RuAngelie Edrada-Ebel | University of Strathclyde, Glasgow (original) (raw)

Papers by RuAngelie Edrada-Ebel

ACS Chemical Neuroscience, 2018

World Journal of Microbiology & Biotechnology, Jul 3, 2010

The main objective of the study was to observe the antioxidant, cytotoxicity and anticancer activ... more The main objective of the study was to observe the antioxidant, cytotoxicity and anticancer activity of 12 marine endophytic fungi extracts. Marine endophytic fungi were isolated from 11 species of seaweeds, collected from Kovalam (covelong), Chennai and Mandapam, Ramanathapuram district in Tamil Nadu, India. The isolated fungi were extracted with ethyl acetate solvent for bioactivity assay. DPPH assay was performed for antioxidant study. The extracts from Chaetomium sp., Phomopsis sp., Acremonium sp., Aspergillus niger, Xylaria sp., Cladosporium sp., and Fusarium sp., showed greater antioxidant potential compared to other fungal extracts. The cytotoxicity assay was carried out in the Vero cell line and the anticancer activity was found in HEp2 cell line (Human Epidermoid carcinoma cells) and in A549 cell line (Human Lung Carcinoma-Epithelial cells). We observed that Phomopsis sp. fungal extract was more toxic to both the cancer cells, but, comparatively, the same extract exhibited less toxicity against the normal Vero cells. The IC 50 values for other 11 different fungal extracts against Vero cells were lesser than the IC 50 value of the respective extract against A549 cancer cells, indicating the toxicity of these 11 different fungal extracts.

Journal of Natural Products, Apr 2, 2002

ABSTRACT

Phytochemistry, May 1, 2008

Extracts of cultures grown in liquid or on solid rice media of the fungal endophyte Ampelomyces s... more Extracts of cultures grown in liquid or on solid rice media of the fungal endophyte Ampelomyces sp. isolated from the medicinal plant Urospermum picroides exhibited considerable cytotoxic activity when tested in vitro against L5178Y cells. Chromatographic separation yielded 14 natural products that were unequivocally identified based on their 1H and 13C NMR as well as mass spectra and comparison with previously published data. Six compounds (2, 4, 5, 7, 9 and 11) were natural products. Both fungal extracts differed considerably in their secondary metabolites. The extract obtained from liquid cultures afforded a pyrone (2) and sulfated anthraquinones (7 and 9) along with the known compounds 1, 3, 6 and 8. When grown on solid rice medium the fungus yielded three compounds 4, 5 and 11 in addition to several known metabolites including 6, 8, 10, 12, 13 and 14. Compounds 4, 8 and 10 showed the strongest cytotoxic activity against L5178Y cells with EC50 values ranging from 0.2-7.3microg/ml. Furthermore, 8 and 10 displayed antimicrobial activity against the Gram-positive pathogens, Staphylococcus aureus, S. epidermidis and Enterococcus faecalis at minimal inhibitory concentrations (MIC) of 12.5microg/ml and 12.5-25microg/ml, respectively. Interestingly, 6 and 8 were also identified as constituents of an extract derived from a healthy plant sample of the host plant U. picroides thereby indicating that the production of bioactive natural products by the endophyte proceeds also under in situ conditions within the host plant.

DOAJ (DOAJ: Directory of Open Access Journals), Jul 1, 2008

... Summary / Kata Kunci, : Telah dilakukan penelitian tentang komponen kimia spons laut Rhabdast... more ... Summary / Kata Kunci, : Telah dilakukan penelitian tentang komponen kimia spons laut Rhabdastrella rowi yang dikoleksi dari Bali, Indonesia. ... Metode spektroskopi resonansi magnetic inti serta spektrometri massa digunakan untuk mengidentifikasi struktur kimia isolat. ...

