Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata / 中国实验方剂学杂志

Objective:To study the secondary metabolites of the endophytic fungus Trichoderma harzianum,which was isolated from Physalis angulata. Method:The strains were cultured in a big-scale by oscillating incubator. Then the obtained culture liquid and mycelia were extracted by EtOAC and actone,respectively. The extracts were integrated after recovery of solvents, and then the active secondary metabolites were isolated and purified by comprehensive use of open ODS flash column,sephadex LH-20,HPLC,and LC-MS analysis techniques. Their structures were identified according to their physico-chemical properties and nuclear magnetic resonance (NMR) data. The cytotoxicities of the compounds were determined by methyl thiazolyl tetrazolium(MTT) assay. Result:Ten compounds isolated from T. harzianum were identified as destruxin A2(1),destruxin B2(2),3-isobutyl-pyrrolopiperazine-2,5-dione[cyclo (leu-pro dipeptide)](3),cyclo (Phen-pro) dipeptide(4),cyclonerodiol(5),brevianamide F(6),N-acetyltryptamine(7),9-hydroxyl-(2-methylpropyl) isobutyl phthalate(8),5-hydroxy-3-hydroxymethyl-2-methyl-7-methoxychromone(9),and phenylpropionic acid(10). Compounds 1-10 didn't exhibit significant cytotoxicity to lung cancer cell line A549 in the MTT assay (IC50 ≥ 20 mg·L-1). Conclusion:All compounds were isolated from T. harzianum for the first time.

Two new C steroidal glycosides isolated from Cynanchum komarovii / 中国天然药物

The present study was designed to further investigate the C steroidal glycosides in Cynanchum plants. Two new steroidal glycosides based on a 13, 14:14, 15-disecopregnane-type aglycone, komaroside P (1) and komaroside Q (2), together with three known compounds (3-5) were isolated from the whole herbs of Cynanchum komarovii. The aglycones of compounds 1 and 2 were two new disecopregnane. Their structures were elucidated on the basis of 1D, 2D NMR spectroscopic data and acid hydrolysis. All the compounds (1-5) showed potent inhibitory activities against human leukemia cell lines (HL-60) with IC values ranging from 16.6 to 26.3 μmol·L, compared to the positive control 5-fluorouracil (6.4 μmol·L).

Two new C steroidal glycosides isolated from Cynanchum komarovii / 中国天然药物

The present study was designed to further investigate the C steroidal glycosides in Cynanchum plants. Two new steroidal glycosides based on a 13, 14:14, 15-disecopregnane-type aglycone, komaroside P (1) and komaroside Q (2), together with three known compounds (3-5) were isolated from the whole herbs of Cynanchum komarovii. The aglycones of compounds 1 and 2 were two new disecopregnane. Their structures were elucidated on the basis of 1D, 2D NMR spectroscopic data and acid hydrolysis. All the compounds (1-5) showed potent inhibitory activities against human leukemia cell lines (HL-60) with IC values ranging from 16.6 to 26.3 μmol·L, compared to the positive control 5-fluorouracil (6.4 μmol·L).

Two new phenolic glycosides isolated from the fruits of Citrus aurantium / 中国天然药物

The present study was designed to investigate the chemical constituents of the fruit of Citrus aurantium L.. The compounds were isolated and purified by various chromatographic techniques, and their structures were elucidated on the basis of physicochemical properties and spectral data. Two new phenolic glycosides (compounds 1 and 2) were obtained and identified as 1-O-3, 5-dihydroxyphenyl-(6-O-4-hydroxybenzoyl)-β-D-glucopyranoside (1) and 1-O-3, 5-dihydroxyphenyl-(6-O-3-methoxy-4-hydroxy benzoyl)-β-D-glucopyranoside (2), respectively.

Identification of antioxidant activity of two new aromatic ring butyrolactone derivatives from Dictamnus dasycarpus Turcz / 中国天然药物

The present study carried out a phytochemical investigation on the root barks of Dictamnus dasycarpus Turcz, leading to the isolation and characterization of two new aromatic ring butyrolactone derivatives, dasycarpusphenol acid A (1) and dasycarpusphenol acid B (2). Their structures were elucidated by using spectroscopic techniques and HR-FAB-MS. Compounds 1 and 2 exhibited antioxidant activity, with their IC values being 28.95 and 41.76 mg·mL, respectively.

