Seven compounds (1–7) were identified from the cultivation of the endophytic fungus Exophiala oligosperma (EN-21) that was isolated from the inner tissue of the marine red alga Laurencia similis. Their structures wer...Seven compounds (1–7) were identified from the cultivation of the endophytic fungus Exophiala oligosperma (EN-21) that was isolated from the inner tissue of the marine red alga Laurencia similis. Their structures were identified with spectroscopic and chemical methods as 2-phenoxynaphthalene (1), (2S, 3R, 4E, 8E)-1-O-β-D-glucopyranosyl-3-hydroxy-2-[(R)-2′-hydroxyoctadecanoyl] amino-9-methyl-4, 8-octadeca-diene (2), (22E,24R)-ergosta-7,22-dien-3β,5α,6β-triol (3), (22E, 24R)-3β, 5α, 9α-trihydroxy- ergosta-7, 22-dien-6-one (4), (22E, 24R)-5α, 6α-epoxy-ergosta-8, 22-dien-3β, 7α-diol (5), (22E, 24R)- ergosta-4, 6, 8(14), 22-tetraen-3-one (6), and euphorbol (7). This paper reports for the first time the chemical constituents of fungus Exophiala oligosperma and the discovery of compound 1 as a natural product from the fungus.展开更多
Two brominated sesquiterpenes were isolated from the Alga Laurencia majuscula collected from the Xisha Islands in the South China Sea. Compound 1 was first reported, and determined, on spectral evidence, to be 8 bromo...Two brominated sesquiterpenes were isolated from the Alga Laurencia majuscula collected from the Xisha Islands in the South China Sea. Compound 1 was first reported, and determined, on spectral evidence, to be 8 bromo 1 en chamigrene.展开更多
Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures...Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures were elucidated as (3S, 3αR, 8βS)-(-)-2, 3, 3α, 8β3-tetra- hydro-7-bromo-3-hydroxy-3, 3α, 6,8β-tetramethyl-lH-cyclopenta[b]benzofuran, (3R, 3αR, 8βS)- (-)-2,3,3α, 8β-tetrahydro-7-bromo-3-hydroxy-3, 3α,6,8β-tetramethyl-lH-cyclopenta[b]benzofuran and (3S, 3αR, 8βS)-(-)-2, 3,3R, 8β-tetrahydro-3-hydroxy-3,3α,6,8β-tetramethyl-lH-cyclopenta[b]- benzofuran, respectively.展开更多
A novel skeleton compound benkarlaol (1) was isolated from the red alga Laurencia karlae Zhang et Xia, collected from the Nansha Islands in the South China Sea. Its structure and relative stereochemistry were determi... A novel skeleton compound benkarlaol (1) was isolated from the red alga Laurencia karlae Zhang et Xia, collected from the Nansha Islands in the South China Sea. Its structure and relative stereochemistry were determined by spectroscopic data, especially extensive 1D and 2D NMR experiments.展开更多
A new rearranged charnigrane sesquiterpene, named laurenokamurin, was isolated from the marine red alga Laurencia okamurai. Its structure was determined on the basis of spectroscopic methods.
Two new aristolane sesquiterpenes, namely, aristolan-10-ol-9-one and aristolan-8-en-1-one, were isolated from the red alga Laurencia similis. Their structures were established on the basis of various NMR spectroscopic...Two new aristolane sesquiterpenes, namely, aristolan-10-ol-9-one and aristolan-8-en-1-one, were isolated from the red alga Laurencia similis. Their structures were established on the basis of various NMR spectroscopic analyses, including 2D NMR techniques ((1)H–(1)H COSY, HMQC, HMBC, and NOESY) and HR-FAB-MS.展开更多
A new brominated C15-acetogenin, namely, laurenidificin, was isolated from the marine red alga Laurencia nidifica. Its structure was determined on the basis of spectroscopic methods.
