Isolation of the antidiarrhoeal tiliroside and its derivative from Waltheria indica leaf extract

2021 ◽  
Vol 25 (1) ◽  
pp. 86-92
Author(s):  
B.A. Ayinde ◽  
J.O. Owolabi ◽  
I.S. Uti ◽  
P.C. Ogbeta ◽  
M.I. Choudhary
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Methanol Extract ◽  
Preparative Thin Layer Chromatography ◽  
Inhibitory Effects ◽  
Aqueous Fraction ◽  
Vacuum Liquid Chromatography ◽  
Ileum Contraction ◽  
Layer Chromatography ◽  
Dose Dependent

The antidiarrhoeal effect of Waltheria indica methanol extract and fractions have been reported earlier but, the present work examined the intestinal relaxant effects of two flavonoid-phenyl propanoids isolated from the methanol extract. The active aqueous fraction was subjected to vacuum liquid chromatography using dichloromethane with increasing concentration of ethyl acetate, and that of methanol and water successively. The ten (10) fractions obtained were combined to give seven (7). The fraction 2 (C, D) was subjected to preparative thin layer chromatography on silica gel GF254 (10-40μm) using CHCl3-CH3OH (8:2) to obtain compound coded F2. Fraction 4 (F) was subjected to column chromatography using silica gel (60-120μm mesh) and eluted with  dichloromethane with increasing concentrations of methanol. Fractions 9-28 were combined and subjected to column  chromatography using chloroform with increasing concentration of methanol. The fractions 1-16 of these were purified on Sephadex LH-20 to obtain compound BAA. The identities of the two compounds were established using spectroscopic methods. The  antidiarrheal effect of compound F2 was evaluated on mice using charcoal transit (100,200, 400mg/kg), castor oil (40, 60 mg/kg)  while the two compounds were examined for their inhibitory effects on Ach-induced ileum contraction. The effects of the  compounds were compared with loperamide (3mg/kg) and atropine (80μg). Compounds F2 and BAA were identified as tiliroside and 3’’’, 5’’’-dimethoxy tiliroside respectively. Tiliroside inhibited the charcoal transition in the animals in a dose dependent pattern with 400mg/ mL eliciting 63.41% inhibition compared to 59.23% produced by loperamide. The compound also elicited significantly (P<0.05) prolonged onset of stooling and reduced the number and weight of stools produced lower than the control. The two  compounds drastically inhibited the Ach-induced contractions of the ileum. The compound, tiliroside at 10mg, completely abolished  the contraction by Ach unlike 3’’’, 5’’’-dimethoxy tiliroside which reduced the contraction to 1.92% at 20mg. The identified compounds seem to be responsible for the ethnomedicinal use of the plant in treating diarrhea.

scholarly journals Isolation of Four Flavanones from the Leaves of Macaranga Hypoleuca (Rchb.f. & Zoll.) Müll.Arg

2019 ◽  
Vol 7 (4.14) ◽  
pp. 206
Author(s):  
H. Muhamad Nazeri ◽  
N. Ahmat ◽  
K. Abdul Khalil
Keyword(s):  
Ethyl Acetate ◽  
Column Chromatography ◽  
Preparative Thin Layer Chromatography ◽  
Ethyl Acetate Fraction ◽  
2D Nmr ◽  
Tropical Region ◽  
Pure Compounds ◽  
Large Genus ◽  
Vacuum Liquid Chromatography ◽  
Layer Chromatography

Macaranga is a large genus belongs to Euphorbiaceae family which commonly distributed in the tropical region of Africa, South-East Asia, China, and India. The plant of this genus contain flavonoids and stilbenes bearing various terpenyl groups including prenyl, geranyl and farnesyl groups. The leaves of M. hypoleuca were collected from reserved forest UiTM Jengka Pahang, Malaysia, and the dried powdered leaves were macerated in methanol at room temperature. The crude methanol extract was subjected to liquid-liquid partition using n-hexane and ethyl acetate to obtain hexane, ethyl acetate and aqueous fractions. The ethyl acetate fraction was semi purified using vacuum liquid chromatography (VLC) to give nine major fractions (MHL1-MHL9). Fraction MHL3 was further purified by column chromatography (CC) and preparative thin layer chromatography (p-TLC) to give two pure compounds, 8-prenylnaringenin (1) and sakuranetin (5,4’-dihydroxy-7-methoxyflavanone) (3). Meanwhile, fraction MHL6 was purified using column chromatography (CC) and p-TLC to yield another two pure compounds, 6-(3-hydroxy-3-methyl)naringenin (2) and 7-O-methyleriodictyol (4). The chemical structure of these isolated compounds were determined based on their 1D and 2D NMR, UV, and IR data. From this study, four flavanones were isolated from the leaves of M. hypoleuca.  

