酸(8)、没食子酸(9)、没食子酸甲酯(10)、没食子酸乙酯(11)、4,5-二羟基-3-甲氧基苯甲酸(12)、β-胡萝卜苷(13)。其中化合物1～7和12为首次从芒果属植物中分离得到。     

泽漆的化学成分研究

采用多种分离材料包括硅胶、Sephadex LH-20和反相RP-18从泽漆的95%乙醇提取物的正丁醇部位分离得到12个化合物,经过波谱学方法分别鉴定为Helioscopin D(1),Isofraxidin(2),Swertiamarin(3),13-Car-boxyblumenol C(4),4,4′-dimethoxy-3′-hydroxy-7,9′,7′9-diepoxyligan-3-O-β-D-glucopyranoside(5),(+)-Syringa-resinol-4′-O-β-D-glucoside(6),2S,3R-2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-benzofuran-5-(trans)propen-1-ol-3-O-β-glucoside(7),Quinquenin L1(8),(6R,9S)-megastigman-3-one-4,7-ene-9-ol-9-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranoside(9),2R,3R-2,3-Dihydro-2-(4′-hydroxy-3′-methoxyphenyl)-3-(glucosyloxymethyl)-7-methoxy-benzofuran-5-propanol(dihydrodehydrodiconiferyl-alcohol-β-D-glucoside)(10),Thy-midine(11),和Deoxyuridine(12)。其中化合物1为一个降倍半萜类新化合物,其余化合物从该种中首次分离。     

锥序蜜心果中酚性成分的研究

从锥序蜜心果的乙酸乙酯部分中分离到5个化合物,通过波谱数据或与已知化合物对照,它们分别鉴定为(E)-3-(3-hydroxy-4-methoxyphenyl)acrylic acid carboxymethyl ester(1),3,4-二羟基苯甲酸(2),槲皮素-3-O-β-葡萄糖甙(3),山萘酚-3-O-α-鼠李糖甙(4)和槲皮素-3-O-α-鼠李糖甙(5),以上化合物均为首次从该属植物中分离到.     

小叶石楠中苷类化学成分的研究

从小叶石楠[Photinia parvifolia (Pritz.)Schneid]茎中分离得到10种化合物,利用波谱学方法分别鉴定为：（6′-O-palmitoly)-sitosterol-3-O-β-D-glucoside(1),isotachioside(2)、hexaacetate of (-)-lyoniresinol-3α-L-rhamnopyranoside(3a),koaburaside(4)、2,6-dimethoxy-4-hydroxyphenol-1-O-β-D-glucopyranoside(5),3-O-(β-D-glucopyranosyl)-1-(3′,5′-dimethoxy-4′-hydroxyphenyl)-1-propanone(6),di-O-methylcrenatin(7),L-threoguaiacylglycerol 8-O-β-glucopyranoside(8),苦杏仁苷（9）,D-threo-guaiacylglycerol 8-O-β-glucopyranoside(10)。以上10个化合物均为首次从该属植物中分离得到。     

肾茶化学成分研究

采用色谱法从肾茶中分离得到18个化合物,利用波谱学方法鉴定了它们的结构,分别命名为(7'S,8'S)-8-epiblechnic acid diacetate(1)、threo-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol(2)、9-hydroxy-4,7-megastigmadien-3-one(3),dehydrololiolide(4),3-hydroxy-4-oxo-7,8-dihydro-β-ionone(5)、3-hydroxy-7,8-dehydro-β-ionol(6)、3-hydroxy-5,6-epoxy-β-ionone(7)、loliolide(8)、threo-2,3-bis(4-hydroxy-3-methoxyphenyl)-3-ethoxy-propan-1-ol(9)、erythro-2,3-bis-(4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol(10)、松脂醇(11)、(+)-丁香脂素(12)、(+)-(7R,7'R,7'R,7''R,8S,8'S,8'S,8''S)-4',4''-dihydroxy-3,3',3',3'',5,5'-hexame-thoxy-7,9':7',9-diepoxy-4,8':4',8''-bisoxy-8,8'-dineolignan-7',7'',9',9''-tetraol(13)、fragransin B1(14)、fragransin B2(15)、fragransin B3(16)、sacidumol A(17)和5,6,7,3',4'-五甲氧基黄烷酮(18)。其中化合物1和2为新化合物,除了化合物12和18外,其余化合物均为首次从肾茶属中被分离得到。化合物1由于含有二个乙氧基,因此其可能产生于分离过程,我们采用ECD计算确定了其绝对构型。     

