Chemical Constituents from Barks of Lannea coromandelica

Objective To study the chemical constituents from the barks of Lannea coromandelica.Methods The chemical constituents were isolated and purified by column chromatography on silica gel column.NMR spectra were used for structural identification.Results Thirteen compounds were isolated and identified as quercetin(1),(2S,3S,4R,10E)-2-[(2′R)-2′-hydroxytetracosanoyl amino]-10-octadecene-1,3,4-triol(2),aralia cerebroside(3),5,5′-dibuthoxy-2,2′-bifuran(4),β-sitosteryl-3β-glucopyranoside-6′-O-palmitate(5),β-sitosterol palmitate(6),myricadiol(7),protocatechuic acid(8),p-hydroxybenzoic acidethyl ester(9),isovanillin(10),transcinnamic acid(11),palmitic acid(12),and stearic acid(13).Conclusion Compounds2-13 are isolated from this plant for the first time.     

Diacylglycerol Compounds from Barks of Betula platyphylla with Inhibitory Activity against Acyltransferase

Objective To identify the active compounds from the barks of Betula platyphylla for inhibitory on diacylglycerol acyltransferase(DGAT1).Methods Bioassay-guided fractionation resulted in the isolation of DGAT1 inhibitory activity of lupane triterpenes.Results Ten compounds were identified as lupenone(1),lupeol(2),betulinic acid(3),betulinaldehyde(4),betulin(5),3-deoxybetulonic acid(6),glochidonol(7),lup-20/29-ene-1β/3β-diol(8),3α-hydroxy-lup-20(29)-en-23,28-dioic acid(9),and 3α,11α-dihydroxy-23-oxo-lup-20(29)-en-28-oic acid(10).Compounds 3-6,9,and 10 inhibited DGAT1 with IC50 values ranging from(11.2±0.3)to(38.6±1.2)μmol/L.Conclusion Compounds 6,9,and 10 are first isolated from the barks of B.platyphylla.,and compounds 3-6,9,and 10 from the barks of B.platyphylla are responsible for the inhibition on DGAT1.     

Chemical Constituents from Dried Aerial Parts of Eclipta prostrata

Objective To study the constituents in the dried aerial parts of Eclipta prostrata.Methods The constituents were isolated and purified by column chromatography and their structures were elucidated by spectroscopic methods(1D,2D NMR,UV,IR,and HRESI-TOF-MS)and chemical analyses.Results Eight compounds were isolated and identified as 7-O-methylorobol-4′-O-β-D-glucopyranoside(1),3′-hydroxybiochanin A(2),echinocystic acid28-O-β-D-glucopyranoside(3),ecliptasaponin A(4),eclalbasaponin I(5),eclalbasaponin IV(6),echinocystic acid(7),and 3-oxo-16α-hydroxy-olean-12-en-28-oic acid(8).Conclusion Compound 1 is a new compound and compound 3 is obtained from this genus for the first time.     

Chemical Constituents from Leaves of Oplopanax horridus

Objective To study the chemical constituents from the leaves of Oplopanax horridus. Methods The chemical constituents were isolated and purified by column chromatography on silica gel and Sephadex LH-20 gel columns, 1H-NMR and 13C-NMR were applied for the identification of chemical structure. Results Ten compounds were isolated and identified as dammara-20,24-dien-3β-ol acetate(1), phytol(2), 16 Z,19Z-pentacosadienoic acid(3), β-sitosterol(4),(3S,8S)-falcarindiol(5), maltol(6), acankoreagenin(7), daucosterol(8), stigmasterol-3-O-β-D-glucopyranoside(9), and acankoreoside A(10). Conclusion Compounds 1-3, 6, and 10 are isolated from this plant for the first time. Compounds 1-3 and 6 are isolated from the plants in genus Oplopanax Miq. for the first time. Moreover, Compounds 1, 3, and 6 are isolated from the plants in the family of Araliaceae for the first time.     

