scholarly journals BENZOPHENONE GLUCOSIDE ISOLATED FROM THE ETHYL ACETATE EXTRACT OF THE BARK OF MAHKOTA DEWA [Phaleria macrocarpa (Scheff.) Boerl.] AND ITS INHIBITORY ACTIVITY ON LEUKEMIA L1210 CELL LINE

2010 ◽  
Vol 9 (1) ◽  
pp. 142-145 ◽  
Author(s):  
Hendig Winarno ◽  
Ermin Katrin W

Isolation and elucidation of benzophenone glucoside from ethyl acetate extract of Phaleria macrocarpa bark and its inhibitory activity test against leukemia L1210 cell line have been done. The Phaleria macrocarpa bark were macerated using n-hexane, ethyl acetate, and ethanol, respectively. The ethyl acetate extract was then chromatographed on silica gel column and gradiently eluted by n-hexane - ethyl acetate - ethanol with the composition from 20:1:0 until 0:0:1, gave eight fractions. Separation of fraction 6 using semipreparative HPLC on reverse phase column (Capcell Pak C-18 SG120, 15 mm I.D. x 250 mm) using methanol - water (40:60, 5 mL/min) gave a brown powder, with the melting point of 182.3 ºC. Spectroscopic analysis and comparison of its physico-chemical data, this compound was clarified as 2,4'-dihydroxy-4-methoxy-benzophenone-6-O-b-D-glucopyranoside (3). Inhibitory activity of its compound against leukemia L1210 cell line showed that this compound exhibited inhibitory activity with IC50 was 5.1mg/mL.     Keywords: Phaleria macrocarpa, 2,4'-dihydroxy-4-methoxybenzophenone-6-O-b-D-glucopyranoside, cytotoxic activity, leukemia L1210

2017 ◽  
Vol 12 (8) ◽  
pp. 1934578X1701200
Author(s):  
Nurulfazlina Edayah Rasol ◽  
Humera Naz ◽  
Khalijah Awang ◽  
Mohamad Jemain Mohamad Ridhwan ◽  
Yap Ken Choy ◽  
...  

Five new isomeric polycyclic polyprenylated acylphloroglucinols (PPAPs) named mesuaferroic acid A, B, C, E and F (1–5) were isolated from ethyl acetate extract of Mesua ferrea L. (Clusiaceae). The isomeric compounds were obtained after extensive chromatographic procedures mainly using preparative HPLC. Structures were established after detailed spectroscopic analysis mostly by 2D NMR techniques. Compounds 4 and 5 exhibited good α-glucosidase inhibitory activity with IC50 values of 0.43 and 0.60 mM, respectively, comparing to the positive control, 1-deoxynojirimycin (IC50 0.63 mM).


Author(s):  
Abdul Mun'im ◽  
Muhammad Ashar Munadhil ◽  
Nuraini Puspitasari ◽  
Azminah . ◽  
Arry Yanuar

ABSTRACTObjectives: To evaluate the angiotensin converting enzyme (ACE) inhibitory activity of melinjo (Gnetum gnemon) seed extract and to study moleculardocking of stilbene contained in melinjo seeds.Methods: Melinjo seed powders were extracted with n-hexane, dichloromethane, ethyl acetate, methanol, and water successively. The extracts wereevaluated ACE inhibitory activities using ACE kit-Wist and the phenolic content using Folin–Ciocalteu method. The extract demonstrated the highestACE inhibitory activity was subjected to liquid chromatography-mass spectrometry (LC-MS) to know its stilbene constituent. The stilbene constituentsin melinjo seed were performed molecular docking using AutoDock Vina, and ligand-receptor Interactions were processed using Ligand Scout.Results: The ethyl acetate extract demonstrated the highest ACE inhibition activity with inhibitory concentration 50% value of 9.77 × 10−8 μg/mLand the highest total phenolic content (575.9 mg gallic acid equivalent/g). Ultra-performance LC-MS analysis of ethyl acetate extract has detected theexistency of resveratrol, gnetin C, ε-viniferin, and gnemonoside A/B. These compounds displayed similar physiochemical properties to lisinopril (ACEinhibitor), as in silico molecular docking studies demonstrated that they fit into the lisinopril receptors.Conclusion: In vitro analysis ethyl acetate extract from melinjo seeds demonstrated the highest ACE inhibitory activity. Molecular docking analysisindicated that resveratrol dimers, gnetin C and gnemonoside A can be considered ACE inhibitor.Keywords: Angiotensin converting enzyme inhibitor, Gnetum gnemon, Melinjo, Total phenolic, Antihypertension, Molecular docking.