Planta Medica, Aug 24, 2006

The endophytic fungus Stemphylium botryosum was isolated from leaves of the medicinal plant Cheno... more The endophytic fungus Stemphylium botryosum was isolated from leaves of the medicinal plant Chenopodium album collected in Egypt. Extracts of the fungus grown on rice exhibited considerable cytotoxicity when tested in vitro against L5178Y mouse lymphoma cells. Upon chemical investigation they afforded the macrocyclic lactones curvularin (1) and dehydrocurvularin (2), as well as altersolanol A (3), tetrahydroaltersolanol B (4), stemphyperylenol (5) and macrosporin (6). The structures of all isolated compounds were determined by 1D and 2D NMR spectroscopy and mass spectrometry as well as by comparison with published data. Compounds 1-3 exhibited considerable cytotoxicity against L5178Y cells with EC 50 values of 16, 1.4 and 0.6 μM, respectively, whereas the remaining compounds showed only modest activity. All compounds were further tested for protein kinase inhibitory activity in an assay involving 24 different kinases. Compound 3 was the most potent inhibitor displaying EC 50 values ranging between 1.9 and 29.4 μM toward individual kinases, followed by 6 (EC 50 = 2.3-27.1 μM). Compounds 4 and 5 showed moderate activity, while 1 and 2 were inactive.

INDONESIAN JOURNAL OF PHARMACY, 2008

A research about inhibitory activity on various cancer related protein kinases of several marine ... more A research about inhibitory activity on various cancer related protein kinases of several marine sponges collected in Indonesia was performed. This study aims were to isolate and to identify structures of biologically active sponge metabolites. A combination of a chemically-and biologically driven approach for drug discovery was employed. Sponge extracts were tested by protein kinase inhibitory assay by in vitro method in parallel to the usage of TLC, and HPLC coupled to UV spectrophotometry and mass spectrometry to isolate the chemically most interesting substances. Structure identification of active compounds was performed by using NMR spectroscopy and mass spectrometry methods. This study showed that only Axynissa sp. fractions were found active in protein kinase inhibitory assay. Two bisabolene type sesquiterpenoids, (+)- curcuphenol (1) and (+)-curcudiol (2) were identified as active compounds from the sponge. Compound 1 showed SRC protein kinase inhibition with an IC50value of...

Scientific Reports, 2020

An amendment to this paper has been published and can be accessed via a link at the top of the pa... more An amendment to this paper has been published and can be accessed via a link at the top of the paper.

Natural Product Communications, 2008

In a chemical screening of fungal strains endophytic to Nigerian plants, Diaporthe phaseolorum, t... more In a chemical screening of fungal strains endophytic to Nigerian plants, Diaporthe phaseolorum, the endophyte of Bryophyllum pinnatum, gave cytochalasin D and (3 R,4 R)-3,4,5-trihydroxy-1-tetralone, Neurospora discreta from Morinda lucida yielded multiforisin I and 4-hydroxyphenylacetic acid, while Aspergillus japonicus from Jatropha gossypiifolia gave (+)-eupenoxide and microsphaerone C, a new 4-pyridone derivative. When tested for cytotoxic activity, cytochalasin D displayed strong activity towards the mouse lymphoma cell line L5178Y, while the remaining compounds, except 4-hydroxyphenylacetic acid, were found to be moderately active.

Scientific Reports, 2019

Bulb, leaf, scape and flower samples of British bluebells (Hyacinthoides non-scripta) were collec... more Bulb, leaf, scape and flower samples of British bluebells (Hyacinthoides non-scripta) were collected regularly for one growth period. Methanolic extracts of freeze-dried and ground samples showed antitrypanosomal activity, giving more than 50% inhibition, for 20 out of 41 samples. High-resolution mass spectrometry was used in the dereplication of the methanolic extracts of the different plant parts. The results revealed differences in the chemical profile with bulb samples being distinctly different from all aerial parts. High molecular weight metabolites were more abundant in the flowers, shoots and leaves compared to smaller molecular weight ones in the bulbs. The anti-trypanosomal activity of the extracts was linked to the accumulation of high molecular weight compounds, which were matched with saponin glycosides, while triterpenoids and steroids occurred in the inactive extracts. Dereplication studies were employed to identify the significant metabolites via chemotaxonomic filtr...