Cathayanalactone G and other constituents from leaves and twigs of Callicarpa cathayana

Objective: To study the chemical constituents from the leaves and twigs of Callicarpa cathayana. Methods: The chemical constituents were isolated and purified by column chromatography on silica gel, MCI gel CHP 20P/P120, Sephadex LH-20, and HPLC. The structures of the compounds were determined by HR-ESI-MS, 1D and 2D NMR data. Results: A total of 24 compounds were isolated from the 85% methanol extract of leaves and twigs of C. cathayana. They were identified as cathayanalactone G (1), a new diterpene, and 23 known compounds as patagonic acid (2), (-)-16-hydroxycledroda-3,13-dien-16,15-olide-18-oic acid (3), 15-methoxypatagonic acid (4), oleanolic acid (5), ursolic acid (6), siaresinolic acid (7), pomolic acid (8), α-amyrin (9), tormentic acid (10), lupeol (11), 5,7-dihydroxy-3,4''-dimethoxyflavone (12), 5,4''-dihydroxy-3,7,3''-dimethoxyfla-vone (13), 5-hydroxy-3,6,7,4''- tetramethoxyflavone (14), salvigenin (15), kaemferol (16), astragalin (17), pinoresinol 4-O-β-D-glucopyranoside (18), paulownin (19), β-sitosterol (20), β-sitosterol β-D-glucopyranoside (21), 5-hydroxy-coumarin (22), isocopoletin (23), and 4-hydroxycinnamic acid (24). Conclusion: Compound 1 is a new labdane diterpene. Compounds 10, 13, 16 and 17 are isolated from the genus Callicarpa for the first time. Compounds 7, 8, 9, 12, 14, 23 and 24 are reported from C. cathayana for the first time.     

New phenolic constituents obtained from Polygonum multiflorum

Objective: To isolate the phenolic compounds obtained from the dried roots of Polygonum multiflorum and investigate their pharmacological activities. Methods: The chemical constituents were isolated and purified by combining them with a macroporous resin (DM-8), MCI gel, and Sephadex LH-20 and by performing ODS column chromatography. Their structures were elucidated by 1D and 2D NMR analyses, as well as mass spectrometry. The isolated compounds were evaluated to determine their hepatoprotective and α-glucosidase inhibitory activities in vitro. Results: Two phenolic compounds, namely, polygonimitin E (1) and polygonimitin F (2), were isolated from the dried roots of P. multiflorum. Compound 2 (10 μmol/L) only showed moderate hepatoprotective activity against N-acetyl-p-aminophenol (APAP)-induced HepG2 cell damage. Unfortunately, these two compounds exhibited no α-glucosidase inhibitory activity. Conclusion: Compounds 1 and 2 were new compounds. Compound 2 could be one of the potential hepatoprotective constituents of P. multiflorum.     

Antioxidation and active constituents analysis of flower residue of Rosa damascena

ObjectiveTo make full usage of resource and turn waste into treasure, the chemical constituents and bioactivity were firstly investigated on Damask rose (Rosa damascena) flower residue (DRFR).MethodsDPPH and ABTS experiments were applied to assess the antioxidant activity of DRFR. Then, column chromatography was used to purify compounds from an antioxidation extract (DRFR-A), and the chemical structure was identified using NMR. The total phenolic acid content was measured by Folin-Ciocalteu colorimetric method, and the content of gallic acid of the indicator ingredient was detected by HPLC.ResultsDRFR-A was found to show a high activity both on DPPH (IC₅₀: 2.760 µg/mL) and ABTS (IC₅₀: 2.258 µg/mL) compared to positive control V_C. Ten compounds were isolated and identified as quercetin (1), kaempferol (2), gallic acid (3), protocatechuic acid (4), pyrogallic acid (5), 2-phenylethyl 3,4,5-trihydroxybenzoate (6), methyl gallate (7), p-hydroxybenzoic acid (8), p-hydroxyphenethyl alcohol (9) and astragalin (10) from DRFR-A. Among them, pyrogallic acid, 2-phenylethyl-3, 4, 5-trihydroxybenzoate, p-hydroxybenzoic acid and p-hydroxyphenethyl alcohol are obtained from the plant for the first time. The content of total phenolic acids and gallic acid, main ingredient in DRFR-A was determined as 63.73% and 24.67%, respectively.ConclusionThis study provides a reliable data and lays the foundation for the development and utilization of rose residue, and hence for the full utilization of rose resources.     