scholarly journals Isolasi Dan Identifikasi Terpenoid dari Fraksi n-Butanol Herba Lampasau (Diplazium esculentum Swartz)

2014 ◽  
Vol 4 (1) ◽  
Author(s):  
Maria Dewi Astuti ◽  
Evi Mintowati Kuntorini ◽  
Farah Eka Putri Wisuda
Keyword(s):  
Double Bond ◽  
Silica Gel ◽  
1H Nmr ◽  
Methanol Extract ◽  
Preparative Thin Layer Chromatography ◽  
Uv Spectra ◽  
Methyl Proton ◽  
Butanol Fraction ◽  
Uv Lamp ◽  
Layer Chromatography

Abstrak Telah dilakukan penelitian yang bertujuan untuk mengidentifikasi senyawa kimia yang diisolasi dari fraksi n-butanol ekstrak metanol herba lampasau (Diplazium esculentum Swartz). Ekstrak metanol diperoleh secara maserasi dan difraksinasi berturut-turut denganpetroleum eter, etil asetat, dan n-butanol. Fraksi n­-butanol difraksinasidengan kromatografi kolom dengan fase diam silika gel dihasilkan fraksi A, B, C, dan D. Fraksi B dimurnikan dengan kromatografi lapis tipis preparatif pada silika geldihasilkan isolat B1. Isolat B1 berupa padatan tidak berwarna danberfluoresensi putih di bawah lampu UV 366 nm. Panjang gelombang maksimum pada spektra UV  isolat B1 adalah 225 nm dan 272.5 nm yang menunjukkan adanya ikatan rangkap tak terkonjugasi. Spektra IR isolat B1 menunjukkan adanya gugus C=C, –OH, C=O lakton, –CO, C–H ulur, dan C–H tekuk. Spektra 1H-NMR isolat B1 menunjukkan sinyal proton pada ikatan rangkap, proton –OH, proton pada –CH2 yang terikat atom oksigen, serta proton gugus metil –CH3. Berdasarkan data spektra UV, IR, dan 1H-NMR maka isolat B1 disarankan sebagai turunan senyawa triterpenoid hopan-lakton. Kata kunci : diplazium esculentum Swartz, fraksi n-butanol, triterpenoid hopan-lakton  Abstract The research  aims to identify chemical compounds isolated fromn-butanol fraction methanol extract of lampasau herbs (Diplazium esculentum Swartz). The methanol extract was obtained by maceration and fractioned by petroleum ether, ethyl acetate, andn-butanol. N-butanol fraction was fractionated using column chromatography on silica gel produced fractions A, B, C, and D. Fraction B was purified by preparative thin layer chromatography on silica gel produced isolate B1. Isolate B1was colorless solid and has white fluorescent under UV lamp 366 nm. The maximum wavelength on UV spectra of B1 are 225 nm and 272,5 nm indicates the unconjugated double bond. IR spectra of B1 showed the vibration of C=C, –OH, C=O lactone, –CO, C–H stretching and   C–H bending. Signals of 1H-NMR spectra of B1 showed the proton of double bond, –OH  proton, –CH2 proton bounded on oxygen atom, and –CH3 methyl proton. Based on data of spectra UV, IR, and 1H-NMR, isolate B1 suggested as a hopan triterpen derivative. Keywords : diplazium esculentum Swartz, n-butanol fraction, hopan-lactone triterpene

scholarly journals ANTIOXIDANT ACTIVITY OF RED DRAGON FRUIT PEEL (HYLOCEREUS POLYRHIZUS (F.A.C. WEBER) BRITTON AND ROSE) ISOLATES USING 2,2-DIPHENYL-1-PICRYLHYDRAZYL METHOD