Journal of Advanced Pharmacy Research, 2017

Objectives: This study aimed to point the significant rule of metabolomics tools to assess the ch... more Objectives: This study aimed to point the significant rule of metabolomics tools to assess the chemistry of the bioactive metabolites produced by endophytic fungus Aspergillus chevalieri isolated from Lagerostromia tomentosa C. presl. The anticancer of crude extracts, fractions and pure compounds and antimicrobial of pure compounds were investigated as part of this study. Methods: An endophytic fungus (Aspergillus chevalieri) was isolated from the tissues of the stem of Lagerostromia tomentosa C. Presl and identified through molecular biological procedure by DNA isolation, PCR, DNA sequencing and through searching the Gene Bank. Metabolomics profiling and dereplication studies were employed to choose the optimum growth medium and conditions that yield the most significant metabolites. The crude extract of the 30-days rice culture of Aspergillus chevalieri was subjected to bioactivity and metabolomics guided isolation approach. The structure of the isolated compounds was determined on the basis of 1D, 2D NMR and mass spectrometry (HR-ESIMS) analysis. Results: four fractions were further purified to produce five pure compounds, which are Ergosterol (1), Ergosterol peroxide (2), Campesterol (3), Flavoglaucin (4) and 3-O-methyl caffeic acid (5). Multivariate data analysis highlighted the most significant metabolites contributed to the bioactivity. The pure compounds were tested for the anticancer and antimicrobial activity, compound (1) exhibited significant antitrypanosomal activity, while compounds (2, 3, 4 and 5) effectively inhibited the growth of Escherichia coli, Staphylococcus aureus and Candida albicans. Conclusion: A combination of metabolomic-and bioassay-guided approaches gives an access to a shorter and faster route to highlight the active metabolites, which are highly correlated to the bioactivity during the first stage of fractionation.

Journal of Advanced Pharmacy Research, 2017

Objectives: the aim of this study is to explore the secondary metabolites produced by the endophy... more Objectives: the aim of this study is to explore the secondary metabolites produced by the endophytic fungus Chaetomium sp. isolated from Scencio stapeliiformis (E.Phillips) as well as investigate the anticancer and antimicrobial activity of crude extracts, fractions and pure compounds. Methods: An endophytic fungus (Chaetomium sp.) was isolated from the arial part of S. stapeliiformis (from Giza, Egypt). DNA sequencing analysis, morphological and chemotaxonomy investigations were used for taxonomic identification. Metabolomics tools and dereplication studies were employed to choose the optimum growth medium and conditions that produce the most significant metabolites. The crude extract of the optimal fungal culture of Chaetomium sp. was then fractionated using flash chromatography and medium pressure liquid chromatography (MPLC). The structure of the isolated compounds was determined on the basis of 1D, 2D NMR and mass spectrometry (HR-ESIMS) analysis. Results: The Metabolomics and bioassay-guided isolation afforded five pure compounds; p-hydroxybenzaldehyde (1), Uracil (2), 3-benzyl-6-isobutyl piperazine-2,5-dione (3), Cyclo (L-Alanin-Lleucin) (4) and Cyclo-(L-proline-L-leucine) (5). Multivariate data analysis highlighted the most significant metabolites contributed to the measured bioactivity. All fungal extracts were tested for the anticancer activity but extract of 30 days liquid culture of Chaetomium showed the most anticancer activity. The pure compounds were tested for their anticancer and antimicrobial activities. Compounds 3 and 5 exhibited a significant anti-trypanosomal activity while compounds 1, 2 and 5 effectively inhibited the growth of E-coli and Staphylococcus aureus. Conclusion: A combination of metabolomicand bioassay-guided protocol can efficiently predict the putative biologically active metabolites during the first stage of fractionation.

Planta Medica, 2009

A detailed analysis of a Philippine specimen of the marine echinoderm Comanthus sp. yielded fifte... more A detailed analysis of a Philippine specimen of the marine echinoderm Comanthus sp. yielded fifteen compounds including four anthraquinones identified as 1'-deoxyrhodoptilometrin (1) along with its 6-O-sulfate derivative (3), and rhodoptilometrin (2) with its 6-O-sulfate derivative (4). In addition five naphthpyrones including comaparvin (5), 6-methoxycomaparvin (6), 6-methoxycomaparvin-5-methylether (7), 6-methoxycomaparvin-5-methylether-8-O-sulfate (8), and 6-hydroxycomaparvin-8-O-sulfate (9) were likewise isolated and identified. Further compounds include steroids and a nucleoside derivative. The structures of the isolated compounds were unambiguously elucidated based on HRESIMS analysis, 1D and 2D NMR, and by comparison with the literature. For compounds 2 and 4 the absolute configurations were identified for the first time using the Mosher reaction. Both compounds are (S)-(-) enantiomers. All isolated compounds were evaluated for their cytotoxic activities against cancer cells using the (MTT) assay and compared to the well known marine cancer drug candidate kahalalide F (EC50=6.3 µg/mL). 1'-Deoxyrhodoptilometrine (1) and an unseparable mixture of comaparvin (5) and 6-methoxycomaparvin (6) exhibited pronounced cytotoxicity against mouse lymphoma L5178Y cells with EC50 values of 2.3 and 5.2 µg/mL, respectively.