Isolation and identification of two new compounds from marine-derived fungus Acremonium fusidioides RZ01 / 中国天然药物

Two new compounds, (22E)-25-carboxy-8β,14β-epoxy-4α,5α-dihydroxyergosta-2,22-dien-7-one (1) and fusidione (3), along with two known compounds, 5α,8α-epidioxy ergosta-6,22-diene-3β-ol (2) and microperfuranone (4), were isolated from the fermentation products of the marine-sourced fungus Acremonium fusidioides RZ01. The structures of compounds 1 and 3 were elucidated by extensive spectroscopic methods, especially 2D NMR, and their absolute configurations were suggested on the basis of the circular dichroism spectral analysis and the NOESY data. Both new compounds showed inhibitory activity against HL-60 cells with IC values being16.6 and 44.9 μmol·L, respectively.

¹H-NMR-based metabonomics on chemical component groups with toxicity alleviation effect to Realgar in Niuhuang Jiedu tablet / 中国中药杂志

To study the chemical component groups with toxicity alleviation effect to Realgar in Niuhuang Jiedu tablet based on ¹H-NMR metabonomics. Twenty-four male Wistar rats were divided into four groups： control group, R group (treated with Realgar), RRSPG group (treated with Realgar, the root and rhizoma of Rheum palmatum, the root of Scutellaria baicalensis, the root of Platycodon grandiflorum and the root and rhizoma of Glycyrrhiza uralensis) and RC group (treated with total anthraquinones from the root and rhizoma of R. palmatum, total flavonoids from the root of S. baicalensis, total saponins from the root of P. grandiflorum, total flavonoids and saponins from the root and rhizoma of G. uralensis). Based on ¹H-NMR spectra of urine and serum from rats, PLS-DA was performed to identify different metabolic profiles.The metabolic profiles of R group were different from that of control group, while the metabolic profiles of RC group were almost similar to control group.Total anthraquinones from the root and rhizoma of R. palmatum, total flavonoids from the root of S. baicalensis, total saponins from the root of P. grandiflorum, total flavonoids and saponins from the root and rhizoma of G. uralensis regulated energy, choline and amino acid metabolism and gut flora disorder affected by realgar's toxicity.

Chemical constituents from Barringtonia racemosa / 中国中药杂志

To investigate the chemical constituents from Barringtonia racemosa, twelve compounds were isolated by chromatography methods and identified as 3β-p-E-coumaroymaslinic acid (1), cis-careaborin (2), careaborin (3), maslinic acid (4), 2α, 3β, 19α-trihydroxyolean-12-ene-24, 28-dioic acid (5), 3β-p-Z-coumaroylcorosolic acid (6), corosolic acid (7), 1α, 2α, 3β, 19α-tetrahydroxyurs-12-en-28-oic acid (8), 19α-hydroxyl ursolic acid (9), 3α, 19α-dihydroxyurs-12-en-24, 28-dioic acid (10), tormentic acid (11), 3-hydroxy-7, 22-dien-ergosterol（12） by the NMR and MS data analysis. Among them, compounds 1-4,7-12 were obtained from the genus Barringtonia for the first time. All the compounds didn't show nocytotoxic activity against MCF-7 and A549 cell lines (IC₅₀>50 mg•L⁻¹).

Absolute determination of stereochemical configuration of some marine natural products / 国际药学研究杂志

The determination of stereochemical absolute structure is an important issue in structural elucidation of natural products. The absolute configuration of natural compounds with a chiral α, β -unsaturated ketone chromorphore can be determined by the Cotton effect in 320-350 nm (n→π,* transition) and 220-260 nm (π→π,* transition) regions of the circular dichroism (CD) spectrum. This paper reviews the absolute stereochemical asignment of some α, β-unsaturated ketone compounds as well as some of the longer fatty chain derived compounds.

A new steroid with long cross-conjugation structure from the marine-derived fungus Aspergillus aculeatus / 药学学报

A new steroid with a long cross-conjugation structure, 15a-hydroxy-(22E, 24R)-ergosta-3, 5, 8 (14), 22-tetraen-7-one (1), was isolated from the marine-derived fungus Aspergillus aculeatus. Its structure was established by the extensive spectroscopic analyses, and its cytotoxicities against P388, HL-60, and PC-3 cell lines were measured in vitro.

