Chemical constituents of ethyl acetate fraction from seed melon (Citrulluslanatus ssp. vulgaris var. megalaspermus)

2011 ◽  
Vol 14 (2) ◽  
pp. 50-57
Author(s):  
Anh Thi Tran ◽  
Binh Thanh Nguyen ◽  
Hoai Thi Cam Ho ◽  
Huong Dang Thien Bui ◽  
Mai Thi Thanh Nguyen

From the total crude ethanol extract of Jasminum undulatum Ker Gawl.’s leaves and stems, five fractionss were obtained by partitioning with petroleum ether, chloroform, ethyl acetate and n-butanol solvents. These five fractions were investigated for antioxidative activity using the DPPH radical scavenging and nitric oxide-inhibitory assay. All the fractions showed antioxidative activity except the petroleum ether fraction. Among the fractionss, the ethyl acetate fraction was the most potent fraction in both assays with the SC50 values of 5.30 μg/ml and 80.90 μg/ml, respectively. Further investigation on the eight sub-fractions isolated and extracted from the ethyl acetate fraction showed that one of these sub-fractions, the TE6 sub-fraction, showed the most significant antioxidative activity with the SC50 values of 3.15 μg/ml and 61.83 μg/ml respectively in the DPPH radical scavenging and nitric oxide-inhibitory assay. From the TE4 and TE6 sub-fractions, three compounds were isolated, including p-tyrosol (1), protocatechuic acid (2) and hydroxytyrosol (3). The structure of those compounds were elucidated by spectrometric methods IR, MS, 1D-NMR, and 2D-NMR.


2012 ◽  
Vol 550-553 ◽  
pp. 1862-1865
Author(s):  
Yan Zhang ◽  
Li Yang ◽  
Lin Wang

The chemical constituents were isolated from the ethyl acetate fraction from ethanol extract of Selaginella doederleinii Hieron by column chromatography on silica gel and Sephadex LH-20. The chemical structures of six biflavones were elucidated on the basis of physicochemical properties and spectroscopic data as amentoflavone (1), robustaflavone 7,4',7''-o-trimethyl ether (2), heveaflavone (3), podocarpusflavone A (4), robustaflavone 4',4'''-o-dimethyl ether (5) and robustaflavone 4'-o-methyl ether (6). Biflavones 2, 4 and 5 were obtained from Selaginella doederleinii Hieron for the first time.


Author(s):  
Nguyen Thi Thuy ◽  
Ngo Ha Linh Trang ◽  
Nguyen Thi Thanh Binh ◽  
Bui Thanh Tung