Planta Medica, 2009

Alchornea floribunda (Euphorbiaceae) leaves are widely used in African ethnomedicine for the mana... more Alchornea floribunda (Euphorbiaceae) leaves are widely used in African ethnomedicine for the management of acute and chronic inflammatory disorders. In the present study, bioactivity-guided fractionation led to the isolation of two known (1 and 3) and one new (2) stigmastane steroids from the hexane extract of Alchornea floribunda leaves. The anti-inflammatory activities of these compounds were evaluated using IN VITRO and IN VIVO animal models. The compounds 1, 2, and 3 at 50 and 100 microg/ear significantly (p < 0.05) inhibited xylene-induced ear edema in mice in a dose-dependent manner. The topical anti-inflammatory effect of 1 and 2 are significantly (p < 0.05) higher than that of indomethacin and prednisolone. At 20 mg/kg (i. p.), all the compounds significantly (p < 0.05) inhibited acute inflammation induced by subplantar injection of egg albumen in rats. Compound 1 exhibited an anti-inflammatory effect (50.9 % edema inhibition) comparable (p < 0.05) to that of prednisolone (48.0 % edema inhibition) at 3 h. Compounds 1, 2, and 3 (50 microg/mL) significantly (p < 0.05) inhibited heat-induced haemolysis of human erythrocytes in vitro, but had no effect on hypotonicity-induced hemolysis. The compounds were elucidated as (24R)-5alpha-stigmast-3,6-dione ( 1), 5alpha-stigmast - 23-ene-3,6-dione ( 2), and 3beta-hydroxy-5alpha-stigmast-24-ene ( 3) by spectral analysis. The results of this study show that these compounds may, in part, account for the anti-inflammatory effect of Alchornea floribunda leaves. This is the first report on the isolation and structure elucidation of these anti-inflammatory steroids from Alchornea floribunda leaves.

Journal of Natural Products, 2002

Journal of Natural Products, 2003

Arkivoc, 2004

Our search for biologically active marine natural products has led to the isolation of two new st... more Our search for biologically active marine natural products has led to the isolation of two new steroidal saponins, eryloside K (2) and eryloside L (3) together with the known antitumor and antifungal glycoside eryloside A (1) from the organic extract of the sponge Erylus lendenfeldi (Geodiidae) collected in the Red Sea. The structures of the new compounds were elucidated on the basis of comprehensive spectral analyses (1 H, 13 C, COSY, HMQC, HMBC and TOCSY NMR) as well as GC/MS analysis to infer the absolute stereochemistry of the sugar moieties. Eryloside K (2) is the 24,25-didehydro congener of 1, while eryloside L (3) features an unusual 8α,9α-epoxy-4α-methyl-8,9-secocholesta-7,9(11),14-triene skeleton which appears to be unprecedented in nature. Eryloside A (1) displayed antibacterial activity against Bacillus subtilis and Escherichia coli together with antifungal activity against Candida albicans.

Journal of Medicinal Plants for Economic Development

Background: The leaves of Alchornea laxiflora are traditionally used in the south of Nigeria to p... more Background: The leaves of Alchornea laxiflora are traditionally used in the south of Nigeria to prevent preterm births. Aim: This study was designed to investigate the activity of A. laxiflora on uterine contractility. Setting: The leaves of the plant were collected from forests in Egor, Benin City, Nigeria. Methods: The leaves were cleaned and extracted in methanol. The extract (0.005 mg/mL–3.5 mg/mL) was tested on spontaneous uterine contraction and on oxytocin-induced contraction in normal and Ca2+-free media. The plant extract (0.0035 mg/mL, 0.035 mg/mL, 0.35 mg/mL and 3.5 mg/mL) was tested on high KCl-induced uterine contractions (80 mM). The plant extract (3.5 mg/mL) was also studied in the presence of amiodarone and glibenclamide in separate experiments. Mass spectrometric analysis was additionally performed on the plant extract in order to identify significant secondary metabolites that may have contributed to the activity of the plant. Results: The plant extract inhibited s...

