Antioxidant xanthones and anthraquinones isolated from a marine-derived fungus Aspergillus versicolor / 中国天然药物

Chemical examination of an EtOAc extract of cultured Aspergillus versicolor fungus from deep-sea sediments resulted in the isolation of four xanthones, eight anthraquinones and five alkaloids, including a new xanthone, oxisterigmatocystin D (1) and a new alkaloid, aspergillusine A (13). High resolution electron impact mass spectrometry (HR-EI-MS), FT-IR spectroscopy, and NMR techniques were used to elucidate the structures of these compounds, and the absolute configuration of compound 1 was established by its NMR features and coupling constant. Furthermore, the biosynthesis pathway of these xanthones and anthraquinones were deduced, and their antioxidant activity and cytotoxicity in human cancer cell lines (HTC-8, Bel-7420, BGC-823, A549, and A2780) were evaluated. The trolox equivalent antioxidant capacity (TEAC) assay indicated most of the xanthones and anthraquinones possessing moderate antioxidant activities. The Nrf2-dependent luciferase reporter gene assay revealed that compounds 6, 7, 9, and 12 potentially activated the expression of Nrf2-regulated gene. In addition, compounds 5 and 11 showed weak cytotoxicity on A with the IC values of 25.97 and 25.60 μmol·L, respectively.

Antioxidant xanthones and anthraquinones isolated from a marine-derived fungus Aspergillus versicolor / 中国天然药物

Chemical examination of an EtOAc extract of cultured Aspergillus versicolor fungus from deep-sea sediments resulted in the isolation of four xanthones, eight anthraquinones and five alkaloids, including a new xanthone, oxisterigmatocystin D (1) and a new alkaloid, aspergillusine A (13). High resolution electron impact mass spectrometry (HR-EI-MS), FT-IR spectroscopy, and NMR techniques were used to elucidate the structures of these compounds, and the absolute configuration of compound 1 was established by its NMR features and coupling constant. Furthermore, the biosynthesis pathway of these xanthones and anthraquinones were deduced, and their antioxidant activity and cytotoxicity in human cancer cell lines (HTC-8, Bel-7420, BGC-823, A549, and A2780) were evaluated. The trolox equivalent antioxidant capacity (TEAC) assay indicated most of the xanthones and anthraquinones possessing moderate antioxidant activities. The Nrf2-dependent luciferase reporter gene assay revealed that compounds 6, 7, 9, and 12 potentially activated the expression of Nrf2-regulated gene. In addition, compounds 5 and 11 showed weak cytotoxicity on A with the IC values of 25.97 and 25.60 μmol·L, respectively.

Structural diversity of the secondary metabolites derived from marine corals in the south China sea / 国际药学研究杂志

This review reported the structural diversity and novelty of the secondary metabolites derived from eight marine corals in the south China sea. The structural patterns from eight coral species were summarized, in which 130 new compounds of a total of 155 derivatives were uncovered. Some of the secondary metabolites showed potent anti-fouling and anti-cancer activities. These findings ndicated that marine organisms can provide structurally unique compounds for further pharmacological evaluation.

Chemical diversity and their bioactivity from the sponges inhabited in South China Sea / 国际药学研究杂志

Marine sponges are a family of important natural sources producing natural products with rich chemical diversity and significant bioactivities. In this paper, we summarizes the research progress of our group on the structural diversity and bioactivity of metabolites from the sponges collected in South China Sea to provide useful data for further discovery of lead compounds derived from marine organisms.

Sesquiterpenes from stems and leaves of Curcuma wenyujin / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of the stem and leaves from Curcuma wenyujin.</p><p><b>METHOD</b>The compounds were isolated by silica gel column chromatography in associating with Sephadex LH -20 chromatography. While their structures were identified on the basis of spectroscopic date.</p><p><b>RESULT</b>Nine sesquiterpenes were isolated and identified. Their structures were identified as curdione (1), neocurdione (2), trans, trans-germacrone (3), cis, trans-germacrone (4), curcumenone (5), curcumadione (6), isoprocurcumenol (7), glechomanolide (8) and (1R, 10R)-( -)-1, 10-dihydrocurdione (9).</p><p><b>CONCLUSION</b>All of these compounds were isolated from the stems and leaves of this plant for the first time.</p>