2018 ◽  
Vol 11 (1) ◽  
pp. 124 ◽  
Author(s):  
Sri Wahdaningsih ◽  
Subagus Wahyuono ◽  
Sugeng Riyanto ◽  
Retno Murwanti
Keyword(s):  
Antioxidant Activity ◽  
Liquid Chromatography ◽  
Medicinal Plants ◽  
Thin Layer ◽  
Preparative Thin Layer Chromatography ◽  
Fruit Peel ◽  
Dragon Fruit ◽  
Vacuum Liquid Chromatography ◽  
Layer Chromatography ◽  
Hylocereus Polyrhizus

  Objective: Indonesia is a country which has various natural resources including medicinal plants. Among the plants, red dragon fruit is interesting to be studied. In this study, antioxidant activity of red dragon fruit peel (Hylocereus polyrhizus (F.A.C. Weber) Britton and Rose) isolate was tested using 2,2-diphenyl-1-picrylhydrazyl method.Methods: Isolation of active compounds was performed through the application of vacuum liquid chromatography and preparative thin-layer chromatography (TLC). Antioxidant activity was tested using both TLC and spectrophotometry.Result: Results revealed that the values of IC50 of isolate 1 and 2 were 2.952, 14 μg/mL and 25.635,95 μg/mL, respectively.Conclusion: Isolate of dragon fruit has antioxidant activity. The compound which results in antioxidant activity is terpenoid and steroid.

scholarly journals ANTIOXIDANT ACTIVITY OF RED DRAGON FRUIT PEEL (HYLOCEREUS POLYRHIZUS (F.A.C. WEBER) BRITTON AND ROSE) ISOLATES USING 2,2-DIPHENYL-1-PICRYLHYDRAZYL METHOD

2018 ◽  
Vol 11 (1) ◽  
pp. 124
Author(s):  
Sri Wahdaningsih ◽  
Subagus Wahyuono ◽  
Sugeng Riyanto ◽  
Retno Murwanti
Keyword(s):  
Antioxidant Activity ◽  
Liquid Chromatography ◽  
Medicinal Plants ◽  
Thin Layer ◽  
Preparative Thin Layer Chromatography ◽  
Fruit Peel ◽  
Dragon Fruit ◽  
Vacuum Liquid Chromatography ◽  
Layer Chromatography ◽  
Hylocereus Polyrhizus

  Objective: Indonesia is a country which has various natural resources including medicinal plants. Among the plants, red dragon fruit is interesting to be studied. In this study, antioxidant activity of red dragon fruit peel (Hylocereus polyrhizus (F.A.C. Weber) Britton and Rose) isolate was tested using 2,2-diphenyl-1-picrylhydrazyl method.Methods: Isolation of active compounds was performed through the application of vacuum liquid chromatography and preparative thin-layer chromatography (TLC). Antioxidant activity was tested using both TLC and spectrophotometry.Result: Results revealed that the values of IC50 of isolate 1 and 2 were 2.952, 14 μg/mL and 25.635,95 μg/mL, respectively.Conclusion: Isolate of dragon fruit has antioxidant activity. The compound which results in antioxidant activity is terpenoid and steroid.

scholarly journals ANTIBACTERIAL ACTIVITY OF FLAVONOID FROM KEPEL (STELECHOCARPUS BURAHOL) LEAVES AGAINST STAPHYLOCOCCUS EPIDERMIDIS

2017 ◽  
Vol 9 (10) ◽  
pp. 292
Author(s):  
Susi Indariani ◽  
Aisyah Hidayat ◽  
Latifah K. Darusman ◽  
Irmanida Batubara
Keyword(s):  
Antibacterial Activity ◽  
Staphylococcus Epidermidis ◽  
Functional Group ◽  
Inhibitory Concentration ◽  
Methanol Extract ◽  
Minimum Bactericidal Concentration ◽  
Preparative Thin Layer Chromatography ◽  
Active Fraction ◽  
Microdilution Method ◽  
Layer Chromatography

