Isolation and identification of secondary metabolites in ethyl acetate extract from the Maja bark (Aegle marmelos Linn.)

A xanthone, named ananixanthone (1) has been isolated and identified from the ethyl acetate extract of the root barks of Calophyllum soulattri. Structure of the compound was determined based on spectroscopic data, including UV, IR, NMR 1D, NMR 2D and by comparison with references.

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Isolasi Senyawa Kimia Stigmastan-3,5-Diena Yang Mempunyai Daya Toksik Dari Daun Ekaliptus (Eucalyptus Deglupta Blume.)

JURNAL KIMIA MULAWARMAN ◽

10.30872/jkm.v15i1.491 ◽

2017 ◽

Vol 15 (1) ◽

pp. 1

Author(s):

Sari Setianingsih ◽

Rudi Kartika ◽

Partomuan Simanjuntak

Keyword(s):

Ethyl Acetate ◽

Toxicity Test ◽

Ethyl Acetate Extract ◽

Chemical Compounds ◽

Gas Chromatography Mass Spectrometry ◽

Test Results ◽

Phytochemical Screening ◽

Isolation And Identification ◽

Lc50 Value ◽

Ms Analysis

This study was started by extraction of Eucalyptus deglupta Blume. Using organic solvent (n-hexane, ethyl acetate, ethanol and water) followed by phytochemical screening and toxicity test using Brine Shrimp Lethality Test (BSLT) method. Isolation and identification of chemical compounds contained in the fraction were done by column chromatography and Gas Chromatography-Mass Spectrometry (GC-MS) analysis. Phytochemical screening revealed the presence of alkaloids, flavonoids, steroids and phenolics in the extract. Toxicity test results showed that the ethyl acetate extract was potentially active with LC50 value of 617.95 ppm. The extract was continued to isolation stage and gave fraction EKEA-3.1 with LC50 value of 2759.93 ppm. Identification of chemical compounds in EKEA-3.1 with KG-MS analysis showed that EKEA-3.1 was suspected to be Stigmastan-3,5-diene.

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GCMS ANALYSIS OF ENDOPHYTIC FUNGI CURVULARIA AERIA MTCC-12847 ISOLATED FROM TRIBULUS TERRESTRIS L.

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2019v11i4.28440 ◽

2019 ◽

pp. 26-32

Author(s):

Kamana Sahani ◽

DEEPENDRA THAKUR

Keyword(s):

Mass Spectrometry ◽

Gas Chromatography ◽

Secondary Metabolites ◽

Ethyl Acetate ◽

Endophytic Fungi ◽

Active Compound ◽

Ethyl Acetate Extract ◽

Gas Chromatography Mass Spectrometry ◽

Tribulus Terrestris ◽

Chromatography Mass Spectrometry

Objective: The objective of the present investigation was to perform the Gas Chromatography-mass spectrometry (GCMS) analysis of endophytic fungi Curvularia aeria MTCC-12847 isolated from Tribulus terrestris L. to find out the active compound present in the extract. Methods: The endophytic fungi were isolated from the plant Tribulus Terrestris L., leaf which was cultivated in optimized media for the production of secondary metabolites and was extracted using ethyl acetate. Ethyl acetate extract was used for the Gas Chromatography-mass spectrometry (GCMS) analysis. Results: GC-MS analysis of ethyl acetate extract of endophytic fungi revealed the presence of various secondary metabolites, the highest amount present was Palmitic acid (24.54%) and Lowest was Dimethyl 1-phenyl-7-methyl-1-hydroxy-1,4-dihydronaphthalene-2,3-dicarboxylate (5.76%). Conclusion: The endophytic fungal Curvularia aeria MTCC-12847 extract isolated from the Tribulus terrestris L. shows the presence of various bioactive compounds.