ACS Chemical Neuroscience, 2018

World Journal of Microbiology & Biotechnology, Jul 3, 2010

The main objective of the study was to observe the antioxidant, cytotoxicity and anticancer activ... more The main objective of the study was to observe the antioxidant, cytotoxicity and anticancer activity of 12 marine endophytic fungi extracts. Marine endophytic fungi were isolated from 11 species of seaweeds, collected from Kovalam (covelong), Chennai and Mandapam, Ramanathapuram district in Tamil Nadu, India. The isolated fungi were extracted with ethyl acetate solvent for bioactivity assay. DPPH assay was performed for antioxidant study. The extracts from Chaetomium sp., Phomopsis sp., Acremonium sp., Aspergillus niger, Xylaria sp., Cladosporium sp., and Fusarium sp., showed greater antioxidant potential compared to other fungal extracts. The cytotoxicity assay was carried out in the Vero cell line and the anticancer activity was found in HEp2 cell line (Human Epidermoid carcinoma cells) and in A549 cell line (Human Lung Carcinoma-Epithelial cells). We observed that Phomopsis sp. fungal extract was more toxic to both the cancer cells, but, comparatively, the same extract exhibited less toxicity against the normal Vero cells. The IC 50 values for other 11 different fungal extracts against Vero cells were lesser than the IC 50 value of the respective extract against A549 cancer cells, indicating the toxicity of these 11 different fungal extracts.

Journal of Natural Products, Apr 2, 2002

ABSTRACT

Phytochemistry, May 1, 2008

Extracts of cultures grown in liquid or on solid rice media of the fungal endophyte Ampelomyces s... more Extracts of cultures grown in liquid or on solid rice media of the fungal endophyte Ampelomyces sp. isolated from the medicinal plant Urospermum picroides exhibited considerable cytotoxic activity when tested in vitro against L5178Y cells. Chromatographic separation yielded 14 natural products that were unequivocally identified based on their 1H and 13C NMR as well as mass spectra and comparison with previously published data. Six compounds (2, 4, 5, 7, 9 and 11) were natural products. Both fungal extracts differed considerably in their secondary metabolites. The extract obtained from liquid cultures afforded a pyrone (2) and sulfated anthraquinones (7 and 9) along with the known compounds 1, 3, 6 and 8. When grown on solid rice medium the fungus yielded three compounds 4, 5 and 11 in addition to several known metabolites including 6, 8, 10, 12, 13 and 14. Compounds 4, 8 and 10 showed the strongest cytotoxic activity against L5178Y cells with EC50 values ranging from 0.2-7.3microg/ml. Furthermore, 8 and 10 displayed antimicrobial activity against the Gram-positive pathogens, Staphylococcus aureus, S. epidermidis and Enterococcus faecalis at minimal inhibitory concentrations (MIC) of 12.5microg/ml and 12.5-25microg/ml, respectively. Interestingly, 6 and 8 were also identified as constituents of an extract derived from a healthy plant sample of the host plant U. picroides thereby indicating that the production of bioactive natural products by the endophyte proceeds also under in situ conditions within the host plant.

DOAJ (DOAJ: Directory of Open Access Journals), Jul 1, 2008

... Summary / Kata Kunci, : Telah dilakukan penelitian tentang komponen kimia spons laut Rhabdast... more ... Summary / Kata Kunci, : Telah dilakukan penelitian tentang komponen kimia spons laut Rhabdastrella rowi yang dikoleksi dari Bali, Indonesia. ... Metode spektroskopi resonansi magnetic inti serta spektrometri massa digunakan untuk mengidentifikasi struktur kimia isolat. ...

Planta Medica, Aug 24, 2006

The endophytic fungus Stemphylium botryosum was isolated from leaves of the medicinal plant Cheno... more The endophytic fungus Stemphylium botryosum was isolated from leaves of the medicinal plant Chenopodium album collected in Egypt. Extracts of the fungus grown on rice exhibited considerable cytotoxicity when tested in vitro against L5178Y mouse lymphoma cells. Upon chemical investigation they afforded the macrocyclic lactones curvularin (1) and dehydrocurvularin (2), as well as altersolanol A (3), tetrahydroaltersolanol B (4), stemphyperylenol (5) and macrosporin (6). The structures of all isolated compounds were determined by 1D and 2D NMR spectroscopy and mass spectrometry as well as by comparison with published data. Compounds 1-3 exhibited considerable cytotoxicity against L5178Y cells with EC 50 values of 16, 1.4 and 0.6 μM, respectively, whereas the remaining compounds showed only modest activity. All compounds were further tested for protein kinase inhibitory activity in an assay involving 24 different kinases. Compound 3 was the most potent inhibitor displaying EC 50 values ranging between 1.9 and 29.4 μM toward individual kinases, followed by 6 (EC 50 = 2.3-27.1 μM). Compounds 4 and 5 showed moderate activity, while 1 and 2 were inactive.