A phytochemical study on Dichocarpum auriculatum???an endangered medicinal plant peculiar to China

Objective: Dichocarpum auriculatum, an endangered perennial herb, is endemic to China and has been used as folk medicines for the treatment of cough, hepatitis, scrofula, and epilepsy. However, there is no phytochemical report on this herbal so far. For the resource development and protective importance of this endangered medicinal plant, a phytochemical study was undertaken.Methods: The chemical constituents were purified by silica gel column, Sephadex LH-20 column, and semi-preparative reversed phase HPLC. NMR and MS spectra were used for structural identification.Results: Thirteen compounds were isolated from D. auriculatum. Their structures were characterized as jatrorrhizine(1), berberine(2), steponine(3), magnoflorine(4), coclauril(5), menisdaurin(6), menisdaurilide(7), aquilegiolide(8),(6 R, 9 S)-3-oxo-α-ionol-β-D-glucopyranoside(9), blumenol C glucoside(10),palmitic acid(11), dibutylphthalate(12), and auriculatum A(13).Conclusion: Compound 13 is a new diester terephthalate derivative. All the compounds are obtained from the genus Dichocarpum for the first time, and compounds 9 and 10 have potential chemotaxonomic significance to the genus Dichocarpum.     

Phenolic Compounds from Roots of Imperata cylindrica var. major

Objective To study the chemical constituents from the roots of Imperata cylindrica var.major.Methods The chemical constituents were isolated and purified by combination of silica gel,Sephadex LH-20,polyamide,and ODS column chromatography.The structures of the isolated compounds were identified by means of spectral data and physicochemical property.Results Twelve phenolic compounds were isolated from I.cylindrica var.major and identified as 4,7-dimethoxy-5-methylcoumarin(1),7-hydroxy-4-methoxy-5-methylcoumarin(2),7-O-β-D-glucopyranosyl-4-methoxy-5-methylcoumarin(3),6-hydroxy-5-methoxyflavone(4),5-methoxyflavone(5),5,7-dihydroxy-8-methoxyflavone(6),4-hydroxybenzaldehyde(7),4-hydroxy-cinnamic acid(8),4-hydroxy-3-methoxybenzoic acid(9),3,4-dimethoxyphenyl-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside(10),impecyloside(11),and graminone A(12).Conclusion Compounds 2—4,6,and 10 are obtained from this plant for the first time.     

地骨皮化学成分研究

目的研究地骨皮Lycii Cortex(root bark of Lycium chinense)的化学成分。方法采用硅胶、Sephadex LH-20、ODS等多种色谱学方法分离纯化,根据理化性质和波谱数据进行结构鉴定。结果从地骨皮95%乙醇提取物的醋酸乙酯部位中分离得到12个化合物,分别鉴定为反式-N-对羟基香豆酰酪胺(1)、反式-N-阿魏酰酪胺(2)、二氢咖啡酰酪胺(3)、芹菜素(4)、阿魏酸(5)、对羟基香豆酸(6)、3-羟基-1-(4-羟基苯基)-丙基-1-酮(7)、3,4-二羟基苯丙酸(8)、3,4-二羟基苯丙酸甲酯(9)、对羟基苯甲酸(10)、4-甲氧基水杨酸(11)、烟酸(12)。结论化合物8和9为新的天然产物,化合物1、6、11及12为从该植物中首次分离得到。     

广西鸡屎藤的化学成分研究

利用硅胶柱色谱、ODS 柱色谱等色谱技术对广西鸡屎藤Paederia pertomentosa 全草95%乙醇浸提物进行分离纯化,共得到5个化合物,根据理化数据和波谱数据鉴定化合物的结构分别为1, 2-二甲氧基-3,4-二羟基蒽醌,命名为鸡屎藤蒽醌(1)、鸡屎藤苷(2)、去乙酰车叶草苷酸甲酯(3)、鸡屎藤酸(4)、鸡屎藤酸甲酯(5)。其中,化合物 1 为新化合物,并对大肠杆菌和金黄色葡萄球菌有明显抑制作用,化合物 2~5均为首次从广西鸡屎藤中分离得到。     

Chemical Constituents of Millettia speciosa

Objective To study the chemical constituents from Millettia speciosa. Methods The compounds were isolated and purified by silica gel, Sephadex LH-20, ODS column chromatography, and recrystallization. The structures were identified using physicochemical and spectral data. Results Thirteen compounds were isolated from M. speciosa and identified as docosanoic acid(1), tetracosane(2), octadecane(3), hexacosanoic acid(4), β-sitosterol acetate(5), β-sitosterol(6), syringin(7), maackiain(8), formononetin(9), ψ-baptigenin(10), rotundic acid(11), pedunculoside(12), and daucosterol(13). Conclusion Compounds 5, 7, and 10-12 are obtained from this plant for the first time.     