Laurencia nanhaiense sp. nov. (Rhodomelaceae, Rhodophyta) is described from Hainan and Guangdong Provinces, China. The new species clearly displays one of the defining features of the genus, viz. four periaxial cell...Laurencia nanhaiense sp. nov. (Rhodomelaceae, Rhodophyta) is described from Hainan and Guangdong Provinces, China. The new species clearly displays one of the defining features of the genus, viz. four periaxial cells per vegetative axial segment. It differs from other closely related species in having a combination of features such as terete axes from a basal system composed of a primary discoid holdfast and a secondary attachment to give rise to many short rhizoids, branching oppositely and alternately, irregularly tristichous or subverticillately polystichous, having more curve branches with very sparse, adventitious ultimate branchlets, non-projecting superficial cortical cells at the apices of ultimate branchlets, presence of longitudinally oriented secondary pit-connections between contiguous superficial cortical cells, absence of lenticular thickenings in the walls of medullary cells, parallel arrangement of tetrasporangia along the axis of stichidia, and presence of intercellular spaces between medullary cells.展开更多
Two new brominated diterpenes, namely, laurendecumtriol and 11-deacetylpinnaterpene C, were isolated and identified from the marine red alga Laurencia decumbens. Their structures were established on the basis of vario...Two new brominated diterpenes, namely, laurendecumtriol and 11-deacetylpinnaterpene C, were isolated and identified from the marine red alga Laurencia decumbens. Their structures were established on the basis of various NMR spectroscopic techniques and HR-ESI-MS analyses.展开更多
To establish a micropropagation system of three Laurencia complex species (Laurencia okamurai, Laurencia tristicha, and Chondrophvcus undulatus) by tissue culture techniques, we studied the regeneration characterist...To establish a micropropagation system of three Laurencia complex species (Laurencia okamurai, Laurencia tristicha, and Chondrophvcus undulatus) by tissue culture techniques, we studied the regeneration characteristics and optimal culture conditions of axenic algal fragments cultured on solid medium and in liquid medium. Regeneration structures were observed and counted regularly under a reverse microscope to investigate the regeneration process, polarity and optimal illumination, and temperature and salinity levels. The results show that in most cultures of the three species, we obtained bud regeneration on solidified medium with 0.5% agar and in liquid medium. Rhizoid-like regeneration was filamentous and developed from the lower cut surface of fragments in L. okamurai, but was discoid and developed from the apical back side of bud regeneration in L. tristicha and C. undulatus. Regeneration polarity was localized to the apical part of algal fronds in all three species, and on fragments cut from the basal part of algae buds could develop from both the upper and the lower cut surfaces. Buds could develop from both the medullary and the cortical portions in L. okamurai and C. undulatus, while in L. tristicha, buds only emerged from the cortex. The optimal culture conditions for L. okamurai were 4 500 lx, 20℃ and 35 (salinity); for C. undulatus, 4 500 lx, 20℃ and 30; and for L. tristicha, 4 500 lx, 25℃ and 30.展开更多
Two new bromoindole alkaloids have been isolated from the ethanolic extract of the red alga Laurencia similis. On the basis of chemical and spectroscopic methods (including 1D and 2D NMR technique), their structures...Two new bromoindole alkaloids have been isolated from the ethanolic extract of the red alga Laurencia similis. On the basis of chemical and spectroscopic methods (including 1D and 2D NMR technique), their structures have been elucidated as 2,2',5,5',6,6'- sixibromo-3, 3'-bi-lH-indole and 3, 5-dibromo-1-methylindole, respectively.展开更多
Objective:To investigate the antioxidant and cytotoxic properties of the most active extracts from Ulva lactuca and Laurencia obtusa against colon and cervical cancer cell lines.Methods:The antioxidant radical scaveng...Objective:To investigate the antioxidant and cytotoxic properties of the most active extracts from Ulva lactuca and Laurencia obtusa against colon and cervical cancer cell lines.Methods:The antioxidant radical scavenging activity of the algal extracts was estimated using the 2,2-diphenyl-1-picrylhydrazyl colorimetric assay.Moreover,the cytotoxic potential of these bioactive extracts was studied against HCT-116 and HeLa cells by 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide assay.Wound healing analysis was adopted to evaluate the antimetastatic effects of protein extracts from both algae.Cell cycle analysis was performed by flow cytometry,and apoptotic bodies were detected using 4′,6-diamidino-2-phenylindole fluorescent staining.Amino acids of hydrolyzed protein extract were separated and identified chromatographically by high performance liquid chromatography.Results:The green algae Ulva lactuca had higher lipid content than Laurencia obtusa,whereas the latter had higher protein content with high antioxidant capacity.Protein extracts had significant dose-and time-dependent cytotoxicity and anti-metastatic activity against HCT-116 cells.Protein b extracts of both algae obtained from the chloroform:hexane solvent lipid-free residue caused morphological changes and induced apoptosis of HCT-116 cells.Further analysis revealed that apoptosis induced upon Laurencia obtusa protein b treatment was triggered via the ROS pathway,causing a significant increase in the sub-G_(1) population.Glycine and arginine(5.94 and 5.47μM,respectively)were the most common amino acids in Laurencia obtusa protein b extract.Conclusions:Proteins of Laurencia obtusa and Ulva lactuca could be considered as an adjuvant nutraceutical source of pro-apoptotic and anti-metastatic biomolecules against colon cancer.展开更多