2010 ◽  
Vol 8 (3) ◽  
pp. 463-468
Author(s):  
Sofnie M. Chairul

Isolation of carbamate coumpound from ethyl acetate extract of stem bark of Aglaia angustifolia (Meliaceae), was carried out. The dried stem bark of A. angustifolia was extracted with ethanol (polar solvent), ethyl acetate (medium of polar) and water. From there extract solvent was biological activity test to Crocidolomia binotallis. Ethyl acetate extract solvent more active than another solvent, so that this extract was fractioned and clean up using chromatograpgy column, use SiO2 as stationary phase, mixture of n-hexane/ethyl acetate (10:1 ~ 1:1), ethyl acetate, and ethanol respectively as elution solution. The result of Biological activity test to C. binotallis showed that fraction of ethyl acetate inhibited growth on LC50 3.57 ppm. The compound of isolation result using HPLC, GCMS, FTIR and NMR was identified as phenol-2(1-methyl ethoxy) methyl carbamate coumpound, active as botanical insecticide.   Keywords: Meliaceae, A. angustifolia, carbamate, phenol-2 (1-methyl ethoxy) methyl carbamate


2011 ◽  
Vol 11 (2) ◽  
pp. 180-185 ◽  
Author(s):  
Susilawati Susilawati ◽  
Sabirin Matsjeh ◽  
Harno Dwi Pranowo ◽  
Chairil Anwar

Mahkota dewa plant (Phaleria macrocarpa (Scheff.) Boerl.) which is included into family of Thymelaeaceae is one of Indonesia's traditional medicines. Chemical constituent has been isolated from ethyl acetate extract of leaves of mahkota dewa. Sample was extracted with methanol, concentrated then extracted by n-hexane, chloroform and ethyl acetate. The ethyl acetate extract was separated and fractionated by column chromatography. The first fraction was purified by TLC preparative and recrystalization. Compound was isolated as red-brown spherical crystal in 8 mg (m.p. 129-131 °C). Its spot gave dark fluoroscence at TLC plate (UV366) with Rf of 0.3 at TLC chromatogram with eluent of n-hexane : ethyl acetate (7:3); 0.6 with n-hexane : ethyl acetate (1:1); 0.9 with -hexane : ethyl acetate (4:6). This compound was dissolved in methanol. Compound was identified by UV, IR, 1H NMR, 13C NMR and NMR 2 dimension (HMQC, COSY, HMBC and DEPT-135) spectroscopic as 2,6,4'-trihydroxy-4-methoxybenzophenon. This compound as well as the ethyl acetate extract showed antioxidant activity on DPPH with IC50 was 10.57 and 101.06 μg/mL, respectively. This compound showed strong antioxidant activity on DPPH, almost to the standard antioxidant activity of quercetin (IC50 of 2.93 μg/mL)


Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7144
Author(s):  
Ahmed H. Elbanna ◽  
Zeinab G. Khalil ◽  
Robert J. Capon

The ethyl acetate extract of an ISP-2 agar cultivation of the wasp nest-associated fungus Penicillium sp. CMB-MD14 exhibited promising antibacterial activity against vancomycin-resistant enterococci (VRE), with a bioassay guided chemical investigation yielding the new meroterpene, oxandrastin A (1), the first andrastin-like metabolite with an extra oxygenation at C-2. A culture media optimisation strategy informed a scaled-up rice cultivation that yielded 1, together with three new oxandrastins B–D (2–4), two known andrastins C (5) and F (6), and a new meroterpene of the austalide family, isoaustalide F (7). Structures of 1–7 were assigned based on detailed spectroscopic analysis and chemical interconversion. A GNPS molecular networking analysis of the rice cultivation extract detected the known austalides B (8), H (9), and H acid (10), tentatively identified based on molecular formulae and co-clustering with 7. That the anti-VRE properties of the CMB-MD14 extract were exclusively attributed to 1 (IC50 6.0 µM, MIC99 13.9 µM), highlights the importance of the 2-OAc and 3-OAc moieties to the oxandrastin anti-VRE pharmacophore.


2019 ◽  
Vol 4 (2) ◽  
pp. 72
Author(s):  
Tri Reksa Saputra ◽  
Esti Purnamasari ◽  
Anderson Arnold Aloanis

Various species of Kalanchoe plant has been widely used for traditional medicine and also as an ornamental plant. This research is a continuing search for secondary metabolites from Kalanchoe plants in Indonesia. The fresh leaves of Kalanchoe pinnata (6 kg) was extracted at room temperature with methanol to obtain a concentrated extract. The concentrated extract of methanol was further partitioned successively with n-hexane and ethyl acetate. Yellow solid of pure isolates from ethyl acetate extract was separated by various chromatographic techniques. The chemical structure of isolates was determined by spectroscopic analysis of UV, IR , MS, 1H-NMR, 13C-NMR data and a comparison wih those previously reported on literature and identified as a flavonoid compound 3,3’,4’,5,7 pentahydroxyiflavone also known as kuersetin which belong to the flavonol class.