Chemical constituents of Lomatogonium carinthiacum and Halenia corniculata

Objective: To study the chemical constituents from traditional characteristic Lomatogonium carinthiacum and Halenia corniculate. Methods: The chemical constituents were isolated and purified by silicagel column, Sephadex LH-20, ODS and high performance liquid chromategramphy. The structures were identified by NMR and MS analysis technics. Results: Twelve compounds were isolated and identified as isovitexin (1), Luteolin-5-O-β-D-glucoside (2), Isosaponarin (3), Luteolin-7-O-β-D-glucoside (4,7), 1,4,8-Trimethoxy-xanthone-6-O-β-D-glucoronyl-(1→6)O-β-Dglucoside (5), friginosideD (6), 1-hydroxy-2,3,5-trimethoxyxanthone (8), 1-hydroxy-2,3,4,5-tetramethoxyxanthone (9), 1-hydroxy-2,3,4,7-tetramethoxyxanthone(10), 1-hydroxy-2,3,4,5,7-pentamethoxyxanthone (11) and usnic acid (12). Conclusion: Compounds 6 and 12 are obtained from this medicine for the first time.     

马肾果叶的化学成分研究

研究马肾果叶的化学成分。采用硅胶、Sephadex LH-20、高效制备液相等方法,对马肾果甲醇提取物进行分离纯化,通过质谱(MS)、波谱数据分析(¹H-,¹³C-NMR)进行结构鉴定。从马肾果甲醇提取物中分离7个化合物,分别鉴定为dasyclamide(1),aglamide A(2),aglamide B(3),aglamide C(4),aglamide D(5),aglaroxin A 1-O-acetate(6),3'-methoxyaglaroxin A 1-O-acetate(7)。上述化合物均为首次从该植物中分离得到。     

Chemical constituents from heartwoods of Caesalpinia sappan with antiplatelet aggregation activities

Objective:To clarify the active constituents of the heartwoods of Caesalpinia sappan,a traditional Chinese medicine with the functions of promoting blood circulation(Huoxue in Chinese) and removing blood stasis(Quyu in Chinese).Methods:The chemical constituents were isolated and purified by combination of silica gel and Sephadex LH-20 column chromatography,along with semipreparative HPLC.Their chemical structures were established by multiple spectroscopic methods and comparison with literature data.The in vitro antiplatelet aggregation activities were evaluated using mouse platelet induced by AYPGKF-NH2,a gold agonist of protease-activated receptor 4(PAR4).Results:Two new phenols,methyl 2-(4,4',5'-trihydroxy-2'-(methoxymethyl) biphenyl-2-yloxy) acetate(1)and 1'-methylcaesalpin J(2),together with 24 known compounds(3-26),were isolated from the heartwoods of C.sappan.Among them,sappanchalcone(16) and brazilin(20) showed inhibitory activities against mouse platelet aggregation with IC50 values of 114.8 μmol/L and 100.8 μmol/L,respectively.Conclusion:Antiplatelet compounds from C.sappan targeting at PAR4 are reported for the first time.     

水石榴茎的化学成分研究

目的： 研究桑科榕属植物瘦柄榕Ficus ischnopoda茎的化学成分。方法： 采用硅胶、反相硅胶、凝胶柱色谱等方法进行分离纯化,通过理化常数和波谱分析鉴定化合物的结构。结果： 从水石榴茎的95%乙醇提取物中分离并鉴定了12个化合物,分别为儿茶素 （1）,表儿茶素 （2）,芹菜素 （3）,licoflavone C （4）,6-prenylapigenin （5）,槲皮素 （6）,木犀草素 （7）,6-甲氧基-7-羟基香豆素（莨菪亭） （8）,3-O-trans-p-Coumaroyltormentic Acid （9）,N-trans-feruloyltyramine （10）,N-trans-3,4-O-dimethylcaffeoyl dopamine （11）,氧化前胡素水合物 （12）。结论： 以上化合物均为从该植物中分离得到,其中化合物11为新天然产物。     