This study aims to evaluate the antioxidant ability and α-glucosidase inhibitory activities of Codonopsisjavanica extract to elucidate its mechanism in the treatment of diabetes type 2. The roots of Codonopsisjavanica were extracted with ethanol solvents and fractionated with n-hexane, ethyl acetate and butanol solvents. The total extract and the fractions were evaluated for free radical scavenging by 2.2-diphenyl-1-picrylhydrazyl method and α-glucosidase inhibitory activity in vitro. The study results show that ethyl acetate fraction from Codonopsisjavanica roots had the strongest antioxidant activity with a value of IC50 of 80.6 ± 2.8 µg/mL and a strong α-glucosidase enzyme inhibitory activity with a value of IC50 of 80.4 ± 5 µg/mL. These data suggest that ethyl acetate fraction from Codonopsisjavanica roots may have potential for the prevention and treatment of diabetes type 2. Keywords Codonopsisjavanica, diabetes type 2, α-glucosidase, antioxidant ability, fraction. References [1] B.Y. Te. Guidelines for the diagnosis and treatment of type 2 diabetes, 2017.[2] U. Asmat, K. Abad, K. Ismail. Diabetes mellitus and oxidative stress-A concise review. Saudi pharmaceutical journal 24(5) (2016) 547.[3] D.K. Thu, V.M. Hung, N.T. Trang, B.T. Tung. Study on α-glucosidase enzyme inhibitory activity and DPPH free radical scavenging of green coffee bean extract (Coffea canephora). VNU Journal of Science: Medical and Pharmaceutical Sciences 35(2) (2019).[4] C.Y. Li, H.X. Xu, Q.B. Han, T.S. Wu. Quality assessment of Radix Codonopsis by quantitative nuclear magnetic resonance. Journal of Chromatography A 1216(11) (2009) 2124.[5] S.M. Gao, J.S. Liu, M. Wang, T.T. Cao, Y.D. Qi, B.G. Zhang, et al. Traditional uses, phytochemistry, pharmacology and toxicology of Codonopsis: A review. Journal of ethnopharmacology 219((2018) 50.[6] T.T. Ha, H.V. Oanh, D.T. Ha. Chemical constituents of the n-butanol fractions from the roots of Vietnamese Codonopsis javanica (Blume) Hook.f. Journal of Pharmacy 56(4) (2016).[7] T.T. Ha, N.M. Khoi, N.T. Ha, N.V. Nghi, D.T. Ha. Chemical Constituents from Roots of Codonopsis javanica (Blume) Hook.f. Journal of Medicinal Materials 19((2014) 211.[8] B.T. Tung, D.K. Thu, N.T.K. Thu, N.T. Hai. Antioxidant and acetylcholinesterase inhibitory activities of ginger root (Zingiber officinale Roscoe) extract. Journal of Complementary and Integrative Medicine 14(4) (2017).[9] B.T. Tung, D.K. Thu, P.T. Hai, N.T. Hai. Evaluation of α-glucosidase inhibitory effects of Pomegranate fruit extracts (Punica granatum Linn). Journal of Traditional Vietnamese Medicine and Pharmacy 5(18) (2018) 59.[10] F. Moradi-Afrapoli, B. Asghari, S. Saeidnia, Y. Ajani, M. Mirjani, M. Malmir, et al. In vitro α-glucosidase inhibitory activity of phenolic constituents from aerial parts of Polygonum hyrcanicum. DARU Journal of Pharmaceutical Sciences 20(1) (2012) 37.[11] D.T. Bao. Free radicals. Journal of Pharmacy 6((2001) 29.[12] M. Carocho, I.C. Ferreira. A review on antioxidants, prooxidants and related controversy: natural and synthetic compounds, screening and analysis methodologies and future perspectives. Food and chemical toxicology 51((2013) 15.[13] National Institute of Medicinal Materials. Method for studying the pharmacological effects of herbal drugs. Science and Technology Publishing House, 2006.[14] J.W. Baynes. Role of oxidative stress in development of complications in diabetes. Diabetes 40(4) (1991) 405.[15] S.M. Jeon, S.Y. Kim, I.H. Kim, J.S. Go, H.R. Kim, J.Y. Jeong, et al. Antioxidant activities of processed Deoduck (Codonopsis lanceolata) extracts. Journal of the Korean Society of Food Science and Nutrition 42(6) (2013) 924.[16] C.S. Yoo, S.J. Kim. Methanol extract of Codonopsis pilosula inhibits inducible nitric oxide synthase and protein oxidation in lipopolysaccharide-stimulated raw cells. Tropical Journal of Pharmaceutical Research 12(5) (2013) 705.[17] J.Y.W. Chan, F.C. Lam, P.C. Leung, C.T. Che, K.P. Fung. Antihyperglycemic and antioxidative effects of a herbal formulation of Radix Astragali, Radix Codonopsis and Cortex Lycii in a mouse model of type 2 diabetes mellitus. Phytotherapy Research: An International Journal Devoted to Pharmacological and Toxicological Evaluation of Natural Product Derivatives 23(5) (2009) 658.[18] S. Kumar, S. Narwal, V. Kumar, O. Prakash. α-glucosidase inhibitors from plants: A natural approach to treat diabetes. Pharmacognosy reviews 5(9) (2011) 19.[19] K. Tadera, Y. Minami, K. Takamatsu, T. Matsuoka. Inhibition of α-glucosidase and α-amylase by flavonoids. Journal of nutritional science and vitaminology 52(2) (2006) 149.[20] C.W. Choi, Y.H. Choi, M.-R. Cha, D.S. Yoo, Y.S. Kim, G.H. Yon, et al. Yeast α-glucosidase inhibition by isoflavones from plants of Leguminosae as an in vitro alternative to acarbose. Journal of agricultural and food chemistry 58(18) (2010) 9988.[21] K. He, X. Li, X. Chen, X. Ye, J. Huang, Y. Jin, et al. Evaluation of antidiabetic potential of selected traditional Chinese medicines in STZ-induced diabetic mice. Journal of ethnopharmacology 137(3) (2011) 1135.[22] S.W. Jung, A.J. Han, H.J. Hong, M.G. Choung, K.S. Kim, S.H. Park. alpha-glucosidase inhibitors from the roots of Codonopsis lanceolata Trautv. Agricultural Chemistry and Biotechnology 49(4) (2006) 162.[23] R. Gupta, A.K. Sharma, M. Dobhal, M. Sharma, R. Gupta. Antidiabetic and antioxidant potential of β‐sitosterol in streptozotocin‐induced experimental hyperglycemia. Journal of diabetes 3(1) (2011) 29.[24] R. Khanra, N. Bhattacharjee, T.K. Dua, A. Nandy, A. Saha, J. Kalita, et al. Taraxerol, a pentacyclic triterpenoid, from Abroma augusta leaf attenuates diabetic nephropathy in type 2 diabetic rats. Biomedicine & Pharmacotherapy 94((2017) 726.[25] A.I. Alagbonsi, T.M. Salman, H.M. Salahdeen, A.A. Alada. Effects of adenosine and caffeine on blood glucose levels in rats. Nigerian Journal of Experimental and Clinical Biosciences 4(2) (2016) 35.[26] A.M. Mahmoud, O.E. Hussein. Hesperidin as a promising anti-diabetic flavonoid: the underlying molecular mechanism. Int J Food Nutr Sci| Volume 3(3) (2014) 1.      