2012 ◽  
Vol 12 (1) ◽  
pp. 43-48
Author(s):  
Ermin Katrin Winarno

Gamma irradiation has been used to preserve an herbal medicine, but it has not been known the effects of gamma irradiation on their bioactivity as an anticancer agent yet. In the previous study, the gamma irradiation on mahkota dewa bark with the optimum dose of 7.5 kGy could be used for decontamination of bacteria and fungus/yeast. In this report, the effect of gamma irradiation with the dose of 7.5 kGy on the bioactivities of mahkota dewa (Phaleria macrocarpa (Scheff) Boerl.) bark against leukemia L1210 cells was studied. The control and irradiated samples were successively macerated with n-hexane and ethyl acetate. In the previous results, silica gel column chromatography of ethyl acetate extract of non irradiated sample (control) gave 8 fractions. Among these fractions, fraction 6 indicated the most cytotoxic-potential fraction, so that in this experiment, the ethyl acetate extract of irradiated and non irradiated sample were fractionated with the same manner as previous fractionation. The fraction 6 obtained both from control and irradiated samples were then assayed their inhibitory activities against 4 kinds of human cancer lines, i.e. HeLa, THP-1, HUT-78 and A-549. The results showed that the fraction 6 from control sample gave IC50 values of 3.65, 5.59, 3.55, and 4.06 µg/mL, against HeLa, THP-1, HUT-78 and A-549, respectively, meanwhile fraction 6 from irradiated sample gave IC50 values of 8.26, 7.02, 5.03, and 5.59 µg/mL, respectively. Gamma irradiation dose of 7.5 kGy on mahkota dewa bark could decreased the cytotoxic activity of fraction 6 as the most cytotoxic-potential fraction against HeLa, THP-1, HUT-78 and A-549 cancer cell lines, but decreasing the cytotoxic activity has not exceeded the limit of an extract and the fraction declared inactive. So that the irradiation dose of 7.5 kGy can be use for decontamination of bacteria and fungus/yeast without eliminating the cytotoxic activity.


PLoS ONE ◽  
2021 ◽  
Vol 16 (2) ◽  
pp. e0246810
Author(s):  
Marija R. Mandić ◽  
Mariana M. Oalđe ◽  
Tanja M. Lunić ◽  
Aneta D. Sabovljević ◽  
Marko S. Sabovljević ◽  
...  

Bioactive compounds from natural sources are of great importance because of their potential pharmacological activity and tremendous structural diversity. In this study, the chemical composition of different moss extracts of Hedwigia ciliata P. Beauv. have been examined, as well as their antioxidant, antineurodegenerative/anti-neuroinflammatory, antidiabetic, and antiproliferative potential. The extracts were prepared by Soxhlet extractor using solvents of different polarity. Chemical characterization of the extracts revealed the presence of phenolics and flavonoid compounds, together with triterpenoids as secondary metabolites of high biological activity. Significant antioxidant properties of all the extracts were exhibited using the β-carotene assay. The highest activities were found for water:ethanol extract (with the highest inhibition rate of 96%), but also significant inhibition was measured for ethanol and ethyl acetate extracts (80% and 70%, respectively). Confirmation of biocompatibility of investigated moss extracts has been performed using normal human fibroblast cell line, MRC-5. The H. ciliata extracts exhibited significant antiproliferative activity (~ 50%) against the MDA-MB-231 (human breast adenocarcinoma cell line), which has not previously been reported elsewhere. The Griess assay confirmed the potential anti-neuroinflammatory activity of the extracts, as significant effects in reducing NO production by LPS-stimulated BV2 (normal murine microglia cell line) was observed. This data is in line with noted antineurodegenerative potential measured by the inhibition of acetylcholinesterase (with the highest inhibition rate of 60% for ethyl acetate extract) and tyrosinase (with the highest inhibition rate of 70% for ethanol extract). Additionally, the H. ciliata extracts exhibited significant antidiabetic effect mediated by α-glucosidase inhibition (with the highest inhibition rate of 80% for ethyl acetate extract). The obtained data suggest the presence of immunomodulatory effects of the moss extracts in vitro, which allows the design of new experiments aimed at detecting and characterizing bioactive compounds of the extracts and additionally elucidate detailed mechanisms of their effects.


2020 ◽  
Vol 15 (5) ◽  
pp. 1934578X2092162
Author(s):  
Kun-Min Xiao ◽  
Jun-Ming Wang ◽  
Ling-Yun Zhou ◽  
Lei Guo ◽  
Da-Cong Tan ◽  
...  

One new triterpene, 24-ene-2′-methyl carboxy acetylquercinicate, and 3 known compounds were isolated from the ethyl acetate extract of the fruiting bodies of Trametes orientalis (Yasuda) Imazeki. Their structures were elucidated by means of extensive spectroscopic analysis and compared with data reported in the literature. Furthermore, they were evaluated for their cytotoxicity against 5 human cancer cell lines in vitro. Compound 4 showed significant cytotoxicity, especially to the leukemic HL-60 cell line (IC50 = 1.77 ± 0.07 μM), while compounds 1-3 showed significant cytotoxicity to SMMC-7721 (hepatoma cell line).


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