A new saponin from Koelreuteria paniculata / 药学学报

To investigate the chemical constituents of seeds of Koelreuteria paniculata Laxm. , components were separated by means of solvent extraction and chromatography on C18, the structure of compound was determined by spectral analysis and chemical evidences. One saponin was obtained and identified as 28-O-isopentyryl-3beta, 16alpha, 22beta, 28-tetrahydroxyl-oleanane-3-O-[ alpha-L-rhamnopyranosyl- ( 1-->3) -betaD-galactopyranosyl-( 1--->4' )]-3betaD-galacturonopyranoside, named paniculata saponin C. This saponin is a new compound.

Compounds from marine mangrove plant Bruguiera sexangula var. rhynchopetala / 中国中药杂志

<p><b>OBJECTIVE</b>To investigate the chemical constituents in Bruguiera sexangula var. rhynchopetala.</p><p><b>METHOD</b>Silica gel flash chromatography together with Sephadex LH - 20 were performed for the isolation and purification of the petrol ether fraction of this plant, and the structures were elucidated by spectral analysis as well as the comparison of the spectral data with those reported in the literatures.</p><p><b>RESULT</b>Nine compounds were obtained and identified as lupeol (1), lupeone (2), trans-hydroxy-cinnamoyl ester of lupeol (3), taraxerone (4), beta-amyril-palmitate (5), squalene (6),beta-sitosterol (7), daucosterol (8) and 7alpha-hydroxy-sitosterol (9).</p><p><b>CONCLUSION</b>All the compounds were first isolated from B. sexangula var. rhynchopetala.</p>

Study on chemical constituents of mangrove Acanthus ilcifolius / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of Acanthus ilicifolius.</p><p><b>METHOD</b>Chromatographic methods were used to isolate compounds from A. ilicifolius, and chemical and spectroscopic methods were used to elucidate the structures of the isolated compounds.</p><p><b>RESULT</b>Seven compounds, betaine (1), phenylethyl-O-beta-D-glucopyranosyl- (1-->2) -beta-D-glucopyranoside (2), phenylethyl-O-beta-D-glucopyranoside (3), acteoside (4), isoacteoside (5), benzyl-O-beta-D-glucopyranoside (6) and vanillic acid (7) were obtained.</p><p><b>CONCLUSION</b>1, 3, 6 and 7 were obtained from the genus for the first time.</p>

Bioactive isomalabaricane triterpenes isolated from marine sponge Rhabdastrella aff. distincta / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of the marine sponge Rhabdastrella aff. distincta.</p><p><b>METHOD</b>Compounds were obtained by normal phase silica gel, Sephadex LH-20, reverse phase chromatogrophy and methylation method. These structures were determined on the basis of IR, MS, NMR spectral analysis.</p><p><b>RESULT</b>Eight compounds were isolated from bioactive CH3Cl fraction and identified as geoditin A (1), geoditin B (2), stellettin A (5), stellettin B (4), stellettin C (3), stellettinE (7), rhabdastrellic acid A (8) and the methyl ester of stellettin E (6).</p><p><b>CONCLUSION</b>All these compounds were obtained from this species for the first time.</p>

Studies on chemical constituents in herbs of Acanthus ilicifolius / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of Acanthus ilicifolius.</p><p><b>METHOD</b>Chromatographic methods were used to isolate compounds from A. ilicifolius, and chemical and spectral methods were used to elucidate the structures of the isolated compounds.</p><p><b>RESULT</b>Five compounds, luteolin 7-O-beta-D-glucuronide (1), apigenin-7-O-beta-D-glucuronide (2), methylapigenin-7-O-beta-D-glucuronate (3), uridine (4) and uracil (5) were obtained.</p><p><b>CONCLUSION</b>1, 4 and 5 were obtained from the genus for the first time.</p>