A New Phenylpropanol Glycoside and Its Five Known Analogues from Boschniakia rossica

Objective To study the constituents in the whole plant of Boschniakia rossica. Methods The constituents were separated and purified with chromatographic methods. Their structures were elucidated by spectroscopic methods (1D, 2D NMR, UV, IR, and HRESI-TOF-MS) and chemical analyses. Results One new phenylpropanol glycoside (1) and its five known analogues were obtained from B. rossica. They were identified as trans-p-coumaryl- (2′-O-β-D-glucopyranosyl)-β-D-glucopyranoside (1), salidroside I (2), rossicasin A (3), trans-p-coumaryl alcohol 1-O-β-glucopyranosyl(1→4)-α-rhamnopyranosyl(1→3)-β-glucopyranoside (4), salidroside (5), and acetoside (6). Conclusion Among the known compounds, compound 2 is firstly isolated from the plants in genus Boschniakia C. A. Mey. ex Bongard. Meanwhile, the 13 C-NMR data of 9 and 4′ positions in compound 4 are corrected.     

A New Cucurbitane Triterpene in Acid-treated Ethanol Extract from Momordica charantia

Objective To study the chemical constituents in the acid-hydrolyzed ethanol extract from Momordica charantia.Methods The ethanol extract from M.charantia was hydrolyzed by 36%HCl and the hydrolysate was isolated by silica gel column chromatography and preparative HPLC.The structures of the isolated compounds were identified by spectral analyses,physical constants,and chemical evidences.Results Two cucurbitane triterpenoids were isolated and identified as 5β,19-epoxy-cucurbita-6,22E,24-trien-3β-ol(1)and cucurbita-6,22(E),24-trien-3β-ol-19,5β-olide(2).Conclusion Compound 1 is a new compound.     

山楝中1个新的链状二萜

目的 研究山楝Aphanamixis polystachya茎皮的化学成分。方法 采用硅胶柱色谱、Sephadex LH-20、ODS柱色谱及高效液相制备色谱等方法进行分离纯化,根据理化性质及波谱数据鉴定化合物的结构。结果 从山楝茎皮95%乙醇提取物中分离得到3个链状二萜,分别鉴定为 （2Z,6E,10E）-12,14,15-三羟基-3,7,11,15-四甲基十六碳三烯酸甲酯（1）、melidianolic acid A（2）、陵水暗罗素H（3）。结论 化合物1为新化合物,命名为山楝定;化合物2为首次从山楝属植物中分离得到,化合物3为首次从该植物中分离得到。     

Chemical constituents from aerial parts of Scoparia dulcis

Objective: To study the chemical constituents from the aerial parts of Scoparia dulcis. Methods: Various chromatographic techniques were used to separate the constituents and their structures were elucidated using spectroscopic methods and by comparing their data to those reported in the literatures. The α-glucosidase inhibitory activity assay was used to identify potential α-glucosidase inhibitors. Results: Nine compounds were isolated from the aerial parts of S. dulcis. Their structures were identified as Scoparic zolone (1), (2S)-2,7-dihydroxy-2H-1,4-benzoxazin-3(4H)-one (2), (2R)-7-hydroxy-2H-1,4-benzoxazin-3(4H)-one-2-O-β-D-glucopyranoside (3), (2R)-7-methoxy-2H-1,4-benzoxazin-3(4H)-one-2-O-β-D-glucopyranoside (4), (2S)-7-hydroxy-2H-1,4-benzoxazin-3(4H)-one-2-O-β-D-glucopyranoside (5), 6-methoxy-benzoxazolin-2(3H)-one (6), 4-acetonyl-3,5-dimethoxy-p-quinol (7), zizyvoside I (8), and 3,4-dihydroxy benzeneacetic acid (9). Compound 2 showed the potent α-glucosidase inhibitory activity with an IC50 value of (132.8 ± 11.5) μmol/L, which is 28-fold higher than the positive control acarbose. Conclusion: Compound 1 is a new natural product. Compounds 2 and 9 have not been reported in Scoparia before. Compounds 3, 5, 7, 8 are isolated from Scrophulariaceae for the first time.