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SECONDARY METABOLITES FROM RICE CULTURE OF ASPERGILLUS SP. ISOLATED FROM MELALEUCA SUBULATA (CHEEL) CRAVEN LEAVES AND THEIR ANTICANCER ACTIVITY

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2020v12i10.38773 ◽

2020 ◽

pp. 52-61

Author(s):

HAITHAM ALI IBRAHIM ◽

REHAM RAGAEI IBRAHIM ◽

REEM ALAA KAMEL ◽

SHAHENDA METWALLY EL-MESSERY ◽

FATMA ABDELKADER MOHARRAM

Keyword(s):

Secondary Metabolites ◽

Ethyl Acetate ◽

Anticancer Activity ◽

Ethyl Acetate Extract ◽

Moderate Activity ◽

Hep G2 ◽

Rice Culture ◽

Aspergillus Sp ◽

Hsp 90 ◽

Mcf 7

Objective: Aspergillus fungus is a rich source of natural products with broad biological activities. This study was conducted to identify secondary metabolites from the rice culture of Aspergillus species isolated from Melaleuca subulata leaves and evaluated their anticancer activity. Methods: Ethyl acetate extract was fractionated on silica gel and Sephadex columns. Structures of the compounds were established using physical and chemical methods. Cytotoxic activities of the extract and pure compounds against two human cancer cell lines (Mcf-7and Hep G2) were evaluated using microculture tetrazolium assay as well as the mode of the cytotoxicity was evaluated. Molecular docking studies have been performed using the Hsp 90 enzyme as an anticancer target. Results: Methyl linoleate (1), arugosin C (2), ergosterol (3), sterigmatocystin (4), diorcinol (5), alternariol-5-O-methyl ether (6), averufin (7), averufanin (8), and alternariol (9) were identified from ethyl acetate extract. All tested compounds exhibit week activity against MCF-7 and Hep G2 cell lines but a mixture of compounds 7 and 8 is considered to be more active towards both MCF-7 and Hep G 2 in comparison to other compounds. Compound 4 exhibits moderate activity against Hep G2 only as well as the ethyl acetate extract exerts moderate activity against MCF-7 cell line Moreover, compound 4 and a mixture of 7 and 8 caused a decrease in the number of Hep G2 cancer cells due to apoptotic and necrotic processes. Most active anticancer candidates 7 and 8 showed binding to the active site similar to geldanamycin reference ligand. Conclusion: Secondary metabolites identified from Aspergillus sp. and their anticancer activity were evaluated. Molecular docking suggested active candidates as Hsp 90 inhibitors.

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Evaluation of the Antioxidant and Antimicrobial Activities of Ethyl Acetate Extract of Saccharomyces cerevisiae

Food Technology and Biotechnology ◽

10.17113/ftb.59.02.21.6658 ◽

2021 ◽

Vol 59 (2) ◽

Author(s):

Essam A. Makky ◽

Manaf AlMatar ◽

Mahmood H. Mahmood ◽

Ooi Wei Ting ◽

Wong Zi Qi

Keyword(s):

Staphylococcus Aureus ◽

Secondary Metabolites ◽

Ethyl Acetate ◽

Staphylococcus Epidermidis ◽

Ethyl Acetate Extract ◽

Antimicrobial Activities ◽

New Drugs ◽

Synthetic Antioxidants ◽

Cutibacterium Acnes ◽

Antioxidant And Antimicrobial Activities

Research background. Antioxidants are described as important compounds that are present at low concentrations to inhibit oxidation processes. Due to the side effects of synthetic antioxidants, research interest has increased considerably towards finding natural sources of antioxidants that can replace synthetic antioxidants. The emergence and spread of antibiotic resistance require the development of new drugs or some potential sources of novel medicine. This work aims to extract the secondary metabolites of S. cerevisiae using ethyl acetate as a solvent and to determine the antioxidant and antimicrobial activities of these extracted metabolites. Experimental approach. The antioxidant activities of the secondary metabolites of S. cerevisiae were determined using DPPH, ABTS, and FRAP assays. Furthermore, the antimicrobial potential of the ethyl acetate extract of S. cerevisiae in treating Cutibacterium acnes, Staphylococcus aureus, and Staphylococcus epidermidis was assessed. Results and conclusion. Five out of 13 of the extracted secondary metabolites were identified as antioxidants. The antioxidant activity of the S. cerevisiae extract exhibited relatively high IC50 of 455.2689 μg/mL and 294.51 μg/mL for DPPH and ABTS respectively while the FRAP value was obtained as 44.4004 μg AAE/mL. Moreover, the extracts presented a significant antibacterial activity (p<0.05) against Staphylococcus aureus and Staphylococcus epidermidis at the concentrations of 100 mg/mL and 200 mg/mL, respectively. However, no inhibitory effect was observed against Cutibacterium acnes as the extract was only effective against Cutibacterium acnes at the concentrations of 300 mg/mL and 400 mg/mL (inhibition zones ranging from 9.0±0 to 9.333±0.577) respectively (p<0.05). Staphylococcus aureus was highly sensitive to the extract, with a MIC value of 18.75 mg/mL. Novelty and scientific contribution. This report confirmed the efficacy of the secondary metabolites of S. cerevisiae as a natural source of antioxidants and antimicrobials and suggest the possibility of employing them in drugs for the treatment of infectious diseases caused by the tested microorganisms.