Chemical investingation of Chinese mangrove Sonneratia apetala II / 中国中药杂志

<p><b>OBJECTIVE</b>Isolation and structural elucidation of the constituents of China mangrove Sonneratia apetala.</p><p><b>METHOD</b>chromatography methods were used for isolation of compounds, spectroscopic methods were used for structural identifyication.</p><p><b>RESULT</b>seven known compounds named (+/-) symgaresinol, betulinic acid, lupeol, lupeone, stigmast-5-ene-3beta, 7alpha-diol, beta-alpha myrin hexadecaneate, physcoion were isolated.</p><p><b>CONCLUSION</b>these known compouns were unreported previously from this plant.</p>

Chemical constituents from the mangrove plant Ceriops tagal / 药学学报

<p><b>AIM</b>To investigate the secondary metabolites of the mangrove plant Ceriops tagal.</p><p><b>METHODS</b>Column chromatography techniques including HPLC were used for the separation and purification, and extensive spectral analysis including various 2D NMR spectra were employed for structure elucidation.</p><p><b>RESULTS</b>Nine compounds, namely, tagalsins A (1), ent-5alpha-dolabr-4 (18) -ene-15S,16-diol (2), squalene (3), betulinic acid (4), lup-20 (29) -en-3-on-28-oic acid (5), betulin (6), lup-20 (29) -en-3-on-28-ol (7), beta-sitosterol (8), n-hexacosanylferulate (9) were obtained. Of which 1 and 2 belong to dolabrane diterpene.</p><p><b>CONCLUSION</b>Compound 1 is a new compound, and 2 to 9 are isolated from this species for the first time.</p>

Study on the acute toxicity experiment of mice and anti-tumor function in vitro of the qinglongyi / 中国中药杂志

<p><b>OBJECTIVE</b>To study the anti-tumor effect and acute toxicity in vitro of the separation compositions from qinglongyi.</p><p><b>METHOD</b>The conventional acute toxicity experiments of mice, the MTT [3-(4,5-dimethylthiazol-2 yl)-2,5-diphenylterazolium bromide, MTT] and the SRB (sulforhodamin B) were used to make preliminary selection to qinglongyi and its separation compositions.</p><p><b>RESULT</b>The half-deadly dose (LD50, the half-lethiferous dose) of the chloroform separation composition in qinglongyi was 575.38 mg x kg(-1) (i.g.), and of the acetic ether separation compositions in qinglongyi was 1303.59 mg x kg(-1) (i.g.). From the other parts of separation compositions in qinglongyi, the LD50 were more than 5 g x kg(-1). When acetic ether separation composition of qinglongyi was at 100 microg x mL(-1) the growth inhibitory rate (GIR) was < 50% to the leukaemia cell HL-60 of human. When chloroform separation composition and the acetic ether separation compositions of qinglongyi was at 100 mg x mL(-1), GIR was 52% to the leukaemia cell HL-60, the gastric carcinoma cell BGC-823 and the cervical carcinoma cell Hela of human.</p><p><b>CONCLUSION</b>The separation composition of the chloroform and the acetic ether from qinglongyi have obvious, anti-tumor effect.</p>

Studies on chemical constituents of sini tang / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of sini tang.</p><p><b>METHOD</b>The constituents were separated by means of column chromatography and their structures were identified by spectral data and compared with literature data.</p><p><b>RESULT</b>Six compounds were isolated and identified as vanillic acid, formononetin, isoliquiritigenin, liquiritigenin, kumatakenin B and uracil.</p><p><b>CONCLUSION</b>All of the compounds were isolated from sini tang for the first time and the study on their activities in Chinese prescription is being carried out.</p>

Studies on chemical constituents from the seed of Trigonella foenum-graecum / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents from the seed of Trigonella foenum-graecum.</p><p><b>METHOD</b>The compounds were isolated with silica gel chromatography and their structures were identified by physical, chemical properties and spectral analysis.</p><p><b>RESULT</b>Seven compounds were isolated and identified as N,N'-dicarbazyl, glycerol monopalmitate, stearic acid, beta-sitosteryl glucopyranoside, ethyl-alpha-D-glucopyranoside, D-3-O-methyl-chiroinsitol and sucrose.</p><p><b>CONCLUSION</b>All the compounds were obtained from this plant for the first time and N,N'-dicarbazyl is a new natural product.</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>