Application of nuclear magnetic resonance to the determination of the configuration of glycoside bond / 药学学报

In the structural determination of natural glycosides, nuclear magnetic resonance (NMR) is an important approach in determining the configuration of glycoside bond. The test of coupling constant of the anomeric proton and chemical shift of the anomeric carbon are two common methods, but these methods are not suitable for some sugars. For those sugars, detailed 13C NMR analysis is an alternative choice. This paper summarizes the characteristics of 1H and 13C NMR data of the common monosaccharides published in the literatures, in order to search an approach to determine the configuration of glycoside bond.

Observation in situ of differentiation from PGC to hematopoietic system cells in chicken embryo / 中国实验血液学杂志

To study the relationship between hematopoiesis and primordial germ cells, chick embryos at different developing stages were flatbed and located. After fixed by glutaral, the embryos were PAS and HE stained respectively, dehydrated serially, transparent, mounted, and were observed in situ or in cut sheet condition. The results showed: (1) the cellule amorphous and the disposition in chick embryo of PGCs were coincident no matter stained by PAS or HE staining, and HE staining could disclose the morphologic characteristics more clearly, exactly and completely; (2) genesis of blood island could be observed at the boundary of light and dark region of the extraembryonic blastoderm at about 26 hours; (3) both the blood vessel endothelium cells and free cells of the blood island were differentiated from PGCs. The generating of genuine yolk sac was at about 44 - 48 hours. It is concluded that the initial anatomic site of blood island genesis may be is mesoblast of extraembryonic blastoderm rather than the yolk sac; the blood vessel endothelium cells and the blood cells are generated parallel; the PGCs are the common ancestry of angioblast and HSC.

Studies on chemical constituents from leaves of Lysidice brevicalyx / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of Lysidice brevicalyx.</p><p><b>METHOD</b>Various chromatographic techniques were used to isolate and purify the constituents such as column chromatography on silica gel, Rp-silica gel, Sephadex LH-20 and HPLC. The structures were elucidated by chemical evidence and spectroscopic methods.</p><p><b>RESULT</b>Seven compounds were isolated from the 95% ethanol extract of the leaves of L. brevicalyx and these compounds were elucidated as 2-0-[1-(3-methylbutyryl)phloroglucin-ol]-beta-D-glucopynanoside (1), 3-beta-D-glucopyranosyloxy-4, 5-dimethoxy-benzoic acid (2), benzyl alcohol O-beta-D-glucopyra noside (3), polydatin (4), quercetin-3-alpha-L-rhamnopyranoside (5), ethyl gallate (6), benzyl 6-O-alpha-L-arabinofurano syl-beta-D-glucopynanoside (7).</p><p><b>CONCLUSION</b>All Compounds were isolated from this plant for the first time. Compounds 2, 3, 5-7 were obtained from this genus for the first time.</p>

Studies on phenolic compounds from Stellera chamaejasme / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of the roots of Stellera chamaejasme.</p><p><b>METHOD</b>The chemical constituents were separated and purified by chromatographic method after solvent extraction and were identified by spectroscopic analysis.</p><p><b>RESULT</b>Two phenolic compounds were obtained and determined as stelleranol (1) and umbelliferone-7-O-glucoside (2).</p><p><b>CONCLUSION</b>Compound 1 was a new compound, and compound 2 was isolated from this plant for the first time.</p>

Studies on flavonoids from Blumea riparia / 中国中药杂志

<p><b>OBJECTIVE</b>To separate and identify the chemical constituents of Blumea riparia.</p><p><b>METHOD</b>The compounds were separated and purified by repeated silica gel, Sephadex LH -20 column chromatographiy. The structures of these compounds isolated were identified by analysis of their spectral data, physical and chemical properties.</p><p><b>RESULT</b>Six flavonoids were isolated from B. riparia. and their structures were identified as eriodictyol-7, 4'-dimethyl ether (1), eriodictyol-7, 3'-dimethyl ether (2), eriodictyol-7-methyl ether (3), quercetin-7, 3', 4'-trimethyl ether (4), tamarixetin (5), rhamnocitrin (6).</p><p><b>CONCLUSION</b>Compound 1-6 were obtained from B. riparia for the first time.</p>