Author(s):  
Omer H Ahmed ◽  
Maha N Hamad ◽  
Noor S Jaafar

  Objective: The aim of our study was to investigate chemical constituents of leaves of Chenopodium murale since no phytochemical investigation had been done previously in Iraq.Methods: Leaves of C. murale were macerated in absolute methanol for 2 days and fractionated by petroleum ether, chloroform, ethyl acetate, and n-butanol. The ethyl acetate fraction was analyzed by high-performance liquid chromatography (HPLC) and high-performance thin-layer chromatography (HPTLC) for its phenolic acid and coumarins contents. Coumarin derivative and phenolic acid were isolated from this fraction and identified by gas chromatography/mass spectrometry, infrared, ultraviolet, HPLC, and HPTLC.Results: The different chromatographic and spectroscopic results revealed the presence of gallic acid and coumarin.Conclusion: The results of the current study showed the presence of scopoletin and gallic acid in the ethyl acetate fraction of C. murale.


2012 ◽  
Vol 67 (3-4) ◽  
pp. 144-150 ◽  
Author(s):  
Wafaa Hassan ◽  
Amal Gendy ◽  
Hanan Al-youssef ◽  
Assem El-Shazely

1A new eremophilane sesquiterpene, 1-β-hydroxy-8-oxoeremophila-7,9-dien-12-oic acid (), in addition to two known fl avonol glycosides, rutin (2) and quercetin-3-O-glucoside- 7-O-rutinoside (3), was isolated from the ethyl acetate fraction obtained from the aqueous alcoholic extract of the aerial parts of Senecio aegyptius var. discoideus Boiss. (family Asteraceae). The chemical structures of the isolated compounds were established by 1D and 2D NMR analysis (1H, 13C, COSY, HMQC, HMBC), MS and UV data, and through comparison with the literature. The ethyl acetate fraction and the isolated rutin showed significant cytotoxic activity against colorectal carcinoma (HCT 116) and to less extent against brain (U 251) and breast carcinoma (MCF 7). The ethyl acetate fraction showed a significant level of activity against Klebsiella pneumoniae, while the total extract showed the best antifungal activity against Candida albicans and Saccharomyces cerevisiae. DPPH radical scavenging activity of the ethyl acetate fraction was significant (96.7%) when compared to ascorbic acid. It also showed anti-inflammatory activity but no diuretic effect


2018 ◽  
Vol 56 (4A) ◽  
pp. 273
Author(s):  
Tran Thi Minh

Three compounds named ester methyl-trans-p-coumarate (1), 7-hydroxy-6-methoxycoumarin (2), and (+)-gallocatechin (3) have been isolated from the ethyl acetate fraction of methanol extract of Alpinia kwangsiensis roots collected in Thai Nguyen province. Their structures were elucidated on the basis of spectroscopic data and by comparison with their spectral data reported in literature. This is the first isolation of three compounds from this species. The ethyl acetate fraction was found to be active against bacterias as Staphylococcus aureus and Bacillus subtilis with the IC50 values ranging at 74.65 mg/ml and 80.54 mg/ml, respectively. This fraction also showed antioxidant activity through DPPH test with the EC50 value 87.98 mg/ml.


2019 ◽  
Vol 22 (4) ◽  
pp. 352-255
Author(s):  
Truong Van Nguyen Thien ◽  
Thien Tai Phan ◽  
Tung Thanh Phan ◽  
Lien Kim Thi Tran ◽  
Nhu Tiet Thi Tran ◽  
...  