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Isolation and Identification of the Five Novel Flavonoids from Genipa americana Leaves

Molecules ◽

10.3390/molecules23102521 ◽

2018 ◽

Vol 23 (10) ◽

pp. 2521 ◽

Cited By ~ 4

Author(s):

Larissa Silva ◽

Jovelina Alves ◽

Emerson da Silva Siqueira ◽

Manoel de Souza Neto ◽

Lucas Abreu ◽

...

Keyword(s):

Secondary Metabolites ◽

Medicinal Plant ◽

Ethyl Acetate ◽

Folk Medicine ◽

Ethyl Acetate Fraction ◽

Spectroscopic Methods ◽

Isolation And Identification ◽

1H And 13C Nmr ◽

Chemical Structures ◽

First Time

Genipa americana is a medicinal plant popularly known as “jenipapo”, which occurs in Brazil and belongs to the Rubiaceae family. It is a species widely distributed in the tropical Central and South America, especially in the Cerrado biome. Their leaves and fruits are used as food and popularly in folk medicine to treat anemias, as an antidiarrheal, and anti-syphilitic. Iridoids are the main secondary metabolites described from G. americana, but few studies have been conducted with their leaves. In this study, the aim was to chemical approach for identify the main compounds present at the extract of G. americana leaves. The powdered leaves were extracted by maceration with EtOH: water (70:30, v/v), following liquid-liquid partition with petroleum ether, chloroform, ethyl acetate and n-butanol. A total of 13 compounds were identified. In addition three flavonoids were isolated from the ethyl acetate fraction: quercetin-3-O-robinoside (GAF 1), kaempferol-3-O-robinoside (GAF 2) and isorhamnetin-3-O-robinoside (GAF 3) and, from n-butanol fraction more two flavonoids were isolated, kaempferol-3-O-robinoside-7-O-rhamnoside (robinin) (GAF 4) and isorhamnetin-3-O-robinoside-7-rhamnoside (GAF 5). Chemical structures of these five flavonoids were elucidated using spectroscopic methods (MS, 1H and 13C-NMR 1D and 2D). These flavonoids glycosides were described for the first time in G. americana.

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Isolation and Identification of Ethyl Acetate Extract Secondary Metabolite Compound of Kayu Jawa Bark (L. Coromandelica)

Journal of Physics Conference Series ◽

10.1088/1742-6596/1899/1/012035 ◽

2021 ◽

Vol 1899 (1) ◽

pp. 012035

Author(s):

Sudding ◽

P Salempa ◽

Nurhikmah

Keyword(s):

Ethyl Acetate ◽

Secondary Metabolite ◽

Ethyl Acetate Extract ◽

Isolation And Identification

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Antiproliferative Activity of Triterpenoid and Steroid Compounds from Ethyl Acetate Extract of Calotropis gigantea Root Bark against P388 Murine Leukemia Cell Lines

Scientia Pharmaceutica ◽

10.3390/scipharm89020021 ◽

2021 ◽

Vol 89 (2) ◽

pp. 21

Author(s):

Kartini Hasballah ◽

Murniana Sarong ◽

Renzavaldy Rusly ◽

Herdina Fitria ◽

Dewi Rara Maida ◽

...