Studies on chemical constituents from stems and leaves of Adenanthera pavanina / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of Adenanthera pavanina.</p><p><b>METHOD</b>Various chromatographic techniques were used to isolate and purify the constituents. The structures were elucidated by chemical evidence and spectroscopic methods.</p><p><b>RESULT</b>Nine compounds were isolated from the 95% ethanol extract of the stems and leaves of A. pavanina and their structures were elucidated as aridanin (1), 3-[(2-Acetamido-2-deoxy-beta-D-glucopyranosyl)oxy]-16alpha-hydroxyolean-12-en-28-oic acid (2), (+)-pinitol (3), sucrose (4), (-)-butin (5), apigenin (6), isoliquiritigenin 4-methyl ether (7), oleanolic acid (8), daucosterol (9).</p><p><b>CONCLUSION</b>Compounds 1-7 were isolated from this plant for the first time.</p>

Saponins of polygalacic acid type from Platycodon grandiflorum / 药学学报

<p><b>AIM</b>To isolate triterpene saponins of polygalacic acid type from the roots of Platycodon grandiflorum (Jacq.) A. DC and to identify their structures.</p><p><b>METHODS</b>The compounds were separated by means of extraction, chromatography on silica gel, MPLC and HPLC, and their structures were elucidated on the basis of spectral analyses (FAB-MS, IR, 1H NMR, 13C NMR etc.).</p><p><b>RESULTS</b>Three triterpene saponins were isolated from the roots of Platycodon grandiflorum. They were identified as 3-O-beta-D-laminaribiosyl polygalacic acid (I), 3-O-beta-D-glucopyranosyl polygalacic acid (II), polygalacin D (III), separately.</p><p><b>CONCLUSION</b>Compound I is a new compound, compounds II, III are known triterpene saponins. The compound I and II were isolated from the plant for the first time, which is also the monodesmoside from the plant for the first time.</p>

Studies on constituents from the fermentation of Alternalia sp / 中国中药杂志

<p><b>OBJECTIVE</b>To study the metabolites of marine fungus Alternalia sp.</p><p><b>METHOD</b>Compounds were separated by column chromatography and their structures were elucidated by means of chemical and spectral analysis.</p><p><b>RESULT</b>Six compounds were isolated from the ethyl acetate and n-butanol extracts of the fermentation of marine fungus Alternalia sp. Their structures were elucidated as p-benzyloxy-phenol ( I ), p-hydroxy phenyl ethylamine( II ), 3-hydroxymethyl-8-hydroxyl-pyrrolopiperazine-2, 5-dione ( III ), 3-isobutyl-6-secbutyl-piperazine-2, 5-dione (IV), 5alpha, 8alpha-epidioxy-ergosta-6, 22-diene-3beta-ol (V), 3beta-hydroxxy-cholesta-5-ene (VI).</p><p><b>CONCLUSION</b>Compounds I , II, III, IV have the activity of inducing morphological deformation of mycelia germinated from conidia of Pyricularia oryzae. Compounds I , II , III were isolated from the genus Alternalia for the first time.</p>

Chemical constituents of the aerial parts of Rhamnus crenatus / 药学学报

<p><b>AIM</b>To study chemical constituents of the aerial parts of Rhamnus crenatus sieb. et zucc.</p><p><b>METHODS</b>The chemical constituents were isolated by chromatographic methods and their structures were elucidated on the basis of spectral analysis.</p><p><b>RESULTS</b>Five compounds were isolated and their structures were identified as crenatoside (1), torachrysone (2), emodin (3), emodin-1-O-beta-D-glucopyranoside (4) and beta-sitosterol (5) respectively.</p><p><b>CONCLUSION</b>Compound 1 is a new compound and the others were isolated from Rhamnus crenatus for the first time.</p>

Chemical constituents from marine fungus Penicillium thomii / 药学学报

<p><b>AIM</b>To investigate the bioactive constituents from the mycelium of Penicillium thomii. Which isolated from Anemone collected in Qingdao beach.</p><p><b>METHODS</b>The constituents were separated by using various chromatography and the structures were identified on the basis of extensive spectral analysis.</p><p><b>RESULTS</b>Five compounds, namely penicillixanthone A (I), p-methylbenzolic acid (II), 1-O-hexadecanoyl-2-O-(9-octadecenoyl)-3-O-(9, 12-octadecadienoyl) glycerol (III), 5 alpha, 8 alpha-epidioxy-24 zeta-methylcholesta-6, 22-dien-3 beta-ol (IV) and 1, 6, 8-trihydroxyl-3-methyl-9, 10-anthracenedione (V), were isolated from the mycelium of Penicillium thomii.</p><p><b>CONCLUSION</b>Penicillixanthone A is a new compound, while the others are isolated from Penicillium thomii for the first time.</p>