Introduction: Mugwort (Artemisia vulgaris L.) is a familiar herbal medicine and also a daily vegetable. It is one of the ingredients in the famous remedy "Cao ích mẫu" specializing in menstrual disorders or the omelet with mugwort that helps save blood flow to the brain to treat headaches. In both traditional medicine and the new drugs, diseases are usually treated by mugwort as diabetes, epilepsy combination for psychoneurosis, depression, irritability, insomnia, anxiety, and stress. To demonstrate the medicinal uses, the chemical constituents of this herbal were continually studied. Methods: The leaves of mugwort were collected in Ba Ria - Vung Tau province, Vietnam. The plant was identified by the late pharmacist and botanist Binh Duc Phan. A voucher specimen (AV001) was deposited in the herbarium of the Department of Organic Chemistry, VNUHCM–University of Science. Dried leaf powder of A. vulgaris (11 kg) was extracted with methanol and evaporated under reduced pressure to give a methanol extract (910 g), which was dissolved in methanol-water (1:9) and then successively partitioned with petroleum ether, chloroform, and ethyl acetate. From the previously researched ethyl acetate fraction, nine compounds were isolated: six known phenolic compounds (luteolin, 6-methoxyluteolin, eupatilin, o-coumaric acid, vanillic acid, and protocatechuic acid), sinapyl alcohol diisovalerate, vulgarin, and one new compound (artanoic acid). Results: In this research, ethyl acetate fraction was also studied. From subfraction EA4, six compounds were isolated by three skeletons: phenolic compounds (5,4′ -dihydroxyflavone and 4-hydroxyphenyl acetate), phenyl propanoid (methyl 2-O-b -D-glucopyranosylcoumarate and 2-O-b -D-glucopyranosylcoumaric acid) and uracil (5-methyluracil and uridine). The structure of the isolated compounds was determined to base on 1D, 2D NMR spectra, HR-ESI-MS, and comparison with published data. Conclusion: Particularly, four compounds (methyl 2-O-b -D-glucopyranosylcoumarate, 2-O-b -D-glucopyranosylcoumaric acid, 5-methyluracil, and uridine) were known for the first time from this species.  


2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Julio Issah Mawouma Pagna ◽  
Ines Michèle Kanko Mbekou ◽  
Armelle Tontsa Tsamo ◽  
Pierre Mkounga ◽  
Marcel Frese ◽  
...  

Abstract The chemical study of hydroethanolic extracts from different parts of Trichilia prieuriana (Meliaceae) led to the isolation and identification of 22 compounds: 2β,3β,4β-trihydroxypregnan-16-one (1), prieurianin (2), flindissone (3), deoxyflindissone (4), picraquassin E (5), ursolic acid (6), 3β-acetoxy-11α-hydroxyurs-12-en (7), 3β-acetoxy-urs-12-en-11-one (8), 3β-acetoxy-β-amyrin (9), friedelin-3-ol (10), 3-oxo, friedelin (11), 3-oxo, fridelin-28-ol (12), oleanolic acid (13), hederagenin (14), mixture of stigmasterol (15), β-sitosterol (16), β-sitosterol-3-O-β-glucopyranoside (17) and stigmasterol-3-O-β-glucopyranoside (18), erythrodiol (19), scopoletin (20), 4-hydroxy-3,5-dimethoxybenzoic acid (21) and shikimic acid (22). The absolute configurations and crystal structures of compounds 1 and 2 are reported herein for the first time. Crude extracts, fractions and isolated compounds were evaluated for their antibacterial activities against nine bacterial strains. Crude extracts from the root wood of T. prieuriana exhibited good antibacterial potency with minimal inhibitory concentration (MIC) values ranging from 31.25 to 500 µg mL−1 on the test bacteria. The ethyl acetate fraction from root wood and n-hexane-ethyl acetate (3:1) fraction from leaves showed a moderate antibacterial activity with MIC value of 250 μg mL−1 on all test bacteria. Isolated compounds exhibited significant antibacterial activity with MIC values ranging from 4.09 to 71.8 µm. Compounds 3, 6 and 7 were the most active with a broad spectrum of activities.


2020 ◽  
Vol 11 (3) ◽  
pp. 4715-4721
Author(s):  
Xuan Bui Thi ◽  
Loi Vu Duc ◽  
Duong Le Hong ◽  
Ngoc Tran Minh

The leaves of Sanchezia Nobilis Hook. F grown in Vietnam are extracted with ethanol then distilled for ethanol retrievement under low pressure. The ethanol concentrate was shaken with n-hexane, then stirred with ethyl acetate and concentrated fractions were obtained. From the high ethyl acetate fraction, four compounds were isolated by normal phase and reversed-phase column chromatography. Their structures were determined by spectral analysis, including 1D and 2D NMR techniques (1H, 13C, DEPT, COZY, HSQC, HMBC and NOESY), High Resolution - Electrochewmical Ionization - Mass Spectroscopy (HR-ESI-MS), and identified by comparing with the recorded data. Among the isolated compounds, compound 2 (13-O-acetylfawcettimine) was first time isolated from nature; and mixture 1 (Fawcettidin), 3 (Apigenin) and 4 (Kaempferol) were first time isolated from the Sanchezia genus. The high ethyl acetate fraction of Sanchezia Nobilis Hook. F leaves were then evaluated for the anti-Helicobacter pylori (anti-HP) effect by determining the minimum inhibitory concentration method (MIC), which showed a good inhibitory, dose−dependent effect on Helicobacter pylori. The ethyl acetate fraction at 1/8 dilution showed a complete inhibitory effect on Helicobacter pylori for as long as 24 hours. At 1/128 dilution, the fraction only showed good results on inhibition after 24 hours.


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