开口箭根茎中甾体化合物的研究

从开口箭根茎部位共分离得到9个甾体化合物,经波谱数据分析结合文献对照分别鉴定为3-epi-neoruscogenin-3-β-D-glucopyranoside(1),3-epi-ruscogenin-3-β-D-glucopyranoside(2),ranmogenin A(3),convallagenin B(4),3-epi-neoruscogenin(5),tupichigenin E(6),(20S,22R)-spirost-25(27)-ene-1β,2β,3β,4β,5β,7α-hexaol-6-one(7),β-谷甾醇(8)和胡萝卜苷(9)。其中化合物1、2和4为首次从该植物中分离得到。     

秋枫化学成分的研究

利用各种色谱技术从秋枫(Bischofia javanica)的根中分离得到11个化合物。通过波谱学方法鉴定为3,4-二羟基苯乙醇(1),2-(3,4-dihydroxy)-phenylethyl-O-β-D-glucopyranoside(2),tachioside(3),isotachioside(4),儿茶素(5),表儿茶素(6),没食子儿茶素(7),4-羟基-2-甲氧基苯酚1-O-β-D-(6’-O-没食子酰基)葡萄糖苷(8),4-hydroxy-3-methoxyphenol-β-D-[6-O-(4-hydroxy-3,5-dimethoxylbenzoate)]glucopyranoside(9),maesopsin-6-O-glucopyranoside(10),β-香树脂醇乙酸酯(11)。所有化合物均为首次从该种植物中分离得到。     

Chemical Constituents of Guangdong Tu Niu Xi (Eupatorium chinense,Compositae)

One new compound, namely eupatorin A (1), was isolated from the methanolic extract of Guangdong Tu Niu Xi, the dried roots of Eupatorium chinense (Compositae). Its structure was determined to be (threo) 3 O acetyl 1 (4 hydroxy 3 methoxyphenyl) 2 \[4 (3 hydroxy 1 (E) propenyl) 2, 6 dimethoxyphenoxy\]propyl β D gluco pyranoside on the basis of detailed spectroscopic analysis. In addition, ten known compounds, including (threo) 3 hydroxy 1 (4 hydroxy 3 methoxyphenyl) 2 \[4 (3 hydroxy 1 (E) propenyl) 2, 6 dimethoxyphenoxy\]propyl β D glucopyranoside (2), ardisiacrispin A (3), ardisiacrispin B (4), euparone (5), 3 (2, 3 dihydroxy isopentyl) 4 hydroxy acetophenone (6), 12,13 dihydroxy euparin (7), gymnastone (8), N (2′ hydroxy tetracosanosyl) 2 amino 1, 3, 4 trihydroxy octadec 8 (E) ene (9), stigmasterol (10) and stigmasterol 3 O β D glucopyranoside (11) were also obtained. This was the first time that compounds 2-4 were reported from Compositae family, while 5-8 were isolated from the genus Eupatorium.     

Two New Antioxidant Phenylpropanoids from Lindelofia stylosa

Two new phenylpropanoids were isolated from Lindelofia stylosa (Kar . and Kir .) and characterized as 4‐hydroxy‐N‐{4‐[(E)‐3‐(4‐hydroxy‐3‐methoxyphenyl)prop‐2‐enamido]butyl}benzamide ( 1 ) and 2‐[3‐hydroxy‐4‐(4‐hydroxyphenoxy)phenyl]‐1‐(methoxycarbonyl)ethyl (E)‐3‐(3,4‐dihydroxyphenyl)prop‐2‐enoate ( 2 ). Four known compounds, i.e. two phenylpropanoids, p‐coumaric acid (=(E)‐3‐(4‐hydroxyphenyl)prop‐2‐enoic acid; 3 ) and ferulic acid (=(E)‐3‐(4‐hydroxy‐3‐methoxyphenyl)prop‐2‐enoic acid; 4 ), and two naphthalene glycosides, 8‐O‐β‐D ‐glucopyranosyltorachrysone ( 5 ) and 8‐O‐β‐D ‐glucopyranosyl‐6‐demethoxytorachrysone ( 6 ), were also isolated for the first time from the plant. Compounds 1 – 6 were subjected to various antioxidant assays, including DPPH radical‐ and superoxide anion‐scavenging, and Fe²⁺‐chelation assays. Compound 2 was found to be most active in all assays with potency nearly similar to that of propyl gallate. Besides 2 , compounds 1 and 5 were also found to be active in DPPH radical‐scavenging standard assay.     