INDONESIAN JOURNAL OF PHARMACY, 2008

A research about inhibitory activity on various cancer related protein kinases of several marine ... more A research about inhibitory activity on various cancer related protein kinases of several marine sponges collected in Indonesia was performed. This study aims were to isolate and to identify structures of biologically active sponge metabolites. A combination of a chemically-and biologically driven approach for drug discovery was employed. Sponge extracts were tested by protein kinase inhibitory assay by in vitro method in parallel to the usage of TLC, and HPLC coupled to UV spectrophotometry and mass spectrometry to isolate the chemically most interesting substances. Structure identification of active compounds was performed by using NMR spectroscopy and mass spectrometry methods. This study showed that only Axynissa sp. fractions were found active in protein kinase inhibitory assay. Two bisabolene type sesquiterpenoids, (+)- curcuphenol (1) and (+)-curcudiol (2) were identified as active compounds from the sponge. Compound 1 showed SRC protein kinase inhibition with an IC50value of...

Scientific Reports, 2020

An amendment to this paper has been published and can be accessed via a link at the top of the pa... more An amendment to this paper has been published and can be accessed via a link at the top of the paper.

Natural Product Communications, 2008

In a chemical screening of fungal strains endophytic to Nigerian plants, Diaporthe phaseolorum, t... more In a chemical screening of fungal strains endophytic to Nigerian plants, Diaporthe phaseolorum, the endophyte of Bryophyllum pinnatum, gave cytochalasin D and (3 R,4 R)-3,4,5-trihydroxy-1-tetralone, Neurospora discreta from Morinda lucida yielded multiforisin I and 4-hydroxyphenylacetic acid, while Aspergillus japonicus from Jatropha gossypiifolia gave (+)-eupenoxide and microsphaerone C, a new 4-pyridone derivative. When tested for cytotoxic activity, cytochalasin D displayed strong activity towards the mouse lymphoma cell line L5178Y, while the remaining compounds, except 4-hydroxyphenylacetic acid, were found to be moderately active.

Scientific Reports, 2019

Bulb, leaf, scape and flower samples of British bluebells (Hyacinthoides non-scripta) were collec... more Bulb, leaf, scape and flower samples of British bluebells (Hyacinthoides non-scripta) were collected regularly for one growth period. Methanolic extracts of freeze-dried and ground samples showed antitrypanosomal activity, giving more than 50% inhibition, for 20 out of 41 samples. High-resolution mass spectrometry was used in the dereplication of the methanolic extracts of the different plant parts. The results revealed differences in the chemical profile with bulb samples being distinctly different from all aerial parts. High molecular weight metabolites were more abundant in the flowers, shoots and leaves compared to smaller molecular weight ones in the bulbs. The anti-trypanosomal activity of the extracts was linked to the accumulation of high molecular weight compounds, which were matched with saponin glycosides, while triterpenoids and steroids occurred in the inactive extracts. Dereplication studies were employed to identify the significant metabolites via chemotaxonomic filtr...

Journal of Advanced Pharmacy Research, 2017

Objectives: This study aimed to point the significant rule of metabolomics tools to assess the ch... more Objectives: This study aimed to point the significant rule of metabolomics tools to assess the chemistry of the bioactive metabolites produced by endophytic fungus Aspergillus chevalieri isolated from Lagerostromia tomentosa C. presl. The anticancer of crude extracts, fractions and pure compounds and antimicrobial of pure compounds were investigated as part of this study. Methods: An endophytic fungus (Aspergillus chevalieri) was isolated from the tissues of the stem of Lagerostromia tomentosa C. Presl and identified through molecular biological procedure by DNA isolation, PCR, DNA sequencing and through searching the Gene Bank. Metabolomics profiling and dereplication studies were employed to choose the optimum growth medium and conditions that yield the most significant metabolites. The crude extract of the 30-days rice culture of Aspergillus chevalieri was subjected to bioactivity and metabolomics guided isolation approach. The structure of the isolated compounds was determined on the basis of 1D, 2D NMR and mass spectrometry (HR-ESIMS) analysis. Results: four fractions were further purified to produce five pure compounds, which are Ergosterol (1), Ergosterol peroxide (2), Campesterol (3), Flavoglaucin (4) and 3-O-methyl caffeic acid (5). Multivariate data analysis highlighted the most significant metabolites contributed to the bioactivity. The pure compounds were tested for the anticancer and antimicrobial activity, compound (1) exhibited significant antitrypanosomal activity, while compounds (2, 3, 4 and 5) effectively inhibited the growth of Escherichia coli, Staphylococcus aureus and Candida albicans. Conclusion: A combination of metabolomic-and bioassay-guided approaches gives an access to a shorter and faster route to highlight the active metabolites, which are highly correlated to the bioactivity during the first stage of fractionation.