基金Supported by the Programs from the Ministry of Science and Technology of China (Nos.2007AA09Z446,2010CB833802)the Knowledge Innovation Program of Chinese Academy of Sciences (KZCX2-YW-211-04)
文摘Seven compounds (1–7) were identified from the cultivation of the endophytic fungus Exophiala oligosperma (EN-21) that was isolated from the inner tissue of the marine red alga Laurencia similis. Their structures were identified with spectroscopic and chemical methods as 2-phenoxynaphthalene (1), (2S, 3R, 4E, 8E)-1-O-β-D-glucopyranosyl-3-hydroxy-2-[(R)-2′-hydroxyoctadecanoyl] amino-9-methyl-4, 8-octadeca-diene (2), (22E,24R)-ergosta-7,22-dien-3β,5α,6β-triol (3), (22E, 24R)-3β, 5α, 9α-trihydroxy- ergosta-7, 22-dien-6-one (4), (22E, 24R)-5α, 6α-epoxy-ergosta-8, 22-dien-3β, 7α-diol (5), (22E, 24R)- ergosta-4, 6, 8(14), 22-tetraen-3-one (6), and euphorbol (7). This paper reports for the first time the chemical constituents of fungus Exophiala oligosperma and the discovery of compound 1 as a natural product from the fungus.
文摘Two brominated sesquiterpenes were isolated from the Alga Laurencia majuscula collected from the Xisha Islands in the South China Sea. Compound 1 was first reported, and determined, on spectral evidence, to be 8 bromo 1 en chamigrene.
基金financially supported by NNSFC(Grant No.20432030)National“863”Project(Grant No.2004AA625030,2001AA620503)the Key Innovative Project of the Chinese Academy of Sciences(Grant No.KZCX3-SW-215).
文摘Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures were elucidated as (3S, 3αR, 8βS)-(-)-2, 3, 3α, 8β3-tetra- hydro-7-bromo-3-hydroxy-3, 3α, 6,8β-tetramethyl-lH-cyclopenta[b]benzofuran, (3R, 3αR, 8βS)- (-)-2,3,3α, 8β-tetrahydro-7-bromo-3-hydroxy-3, 3α,6,8β-tetramethyl-lH-cyclopenta[b]benzofuran and (3S, 3αR, 8βS)-(-)-2, 3,3R, 8β-tetrahydro-3-hydroxy-3,3α,6,8β-tetramethyl-lH-cyclopenta[b]- benzofuran, respectively.
基金Project supported by the National Natural Science Foundation of China and the Special Research Grant for Doctoral Sites in Chinese Universities.
文摘 A novel skeleton compound benkarlaol (1) was isolated from the red alga Laurencia karlae Zhang et Xia, collected from the Nansha Islands in the South China Sea. Its structure and relative stereochemistry were determined by spectroscopic data, especially extensive 1D and 2D NMR experiments.
基金supported by the National High-Tech R & D Project(No.2007AA09Z403)the National Natural Science Foundation of China(No.30530080)the Department of Science and Technology of Shandong Province(No.2006GG2205023).
文摘A new rearranged charnigrane sesquiterpene, named laurenokamurin, was isolated from the marine red alga Laurencia okamurai. Its structure was determined on the basis of spectroscopic methods.
文摘Two new aristolane sesquiterpenes, namely, aristolan-10-ol-9-one and aristolan-8-en-1-one, were isolated from the red alga Laurencia similis. Their structures were established on the basis of various NMR spectroscopic analyses, including 2D NMR techniques ((1)H–(1)H COSY, HMQC, HMBC, and NOESY) and HR-FAB-MS.
基金financially supported by the National High-Tech R & D Project(No.2007AA09Z403)the National Natural Science Foundation of China(No.30530080)the Department of Science and Technology of Shandong Province(No.2006GG2205023)
文摘A new brominated C15-acetogenin, namely, laurenidificin, was isolated from the marine red alga Laurencia nidifica. Its structure was determined on the basis of spectroscopic methods.
文摘Laurencia nanhaiense sp. nov. (Rhodomelaceae, Rhodophyta) is described from Hainan and Guangdong Provinces, China. The new species clearly displays one of the defining features of the genus, viz. four periaxial cells per vegetative axial segment. It differs from other closely related species in having a combination of features such as terete axes from a basal system composed of a primary discoid holdfast and a secondary attachment to give rise to many short rhizoids, branching oppositely and alternately, irregularly tristichous or subverticillately polystichous, having more curve branches with very sparse, adventitious ultimate branchlets, non-projecting superficial cortical cells at the apices of ultimate branchlets, presence of longitudinally oriented secondary pit-connections between contiguous superficial cortical cells, absence of lenticular thickenings in the walls of medullary cells, parallel arrangement of tetrasporangia along the axis of stichidia, and presence of intercellular spaces between medullary cells.