Chemical Constituents of Daphne giraldii Nitsche

In a search for structurally interesting substances from traditional Chinese medicines, eight compounds were isolated from an ethanolic extract of the stem bark of Daphne giraldii Nitsche. On the basis of one- and two-dimensional nuclear magnetic resonance and mass spectrometry data, and chemical methods, their structures were determined to be 2H-1-benzopyran-2-one-8-hydroxy-7-O-β-D-glucopyranosyl-5-（2-oxo- 2H-1-benzopyran-7-hydroxy-8-yloxy） （compound 1）, 1-pentanone, 1-（4-hydroxyphenyl）-5-phenyl （compound 2）, octadecyl caffeate （compound 3）, （＋）syringaresinol-4,4＇-diglycoside （compound 4）, daphnetin-8-O-β-D- glucopyranoside （compound 5）, p-hydroxybenzoic acid （compound 6）, 7,7＇-dihydroxy-[6, 8＇-bi-2H-benzopyran]- 2, 2＇-dione （compound 7）, and daphnorin （compound 8）, respectively. Of the compounds isolated, compounds 1 and 2, which we named daphnolin and daphnolon, respectively, were new, and the others were obtained from this plant for the first time.     

A Novel Flavonoid Glucoside from Anoectochilus roxburghii （Wall,） Lindl.

Eight compounds were isolated from the ethyl acetate- and n-butanol-soluble fractions of the ethanollc extract of the whole plant of Anoectochllus roxburghll（Wali.） Lindi. （Orchidaceee）. On the basis of spectroscopic methods, the structures of these compounds were elucidated as quercetin-7-O-β-D-[6＂-O-（trans-feruloyi）]- giucopyranosids （compound 1）, 8-C-p-HydroxybenzyiquerceUn （compound 2）, isorhamnetin-7-O-β-D- giucopyranoside （compound 3）, isorhamnetin-3-O-β-D-giucopyranoside （compound 4）, kaempferoi-3-O-β-D- giucopyranoside （compound 5）, kaempferoi-7-O-β-D-giucopyranoside （compound 6）, 5-hydroxy-3＇,4＇,7- trimethoxyfiavonoi-3-O-β-D-rutinoside （compound 7）, and isorhamnetin-3-O-β-D-rutinoside （compound 8）. Of the compounds isoisted, compound 1 was a new flavonoid giucoside and exhibited strong scavenging activity against the 1,1-diphenyi-2-picryihydrazyi free radical, whereas the ethanolic extract showed weak activity. Compounds 2-8 were obtained from this family for the first time.     

Phenolic compounds from the whole plants of Gentiana rhodantha (Gentianaceae)

Gentiana rhodantha Franch. ex Hemsl. (Gentianaceae), an annual herb widely distributed in the southwest of China, has been medicinally used for the treatment of inflammation, cholecystitis, and tuberculosis by the local people of its growing areas. Chemical investigation on the whole plants led to the identification of eight new phenolic compounds, rhodanthenones A–D ( 1 – 4 , resp.), apigenin 7‐O‐glucopyranosyl‐(1→3)‐glucopyranosyl‐(1→3)‐glucopyranoside ( 5 ), 1,2‐dihydroxy‐4‐methoxybenzene 1‐O‐α‐L ‐rhamnopyranosyl‐(1→6)‐β‐D ‐glucopyranoside ( 6 ), 1,2‐dihydroxy‐4,6‐dimethoxybenzene 1‐O‐α‐L ‐rhamnopyranosyl‐(1→6)‐β‐D ‐glucopyranoside ( 7 ), and methyl 2‐O‐β‐D ‐glucopyranosyl‐2,4,6‐trihydroxybenzoate ( 8 ), together with eleven known compounds, 9 – 19 . Their structures were determined on the basis of detailed spectroscopic analyses and chemical methods. Acetylcholinesterase (AChE) inhibition and cytotoxicity tests against five human cancer cell lines showed that only rhodanthenone D ( 4 ) and mangiferin ( 12 ) exhibited 18.4 and 13.4% of AChE inhibitory effects at a concentration of 10⁻⁴ M , respectively, while compounds 1 – 5 and the known xanthones lancerin ( 11 ), mangiferin ( 12 ), and neomangiferin ( 13 ) displayed no cytotoxicity at a concentration of 40 μM .     

Analysis of sesquiterpene lactones in Eupatorium lindleyanum by HPLC‐PDA‐ESI‐MS/MS