Objective: The objective of this research was to separate flavonoids of kepel (Stelechocarpus burahol) leaves from methanol extract as antibacterial agent against Staphylococcus epidermidis that have a role in body odor.Methods: The methanol extracts of kepel was fractionated in methanol: water (7:3), n-hexane and chloroform consecutively. Methanol: water (7:3) extract with the highest flavonoids content, fractioned by silica gel column chromatography (isocratic elution, with n-buthanol: methanol: acetic acid (1:8:1) as eluent) to produce 7 fractions. All fractions were tested for antibacterial activity with a microdilution method. The most active fractions was determined using UV-VIS spectrophotometer (Shimadzu, Japan) and FTIR (Brucker, Germany).Results: Fraction V was the most active fraction with minimum inhibitory concentration (MIC) 0.06 mg/ml and minimum bactericidal concentration (MBC) of 0.50 mg/ml. Fraction V was further separated by preparative thin layer chromatography (TLC) and gave three fractions. Fraction V3 was the most active fraction with MIC 1.00 mg/ml and MBC of 2.00 mg/ml. Identification of fraction V3 based on assessments on ultraviolet-visible and infrared spectrum showed the maximum wavelength at 327 nm. These results indicate a transition π → π * and n → π * generated from the chromophore conjugated C = C and C = O. Based on the allegations of the functional group obtained, then alleged that in Fraction V3 containing flavones compounds.Conclusion: These results suggest that flavonoid of S. burahol leaves extracts is potential as antibacterial agents against S. epidermidisand therefore justifies their usage in traditional medicine for the treatment of body odor. 

scholarly journals Isolation, Chemical Profile and Antimalarial Activities of Bioactive Compounds from Rauvolfia caffra Sond

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 39 ◽  
Author(s):  
Dorcas Tlhapi ◽  
Isaiah Ramaite ◽  
Teunis Van Ree ◽  
Chinedu Anokwuru ◽  
Taglialatela-Scafati Orazio ◽  
...  
Keyword(s):  
Methanol Extract ◽  
Indole Alkaloids ◽  
Preparative Thin Layer Chromatography ◽  
Ultra Performance Liquid Chromatography ◽  
Antiplasmodial Activity ◽  
Liquid Chromatography Mass Spectrometry ◽  
Active Fraction ◽  
Chemical Profile ◽  
Layer Chromatography ◽  
Crude Methanol Extract

In this study, the chemical profile of a crude methanol extract of Rauvolfia caffra Sond was determined by ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). Column chromatography and preparative thin layer chromatography were used to isolate three indole alkaloids (raucaffricine, N-methylsarpagine and spegatrine) and one triterpenoid (lupeol). The antiplasmodial activity was determined using the parasite lactate dehydrogenase (pLDH) assay. The UPLC-MS profile of the crude extract reveals that the major constituents of R. caffra are raucaffricine (m/z 513.2) and spegatrine (m/z 352.2). Fraction 3 displayed the highest antiplasmodial activity with an IC50 of 6.533 μg/mL. However, raucaffricine, isolated from the active fraction did not display any activity. The study identifies the major constituents of R. caffra and also demonstrates that the major constituents do not contribute to the antiplasmodial activity of R. caffra.

scholarly journals IDENTIFIKASI SENYAWA FLAVONOID PADA FRAKSI ETIL ASETAT BENALU BATU (Begonia sp.) ASAL KABUPATEN MOROWALI UTARA

2016 ◽  
Vol 2 (2) ◽  
pp. 83-89
Author(s):  
Agus Ritna ◽  
Syariful Anam ◽  
Akhmad Khumaidi
Keyword(s):  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Preparative Thin Layer Chromatography ◽  
Ethyl Acetate Fraction ◽  
Visible Spectroscopy ◽  
Flavonoid Compounds ◽  
The People ◽  
Color Reagent ◽  
Vacuum Liquid Chromatography ◽  
Layer Chromatography

