Two new limonoids isolated from the fuits of Melia toosendan / 中国天然药物

In the present study, two new limonoids, 1α, 7α-dihydroxyl-3α-acetoxyl-12α-ethoxylnimbolinin (1) and 1α-tigloyloxy-3α-acetoxyl-7α-hydroxyl-12β-ethoxylnimbolinin (2), together with other four known limonoids (3-6), were isolated from the fruits of Melia toosendan. Their structures were elucidated by means of extensive spectroscopic analyses (NMR and ESI-MS) and comparisons with the data reported in the literature. The isolated compounds were evaluated for their antibacterial activities. Compound 4 exhibited significant antibacterial activity against an oral pathogen, Porphyromonas gingivalis ATCC 33277, with an MIC value of 15.2 μg·mL(-1). Compound 2 was also active against P. gingivalis ATCC 33277, with an MIC value of 31.25 μg·mL(-1). In conlcusion, our resutls indicate that these compounds may provide a basis for future development of novel antibiotics.

A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum / 中国天然药物

AIM@#To study the chemical constituents of the rhizomes of Alpinia officinarum Hance.@*METHOD@#Compounds were isolated by repeated column chromatography, and their structures were elucidated on the basis of spectral analysis. The cytotoxic activities of these compounds were evaluated with the T98G and B16F10 cell lines by the MTT assay.@*RESULTS@#A dimeric diarylheptanoid, named alpinin B (1), along with three known diarylheptanoids were obtained, and their structures were identified as alpinin B (1), 1, 7-diphenyl-3,5-heptanedione (2), (4E)-1, 7-diphenylhept-4-en-3-one (3) and (4E)-7- (4-hydroxyphenyl)-1-phenylhept-4-en-3-one (4).@*CONCLUSION@#Compound 1 is a new dimeric diarylheptanoid. The biosynthetic pathway of 1 was speculated to originate from a Michael reaction between compounds 2 and 3. Compound 3 showed cytotoxicity against the human glioblastoma T98G cell line with IC50 of 27 μmol·L(-1).

A new quinoline alkaloid from the roots of Dictamnus angustifolius / 中国天然药物

AIM@#To investigate the quinoline alkaloids from the roots of Dictamnus angustifolius G.Don ex Sweet (Rutaceae).@*METHOD@#The quinoline alkaloids were isolated by various column chromatographic methods and their structures were elucidated on the basis of spectral analysis.@*RESULTS@#A new quinoline alkaloid, 5-methoxylrobustine (1), along with five known quinoline alkaloids were obtained, and their structures were identified as dictamnine (2), robustine (3), isopteleine (4), γ-fagarine (5), and skimmianine (6). Cytotoxicity testing of these alkaloids showed that all of them had weak cytotoxic activities against human breast cancer cells (MCF7).@*CONCLUSION@#Compound 1 is a new quinoline alkaloid. Alkaloid 3 showed stronger anti-proliferation effect than the other alkaloids.

A new isoflavonoid glycoside from the aerial parts of Trachelospermum jasminoides / 中国天然药物

AIM@#To study the chemical constituents from the aerial parts of Trachelospermum jasminoides.@*METHODS@#Compounds were isolated by various chromatographic methods and their structures were elucidated on the basis of spectral techniques. In addition, the inhibitory activity against HepG2 and HL-60 of compound 1 was evaluated.@*RESULTS@#Five compounds were isolated and identified as 3', 7-dimethoxyisoflavanone-4', 5-di-O-β-D-glucopyranoside (1), tracheloside (2), nortrachelogenin 5'-C-β-glucopyranoside (3), luteolin-4'-O-β-D-rutinoside (4), and luteolin-7-O-β-D-glucopyranoside (5).@*CONCLUSION@#Compound 1 is a new isoflavonoid glycoside. It showed weak inhibitory activity against HepG2 and HL-60 cancer cells with IC50 values of 131.5 and 58.2 μmol·L(-1), respectively.

A new β-carboline alkaloid from the seeds of Griffonia simplicifolia / 中国天然药物

AIM@#To study the chemical constituents from the seeds of Griffonia simplicifolia Baill.@*METHODS@#The chemical constituents were isolated and purified by a combination of chromatographic materials including silica gel, Sephadex LH-20, and preparative TLC. Their structures were elucidated on the basis of MS and NMR data analysis. The cytotoxic activities were evaluated against HepG2 cancer cell line using the MTT colorimetric method.@*RESULTS@#A new β-carboline alkaloid, griffonine (1), together with seven known alkaloids, hyrtioerectine B (2), 3-carboxy-6-hydroxy-β-carboline (3), hyrtiosulawesine (4), 5-hydroxyindole-3-carbaldehyde (5), 5-hydroxy-3-(2-hydroxyethyl) indole (6), trigonelline (7), and 5-hydroxytryptamine (8) were isolated and identified. Alkaloids 1, 2 and 4 showed growth inhibitory effects on the HepG2 cell line with IC50 values of 23.5, 9.6 and 19.3 μmol·L(-1), respectively.@*CONCLUSION@#Alkaloid 1 is new and was named griffonine. Alkaloids 2-7 were isolated from this plant for the first time. Alkaloids 1, 2 and 4 were potentially cytotoxic.