Introduction – The aerial part Eupatorium lindleyanum is commonly used as an antipyretic and detoxicant clinically in traditional Chinese medicine. Our previous research showed that germacrane sesquiterpene lactones were its main active constituents, so the development of rapid and accurate methods for the identification of the sesquiterpene lactones is of great significance. Objective – To develop an HPLC‐PDA‐ESI‐MS/MS method capable for simple and rapid analysis of germacrane sesquiterpene lactones in the aerial part E. lindleyanum. Methodology – High‐performance liquid chromatography‐photodiode array detection‐electrospray ionization‐tandem mass spectrometry was used to analyze germacrane sesquiterpene lactones of Eupatorium lindleyanum. The fragmentation behavior of germacrane sesquiterpene lactones in a Micromass Q/TOF Mass Spectrometer was discussed, and 9 germacrane sesquiterpene lactones were identified by comparison of their characteristic data of HPLC and MS analyses with those obtained from reference compounds. Results – The investigated germacrane sesquiterpene lactones were identified as eupalinolides C (1), 3β‐acetoxy‐8β‐(4′‐hydroxy‐tigloyloxy)‐14‐hydroxy‐costunolide (2), eupalinolides A (3), eupalinolides B (4), eupalinolides E (5), 3β‐acetoxy‐8β‐(4′‐oxo‐tigloyloxy)‐14‐hydroxy‐heliangolide (6), 3β‐acetoxy‐8β‐(4′‐oxo‐ tigloyloxy)‐14‐hydroxy‐costunolide (7), hiyodorilactone B (8), and 3β‐acetoxy‐8β‐(4′‐hydroxy‐tigloyloxy)‐ costunolide (9). Compounds 6, 7 and 9 were reported for the first time. Conclusion – HPLC‐PDA‐ESI‐MS/MS provides a new powerful approach to identify germacrane sesquiterpene lactones in E. lindleyanum rapidly and accurately. Copyright © 2009 John Wiley & Sons, Ltd.     

Two new resorcinol derivatives with strong cytotoxicity from the roots of Ardisia brevicaulis Diels

Two new resorcinol derivatives, 4-hydroxy-2-methoxy-6-[(8Z)-pentadec-8-en-1-yl]phenyl acetate (1) and 4-hydroxy-2-methoxy-6-pentadecylphenyl acetate (2), together with known compounds ardisiphenol D (3), 5-tridecylresorcinol (4), 5-pentadecylresorcinol (5), 5-[(8Z)-pentadec-8-en-1-yl]resorcinol (6), belamcandaquinones C and D (7 and 8, resp.), ardisicrenoside A, ardisiacrispin B, (22E)-24-ethyl-5α-cholesta-7,22-dien-3-one, and (22E)-24-ethyl-5α-cholesta-7,22-dien-3β-ol were isolated from the MeOH extract of the roots of Ardisia brevicaulis Diels. Their structures were determined by spectroscopic analysis including ESI- and EI-MS, and NMR data. Cytotoxicities of 1-4 against cell lines A549, MCF-7, and PANC-1 were tested in vitro by the MTT (=3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide) method. Compounds 1-4 showed cytotoxic activity against all cell lines stronger than that of cisplatin against A549.     

Four New Chromone Derivatives from Colletotrichum gloeosporioides

Four previously unreported chromones, 5‐hydroxy‐2‐(hydroxymethyl)‐8‐methoxy‐4H‐chromen‐4‐one ( 1 ), (5R,7S)‐5,7‐dihydroxy‐2‐propyl‐5,6,7,8‐tetrahydro‐4H‐chromen‐4‐one ( 2 ), (5R,7S)‐5,7‐dihydroxy‐2‐methyl‐5,6,7,8‐tetrahydro‐4H‐chromen‐4‐one ( 3 ), and (5R,7S)‐5,7‐dihydroxy‐2‐[(E)‐prop‐1‐en‐1‐yl]‐5,6,7,8‐tetrahydro‐4H‐chromen‐4‐one ( 4 ), as well as one known analogue 5‐hydroxy‐2‐methyl‐4H‐chromen‐4‐one ( 5 ) were isolated from the fermentation broth of the endophytic fungus Colletotrichum gloeosporioides derived from the mangrove Ceriops tagal. Their structures were elucidated based on extensive spectroscopic analyses. The absolute configurations of 2 – 4 were determined by comparison the experimental and calculated electronic circular dichroism (ECD) spectra. Compound 2 showed cytotoxic activity against A549 cell line with the IC₅₀ value of 0.094 mm .     

New Metabolites from Endolichenic Fungus Pleosporales sp.

Eight new metabolites were obtained from the culture of an endolichenic fungus, Pleosporales sp. Their structures were determined as three terphenyl derivatives, cucurbitarins A–C ( 1 – 3 , resp.), two structurally related compounds, cucurbitarins D and E ( 4 and 5 , resp.), two benzocoumarins, 3,10‐dihydroxy‐4,8‐dimethoxy‐6‐methylbenzocoumarin ( 6 ) and 3,8,10‐trihydroxy‐4‐methoxy‐6‐methylbenzocoumarin ( 7 ), as well as one cyclohexenone, (5R)‐5‐hydroxy‐2,3‐dimethylcyclohex‐2‐en‐1‐one ( 8 ), based on the spectroscopic data.