Benalu Batu Plant (Begonia sp.) in family Begoniaceae is a plant used by the people of North Morowali to treat tumors and cancers. It generally contains saponins, tannins, flavonoids and polyphenols. This research aimed to identify flavonoid compounds contained in ethyl acetate fraction of Begonia sp. The simplicia was extracted using maceration method and partitioned using n-hexane, ethyl acetate and water. The Ethyl acetate extract was then fractionated by nine eluent combinations using separation method of Vacuum Liquid Chromatography (VLC) and Preparative Thin Layer Chromatography (Prep TLC). One fraction was obtained and was suspected to contain flavonoid compounds after Shinode and Pew color reagent test. In the result of Ultraviolet-Visible Spectroscopy with methanol at wavelength range of 200-550 nm, the isolates showed absorption peaks at 275 nm (peak 1) and 225 nm (peak 2). Based on the wavelength of flavonoid compounds contained in the fraction, Begonia sp. showed similarities to the absorption peak of flavan-3-ol or flavanols

scholarly journals Aktivitas Antelmintik Subfraksi dariFraksi Etanol Daun Pugun Tanoh [Picria fel-teraae (Lour.)]

2018 ◽  
Vol 1 (3) ◽  
pp. 111-113
Author(s):  
Popi Patilaya ◽  
Dadang Irfan Husori ◽  
Henny Sri Wahyuni
Keyword(s):  
Stationary Phase ◽  
Ethyl Acetate ◽  
Silica Gel ◽  
Ascaris Lumbricoides ◽  
Anthelmintic Activity ◽  
Ethanol Extract ◽  
Vacuum Liquid Chromatography ◽  
Parasitic Worms ◽  
Layer Chromatography ◽  
Ethanol Fraction

Pugun tanoh [Picria fel-terrae (Lour.)] merupakan salah satu tumbuhan obat Indonesia yang memiliki potensi sebagai antelmintik. Ekstrak etanol daun pugun tanoh dan fraksi-fraksinya mampu membunuh cacing parasit Ascaris lumbricoides dan Ascaridia gali. Pengujian terhadap aktivitas antelmintik subfraksi dari ekstrak etanol tersebut perlu dilakukan sebagai upaya untuk memperoleh senyawa bioaktifnya. Penelitian ini bertujuan untuk mengetahui aktivitas antelmintik subfraksi dari fraksi etanol daun pugun tanoh. Penelitian dilakukan dengan memfraksinasi 20g fraksi etanol daun pugun tanoh secara kromatografi cair vakum dengan fase gerak landaian n-heksana-etil asetat dan etil asetat-metanol menggunakan fase diam silika gel 60H. Setiap 250 ml cuplikan ditampung dan ditentukan pola kromatogramnya dengan kromatografi lapis tipis menggunakan fase gerak n-heksana-etilasetat (70:30) dan fase diam silika gel GF254. Cuplikan dengan pola kromatografi yang sama dikumpulkan sebagai satu subfraksi. Setelah diuapkan, subfraksi diuji aktivitas antelmintiknya terhadap Pheretima posthuma.Hasil penelitian menunjukkan bahwa fraksi etanol daun pugun tanoh menghasilkan 4 subfraksi yaitu SF1 (0,10%), SF2 (4,00%), SF3 (4,05%), dan SF4 (73,55%). Waktu kematian P. posthuma akibat paparan SF1, SF2, SF3, dan SF4 masing-masing adalah 77,00 ± 1,00 menit; 56,33 ± 1,76 menit; 79,33 ± 1,33 menit; dan 112,33 ± 0,67 menit. Subfraksi dari fraksi etanol daun pugun tanoh memiliki aktivitas antelmintik dimana SF2 lebih kuat dibandingkan SF3, SF1, dan SF4.   Pugun tanoh [Picria fel-terrae (Lour.)] is one of the Indonesian medicinal plants which has the potential as an anthelmintic. Ethanol extract of pugun tanoh leaves and their fractions were able to destroy the parasitic worms Ascaris lumbricoides and Ascaridia. The evaluation of antelmintic activity of subfraction of ethanol extract needs to be done in an effort to obtain its bioactive compounds. This study aimed to determine the anthelmintic activity of subfraction of  pugun tanoh leavesethanol fraction. The study was carried out by fractionating 20g ethanol fraction of pugun tanoh leaves by vacuum liquid chromatography with a mobile phase of n-hexane-ethyl acetate and ethyl acetate-methanol using the stationary phase of silica gel 60H.Each 250 ml aliquot was collected and the chromatogram pattern was determined by thin layer chromatography using the n-hexane-ethylacetate(70:30)  asmobile phase and silica gel GF254 as stationary phase. The Aliquots with same chromatographic pattern were collected as one subfraction. After being evaporated, the subfraction was tested for its anthelmintic activity against Pheretima posthuma. The results showed that ethanol fraction of pugun tanoh leaves produced 4 subfractions namely SF1 (0.10%), SF2 (4.00%), SF3 (4.05%), and SF4 (73.55%). The time of P. posthuma's death due to exposure to SF1, SF2, SF3, and SF4 was 77.00 ± 1.00; 56.33 ± 1.76; 79.33 ± 1.33; and 112.33 ± 0.67 minutes, respectively. Subfraction of ethanol fraction of pugun tanoh leaves has anthelmintic activity in which SF2 was stronger than SF3, SF1, and SF4