Keyword(s):

Secondary Metabolites ◽

Ethyl Acetate ◽

Cell Lines ◽

Ethyl Acetate Extract ◽

Leukemia Cell ◽

Root Bark ◽

Leukemia Cell Lines ◽

Murine Leukemia Cell ◽

Murine Leukemia ◽

Antiproliferative Activities

Calotropis gigantea has been known to produce bioactive secondary metabolites with antiproliferative activities against cancer cells. Herein, we extracted the secondary metabolites using ethyl acetate from its root bark and further tested its antiproliferative activities against P388 murine leukemia cell lines. The subfractions from the ethyl acetate extract was obtained from Vacuum Liquid Column Chromatography (VLCC), and followed by Gravity Column Chromatography (GCC). The subfraction C2 and D1 were identified to contain triterpenoids and steroids with the most potent cytotoxicity against Brine Shrimp Lethality Test (BSLT). A 3-(4,5-dimethylthiazol-2-yl) -2-5 diphenyl tetrazolium bromide (MTT) assay suggested that ethyl acetate extract has the highest antiproliferative activities against P388 murine leukemia cell lines (IC50 = 21.79 μg/mL), as opposed to subfraction C2 (IC50 = 50.64 µg/mL) and subfraction D1 (IC50 = 49.33 µg/mL). The compound identified in subfraction C2 and D1 are taraxerol acetate and calotropone, respectively. Though taraxerol acetate and calotropone were active in inhibiting the leukemic cell lines, their IC50s were lower than the ethyl acetate extract, which is probably due to the synergism of the secondary metabolites.

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Isolation and Identification of Secondary Metabolite from Marine Sponge Callyspongia sp. and its Antibacterial Potency

Biointerface Research in Applied Chemistry ◽

10.33263/briac113.1008210088 ◽

2020 ◽

Vol 11 (3) ◽

pp. 10082-10088

Keyword(s):

Antibacterial Activity ◽

Ethyl Acetate ◽

Marine Sponge ◽

Ethyl Acetate Extract ◽

Aldehyde Group ◽

Isolation And Identification ◽

E Coli ◽

Microdilution Method ◽

Antibacterial Susceptibility ◽

Vacuum Liquid Chromatography

Marine sponge Callyspongia sp. is one full of potency as a source for discovering and developing novel antibacterial. This study aims to isolate the Callypsongia sp. and assay their antibacterial activity. Callyspongia sp. were macerated with ethyl acetate (3x24 hrs), isolated with vacuum liquid chromatography (VLC) and RC (radial chromatography), and determined their structure with 1H and 13C-NMR. The antibacterial activity was assayed with the microdilution method. From ethyl acetate extract of Callyspongia sp. was successfully 2 isolated compounds, namely, isolate C1 (cholesterol) and isolate C2 (Unknown alkaloid with carbonyl from aldehyde group). The extract has MIC>512 µg/mL against Bacillus subtilis, Escherichia coli, Streptococcus mutans, and Salmonella enterica. While in both isolates provided MIC value >256 µg/mL against B. subtilis, E. coli, and S. mutans, yet in S. enterica provided 128 µg/mL for isolate C1 and 256 µg/mL for isolate C2. In conclusion, ethyl acetate extract of Callyspongia sp. contains cholesterol and Unknown alkaloid with carbonyl from the aldehyde group, and they both exhibited low antibacterial susceptibility.

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ISOLATION AND IDENTIFICATION OF β-SITOSTEROL AND STIGMASTEROL MIXTURE FROM ROOT BARK OF SLATRI (Calophyllum soulattri Burm. f)

ALCHEMY Jurnal Penelitian Kimia ◽

10.20961/alchemy.10.1.14.87-93 ◽

2018 ◽

Vol 10 (1) ◽

pp. 87

Author(s):

Doni Eko Saputra ◽

Nestri Handayani ◽

Muhammad Widyo Wartono

Keyword(s):

Ethyl Acetate ◽

Ethyl Acetate Extract ◽

Flash Chromatography ◽

Root Bark ◽

Isolation And Identification ◽

H Nmr ◽

Vacuum Liquid Chromatography ◽

Layer Chromatography ◽

Yellowish White ◽

C Nmr

Chemical isolation and identificationof root bark of CalophyllumsoulattriBurm. f. have been conducted. Isolation was conducted by maceration with ethyl acetate as solvent. Ethyl acetate extract was separated and purified by vacuum liquid chromatography and flash chromatography which was guided by thin layer chromatography to obtain yellowish white solid. Isolated compounds were determined by spectroscopy methods such as UV, FTIR, 1H NMR, 13C NMR, DEPT, HSQC, HMBC and were compared to the references. Based on the analysis result it’s known that the compounds are the mixture of?-sitosterol and stigmasterol.

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