Journal of Advanced Pharmacy Research, 2017

Objectives: the aim of this study is to explore the secondary metabolites produced by the endophy... more Objectives: the aim of this study is to explore the secondary metabolites produced by the endophytic fungus Chaetomium sp. isolated from Scencio stapeliiformis (E.Phillips) as well as investigate the anticancer and antimicrobial activity of crude extracts, fractions and pure compounds. Methods: An endophytic fungus (Chaetomium sp.) was isolated from the arial part of S. stapeliiformis (from Giza, Egypt). DNA sequencing analysis, morphological and chemotaxonomy investigations were used for taxonomic identification. Metabolomics tools and dereplication studies were employed to choose the optimum growth medium and conditions that produce the most significant metabolites. The crude extract of the optimal fungal culture of Chaetomium sp. was then fractionated using flash chromatography and medium pressure liquid chromatography (MPLC). The structure of the isolated compounds was determined on the basis of 1D, 2D NMR and mass spectrometry (HR-ESIMS) analysis. Results: The Metabolomics and bioassay-guided isolation afforded five pure compounds; p-hydroxybenzaldehyde (1), Uracil (2), 3-benzyl-6-isobutyl piperazine-2,5-dione (3), Cyclo (L-Alanin-Lleucin) (4) and Cyclo-(L-proline-L-leucine) (5). Multivariate data analysis highlighted the most significant metabolites contributed to the measured bioactivity. All fungal extracts were tested for the anticancer activity but extract of 30 days liquid culture of Chaetomium showed the most anticancer activity. The pure compounds were tested for their anticancer and antimicrobial activities. Compounds 3 and 5 exhibited a significant anti-trypanosomal activity while compounds 1, 2 and 5 effectively inhibited the growth of E-coli and Staphylococcus aureus. Conclusion: A combination of metabolomicand bioassay-guided protocol can efficiently predict the putative biologically active metabolites during the first stage of fractionation.

Planta Medica, 2009

A detailed analysis of a Philippine specimen of the marine echinoderm Comanthus sp. yielded fifte... more A detailed analysis of a Philippine specimen of the marine echinoderm Comanthus sp. yielded fifteen compounds including four anthraquinones identified as 1'-deoxyrhodoptilometrin (1) along with its 6-O-sulfate derivative (3), and rhodoptilometrin (2) with its 6-O-sulfate derivative (4). In addition five naphthpyrones including comaparvin (5), 6-methoxycomaparvin (6), 6-methoxycomaparvin-5-methylether (7), 6-methoxycomaparvin-5-methylether-8-O-sulfate (8), and 6-hydroxycomaparvin-8-O-sulfate (9) were likewise isolated and identified. Further compounds include steroids and a nucleoside derivative. The structures of the isolated compounds were unambiguously elucidated based on HRESIMS analysis, 1D and 2D NMR, and by comparison with the literature. For compounds 2 and 4 the absolute configurations were identified for the first time using the Mosher reaction. Both compounds are (S)-(-) enantiomers. All isolated compounds were evaluated for their cytotoxic activities against cancer cells using the (MTT) assay and compared to the well known marine cancer drug candidate kahalalide F (EC50=6.3 µg/mL). 1'-Deoxyrhodoptilometrine (1) and an unseparable mixture of comaparvin (5) and 6-methoxycomaparvin (6) exhibited pronounced cytotoxicity against mouse lymphoma L5178Y cells with EC50 values of 2.3 and 5.2 µg/mL, respectively.