A new carbamate with cytotoxic activity from the aerial parts of Siegesbeckia pubecens / 中国天然药物

AIM@#To study the chemical constituents of Siegesbeckia pubescens.@*METHODS@#The chemical constituents were isolated by extraction, crystallization and various chromatographic methods, and the chemical structures were elucidated on the basis of spectral analysis. In addition, the cytotoxic activity of compound 1 was evaluated using human lung cancer cell A 549.@*RESULTS@#Four compounds were obtained, and their structures were identified as (E)-3-(3-oxobut-1-enyl)phenyl dimethylcarbamate (1), ent-2-oxo-15, 16, 19-trihydroxypimar-8(14)-ene (2), 16-acetylkirenol (3), 3, 7-dimethylquercetin (4).@*CONCLUSION@#Compound 1 is a new carbamate, and the IC(50) in MTT method of compound 1 was 58 μg·mL(-1).

Phenols and flavonoids from the aerial part of Euphorbia hirta / 中国天然药物

AIM@#To investigate the chemical constituents of the aerial part of Euphorbia hirta Linn.@*METHODS@#The chemical constituents were isolated and purified by various chromatographic techniques, and their structures were elucidated on the basis of spectroscopic analysis.@*RESULTS@#Nine compounds were isolated and identified as scopoletin (1), scoparone (2), isoscopoletin (3), quercetin (4), isorhamnetin (5), pinocembrin (6), kaempferol (7), luteolin (8), gallic acid (9).@*CONCLUSION@#Among them compounds 1-3, 5-8 were found from this plant for the first time.

Limonoids from fruits of Melia toosendan / 药学学报

To study the chemical constituents of the fruits of Melia toosendan, three limonoids were isolated and purified by repeated silica gel column chromatography and preparative HPLC from the EtOAc extract of M. toosendan. Their structures were determined by their physico-chemical properties and spectroscopic data (1D-NMR, 2D-NMR) as: 24, 25, 26, 27-tetranorapotirucalla-(apoeupha)-1alpha-tigloyloxy-3alpha, 7alpha-dihydroxyl-12alpha-acetoxyl-14, 20, 22-trien-21, 23-epoxy-6, 28-epoxy (1), nimbolinin B (2), and trichilinin D (3), separately. Compound 1 is a new compound, and compound 2 is obtained from this plant for the first time.

Studies on chemical constituents of rhizomes of Smilax china / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of the rhizomes of Smilax china.</p><p><b>METHOD</b>The constituents of the rhizomes of S. china were isolated and purified by repeated silica gel and Sephadex LH-20 chromatography, and their structures were elucidated on the basis of spectral analysis.</p><p><b>RESULT</b>Thirteen compounds were obtained and identified as kaemperol-7-O-beta-D-glucopyranoside (1), engeletin (2), isoengeletin (3), kaempferol (4), dihydrokaempferol (5), dihydrokaempferol-5-O-P-D-glucopyranoside (6), rutin (7), kaempferol- 5-O-beta-D-glucopyranoside (8), 3, 5, 4'-trihydroxystibene (9), vanillic acid (10), 3, 5-dimethoxy4-O-beta-D-glu-copyranosylcinnamic acid (11), beta-sitosterol (12), and beta-daucosterol (13) , respectively.</p><p><b>CONCLUSION</b>Compounds 1, 3, 7, 8, and 11 were isolated from this plant for the first time, and compounds 8 and 11 were isolated from the genus Smilax for the first time.</p>

Studies on chemical constituents of planted Taxus mairei (III) / 药学学报

From the chloroform-soluble fraction of the ethanol extracts of the whole plant of Taxus chinensis var. mairei (Lemee et Lev1), four compounds were isolated by using repeated column chromatography on silica gel and Sephadex LH-20. Based on spectroscopic data (UV, IR, ESI-MS, 1H NMR and 13C NMR), the compounds were identified as taxamairin K (1), 2alpha, 4alpha-dideacetoxy-7beta-benzoyloxy-5beta,20-epoxy-9alpha, 10beta, 13alpha, 15-tetrahydroxy-11(15-->1) abeotaxa-11-ene (2), 7beta-xylosyl-taxol (3), 10-deacetoxy-7-xylosyl-taxol (4). Among them, taxamairin K is a new compound.

Studies on the chemical constituents of Evodia rutaecarpa (Juss.) Benth / 药学学报

<p><b>AIM</b>To study the chemical constituents of Evodia rutaecarpa (Juss.) Benth.</p><p><b>METHODS</b>The crude total alkaloids were enriched by acid-base treatment and solvent extraction. Isolation and purification were carried out by silica gel column chromatography and recrystallization etc. Structural determination of the pure compounds were based on physico-chemical properties and various spectral data analysis (1HNMR, 13CNMR, UV, IR, 1H-1H COSY, HMQC, HMBC, ESIMS, HREIMS, NOESY).</p><p><b>RESULTS</b>Fourteen compounds were obtained from Evodia rutaecarpa, ten of them were identified as evodianinine (1), rutaecarpine (2), evodiamine (3), wuchuyuamide I (4), hydroxyevodiamine (5), limonin (6), daucosterol (7), triacontanoic acid (8), nonacosane (9) and beta-sitosterol (10).</p><p><b>CONCLUSION</b>Compound 1 is a new alkaloid named evodianinine.</p>