scholarly journals Triterpenoids from the wood of Willughbeia cochinchinensis

2018 ◽  
Vol 1 (T5) ◽  
pp. 137-142
Author(s):  
Linh Thi My Lam ◽  
Phu Hoang Dang ◽  
Hai Xuan Nguyen ◽  
Nhan Trung Nguyen ◽  
Mai Thi Thanh Nguyen
Keyword(s):  
Thin Layer ◽  
Ethyl Acetate ◽  
Thin Layer Chromatography ◽  
Silica Gel ◽  
Column Chromatography ◽  
Normal Phase ◽  
Reverse Phase ◽  
Chemical Structures ◽  
First Time ◽  
Layer Chromatography

From the wood of n-hexane extract of Willughbeia cochinchinensis, perform column chromatography on a normal phase silica gel with n-hexane: ethyl acetate obtained in 8 fractions. From GD-D and GD-F fractions, multiple column chromatography on silica gel was performed in combination with normal and reverse phase thin-layer chromatography, four triterpene compounds as epifriedelanol (1), taraxeryl acetate (2), ambolic acid (3) and α- amyrin (4) were isolated. Their chemical structures were determined by spectrocopic methods as well as comparing with data in the literature. These compounds were isolated for the first time from Willughbeia cochinchinensis.

scholarly journals Antibacterial and antioxidant potentials of methanol extract and secondary metabolites from Wualae rhizome (Etlingera elatior)

2019 ◽  
Vol 1 (1) ◽  
pp. 13-16
Author(s):  
Wahyuni Wahyuni ◽  
◽  
Sri Hutami Lety Grashella ◽  
Wa Ode Ida Fitriah ◽  
Muhammad Hajrul Malaka ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Methanol Extract ◽  
Antioxidant Properties ◽  
13C Nmr Spectroscopy ◽  
Diffusion Method ◽  
1H And 13C Nmr ◽  
Traditional Remedies ◽  
Vacuum Liquid Chromatography ◽  
Layer Chromatography ◽  
Etlingera Elatior

The rhizome of Etlingera elatior or Wualae (Tolakinese) has many advantages on traditional remedies and cooking in Sulawesi Tenggara. To support those advantages, two secondary metabolites derived from steroid and phenylpropanoic acid classes, stigmast-4-en-6β-ol-3-one (1) and p-coumaric acid (2), respectively, have been firstly isolated and identified from the E. elatior rhizome. Isolation of these two compounds was performed using several chromatography techniques, including thin layer chromatography (TLC), vacuum liquid chromatography (VLC) and radial chromatography (RC). Identification of isolates was carried out using 1H and 13C NMR spectroscopy and comparing the spectroscopy data with the library. The potency of antibacterial of the methanol extract of Wualae rhizome and the isolates were evaluated against Pseudomonas aeruginosa ATCC 27853, Bacillus subtilis FNCC 0060, Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 35218, Salmonella enterica ATCC 14028, and Streptococcus mutans ATCC 25175 using agar diffusion method. Antioxidant activity was evaluated against DPPH radicals (2,2-diphenyl-1-picrylhydrazyl). The results show that the antibacterial potential of Wualae methanol extract is better than compound 1 and 2. Furthermore, the antioxidant properties of Compound 2 (IC50 159.47 μg/mL) was stronger than the antioxidant properties of Compound 1 (IC50 219.95 μg/mL) and the methanol extract (IC50 586.38 μg/mL).

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