基金financially supported by the National Natural Science Foundation of China(No.30530080)by the Department of Science and Technology of Shandong Province(No.2006GG2205023).
文摘Two new brominated diterpenes, namely, laurendecumtriol and 11-deacetylpinnaterpene C, were isolated and identified from the marine red alga Laurencia decumbens. Their structures were established on the basis of various NMR spectroscopic techniques and HR-ESI-MS analyses.
基金Supported by the fund from Jiangsu Key Laboratory of Marine Biotechnology (No. 2006HS006)Huaihai Institute of Technology, Lianyungang, China211-Project Funding of Soochow University (No. 14134908)
文摘To establish a micropropagation system of three Laurencia complex species (Laurencia okamurai, Laurencia tristicha, and Chondrophvcus undulatus) by tissue culture techniques, we studied the regeneration characteristics and optimal culture conditions of axenic algal fragments cultured on solid medium and in liquid medium. Regeneration structures were observed and counted regularly under a reverse microscope to investigate the regeneration process, polarity and optimal illumination, and temperature and salinity levels. The results show that in most cultures of the three species, we obtained bud regeneration on solidified medium with 0.5% agar and in liquid medium. Rhizoid-like regeneration was filamentous and developed from the lower cut surface of fragments in L. okamurai, but was discoid and developed from the apical back side of bud regeneration in L. tristicha and C. undulatus. Regeneration polarity was localized to the apical part of algal fronds in all three species, and on fragments cut from the basal part of algae buds could develop from both the upper and the lower cut surfaces. Buds could develop from both the medullary and the cortical portions in L. okamurai and C. undulatus, while in L. tristicha, buds only emerged from the cortex. The optimal culture conditions for L. okamurai were 4 500 lx, 20℃ and 35 (salinity); for C. undulatus, 4 500 lx, 20℃ and 30; and for L. tristicha, 4 500 lx, 25℃ and 30.
基金supported by NSFC(No.30530080)National 863 project(No.2007AA09Z410,No.2006AA06Z362,2007AA091604)+1 种基金National Science & Technology Pillar Program(No.2006BAB03A12)key Innovative Project of the Academy(No.KZCX2-YW-209).
文摘Two new bromoindole alkaloids have been isolated from the ethanolic extract of the red alga Laurencia similis. On the basis of chemical and spectroscopic methods (including 1D and 2D NMR technique), their structures have been elucidated as 2,2',5,5',6,6'- sixibromo-3, 3'-bi-lH-indole and 3, 5-dibromo-1-methylindole, respectively.
文摘Objective:To investigate the antioxidant and cytotoxic properties of the most active extracts from Ulva lactuca and Laurencia obtusa against colon and cervical cancer cell lines.Methods:The antioxidant radical scavenging activity of the algal extracts was estimated using the 2,2-diphenyl-1-picrylhydrazyl colorimetric assay.Moreover,the cytotoxic potential of these bioactive extracts was studied against HCT-116 and HeLa cells by 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide assay.Wound healing analysis was adopted to evaluate the antimetastatic effects of protein extracts from both algae.Cell cycle analysis was performed by flow cytometry,and apoptotic bodies were detected using 4′,6-diamidino-2-phenylindole fluorescent staining.Amino acids of hydrolyzed protein extract were separated and identified chromatographically by high performance liquid chromatography.Results:The green algae Ulva lactuca had higher lipid content than Laurencia obtusa,whereas the latter had higher protein content with high antioxidant capacity.Protein extracts had significant dose-and time-dependent cytotoxicity and anti-metastatic activity against HCT-116 cells.Protein b extracts of both algae obtained from the chloroform:hexane solvent lipid-free residue caused morphological changes and induced apoptosis of HCT-116 cells.Further analysis revealed that apoptosis induced upon Laurencia obtusa protein b treatment was triggered via the ROS pathway,causing a significant increase in the sub-G_(1) population.Glycine and arginine(5.94 and 5.47μM,respectively)were the most common amino acids in Laurencia obtusa protein b extract.Conclusions:Proteins of Laurencia obtusa and Ulva lactuca could be considered as an adjuvant nutraceutical source of pro-apoptotic and anti-metastatic biomolecules against colon cancer.