Planta Medica, 2009

Alchornea floribunda (Euphorbiaceae) leaves are widely used in African ethnomedicine for the mana... more Alchornea floribunda (Euphorbiaceae) leaves are widely used in African ethnomedicine for the management of acute and chronic inflammatory disorders. In the present study, bioactivity-guided fractionation led to the isolation of two known (1 and 3) and one new (2) stigmastane steroids from the hexane extract of Alchornea floribunda leaves. The anti-inflammatory activities of these compounds were evaluated using IN VITRO and IN VIVO animal models. The compounds 1, 2, and 3 at 50 and 100 microg/ear significantly (p < 0.05) inhibited xylene-induced ear edema in mice in a dose-dependent manner. The topical anti-inflammatory effect of 1 and 2 are significantly (p < 0.05) higher than that of indomethacin and prednisolone. At 20 mg/kg (i. p.), all the compounds significantly (p < 0.05) inhibited acute inflammation induced by subplantar injection of egg albumen in rats. Compound 1 exhibited an anti-inflammatory effect (50.9 % edema inhibition) comparable (p < 0.05) to that of prednisolone (48.0 % edema inhibition) at 3 h. Compounds 1, 2, and 3 (50 microg/mL) significantly (p < 0.05) inhibited heat-induced haemolysis of human erythrocytes in vitro, but had no effect on hypotonicity-induced hemolysis. The compounds were elucidated as (24R)-5alpha-stigmast-3,6-dione ( 1), 5alpha-stigmast - 23-ene-3,6-dione ( 2), and 3beta-hydroxy-5alpha-stigmast-24-ene ( 3) by spectral analysis. The results of this study show that these compounds may, in part, account for the anti-inflammatory effect of Alchornea floribunda leaves. This is the first report on the isolation and structure elucidation of these anti-inflammatory steroids from Alchornea floribunda leaves.

Journal of Natural Products, 2002

Journal of Natural Products, 2003

Arkivoc, 2004

Our search for biologically active marine natural products has led to the isolation of two new st... more Our search for biologically active marine natural products has led to the isolation of two new steroidal saponins, eryloside K (2) and eryloside L (3) together with the known antitumor and antifungal glycoside eryloside A (1) from the organic extract of the sponge Erylus lendenfeldi (Geodiidae) collected in the Red Sea. The structures of the new compounds were elucidated on the basis of comprehensive spectral analyses (1 H, 13 C, COSY, HMQC, HMBC and TOCSY NMR) as well as GC/MS analysis to infer the absolute stereochemistry of the sugar moieties. Eryloside K (2) is the 24,25-didehydro congener of 1, while eryloside L (3) features an unusual 8α,9α-epoxy-4α-methyl-8,9-secocholesta-7,9(11),14-triene skeleton which appears to be unprecedented in nature. Eryloside A (1) displayed antibacterial activity against Bacillus subtilis and Escherichia coli together with antifungal activity against Candida albicans.

Journal of Medicinal Plants for Economic Development

Background: The leaves of Alchornea laxiflora are traditionally used in the south of Nigeria to p... more Background: The leaves of Alchornea laxiflora are traditionally used in the south of Nigeria to prevent preterm births. Aim: This study was designed to investigate the activity of A. laxiflora on uterine contractility. Setting: The leaves of the plant were collected from forests in Egor, Benin City, Nigeria. Methods: The leaves were cleaned and extracted in methanol. The extract (0.005 mg/mL–3.5 mg/mL) was tested on spontaneous uterine contraction and on oxytocin-induced contraction in normal and Ca2+-free media. The plant extract (0.0035 mg/mL, 0.035 mg/mL, 0.35 mg/mL and 3.5 mg/mL) was tested on high KCl-induced uterine contractions (80 mM). The plant extract (3.5 mg/mL) was also studied in the presence of amiodarone and glibenclamide in separate experiments. Mass spectrometric analysis was additionally performed on the plant extract in order to identify significant secondary metabolites that may have contributed to the activity of the plant. Results: The plant extract inhibited s...

Obstetric and/or dental anaesthesia is intended to provide optimal pain relief with reduced toxi... more Obstetric and/or dental anaesthesia is intended to provide optimal pain relief with reduced
toxicity. Therefore an unanticipated effect on uterine contractility becomes of utmost importance. This
study was therefore aimed at investigating the uterine stimulatory effects of local anaesthetics on uterine
contractions. Lidocaine and bupivacaine significantly increased uterine contractions (EC50: 0.009 ±0.33 and
0.148 ± 0.20 mMrespectively) (p<0.001) while procaine and benzocaine produced no significant increase
in uterine contractility. In conclusion, this study has shown that amide anaesthetics stimulate myometrial
contractility via a cascade of cellular mechanisms and possibly via calcium channels.