A Sesquiterpene Aldehyde Isolated From Ethyl Acetate Extract of Lansium Domesticum Fruit Peel

2021 ◽  
pp. 394-398
Author(s):  
Khusnul Fadhilah ◽  
Subagus Wahyuono ◽  
Puji Astuti

Lansium domesticum (fam. Meliaceae) contains various compounds with various biological activities. Based on the previous research, extracts from several parts of the plant have biological activity. This study aimed to isolate a compound from the fruitpeel of L. domesticum and evaluate cytotoxic activity against T47D, WiDr and HepG2 cell lines. Powdered peels were macerated with ethyl acetate and the filtrate was evaporated to give EtOAc extract. Dried extract was triturated with n-hexane to give n-hexane soluble fraction (A) and insoluble fraction (B). The fraction B was separated using vacuum column chromatography (VLC) with mobile phase n-hexane: ethyl acetate and given 5 fractions. Fractions B3-B5 were combined and separated using VLC with n-hexane and ethyl acetate as mobile phase. This VLC separation gave 18 subractions, subfractions 6-9 with the similar TLC profile were combined. This subfraction was separated further using preparative thin layer chromatography to give compound 1. The Isolated compound (1) appeared as liquid. The chemical structure of 1 was identified acoording to spectroscopic data and comparison with literature. Cytotoxic bioassay was performed on T-47D, WiDr and Hep G2 cell lines in a series of concentrations at 50, 40, 30, 20, 10 and 5µg/mL, with Doxorubicine used as positive control. According to spectroscopic data, compound 1 was identified as 2-ethyl,3-(1’-hydroxy-2’-menthene) propenal, and demonstrate the strongest cytotoxicity against T-47D cell lines (IC50=39.18+1.54 µg/mL).

2021 ◽  
Vol 22 (9) ◽  
Author(s):  
Khusnul Fadhilah ◽  
Subagus Wahyuono ◽  
Puji Astuti

Abstract. Fadhilah K, Wahyuono S, Astuti P. 2021. Fractions and isolated compounds from Lansium domesticum fruit peel exhibited cytotoxic activity against T-47D and HepG2 cell lines. Biodiversitas 22: 3743-3748. Lansium domesticum (Fam. Meliaceae), a tropical fruit (local name, Duku), has been reported to have various biological activities. At the moment we emphasize on searching compounds to have cytotoxic activity from the peel of L. domesticum. The study was initiated by extraction with EtOAc followed by fractionation that was monitored by thin-layer chromatography (TLC) and cytotoxicity against T-47D and HepG2 cells. The EtOAc extract of the sample was triturated with n-hexane to give n-hexane soluble (A) n-hexane insoluble fractions (B). The B fraction was fractionated by vacuum column chromatography using gradient solvent composition of n-hexane: acetone to give 18 fractions. According to TLC similarity pictures, fractions were combined to give 6 fractions (I-VI). Isolation was performed using preparative TLC, and the cytotoxic assay was performed using MTT method. The isolated compound was identified as a sesquiterpene having one aldehyde functional group, based on spectroscopic data.The isolated compound displayed cytotoxic activity on T-47D (IC50, 48.58 + 0.96 µg/mL) and HepG2 (IC50, 127.45 + 25.76 µg/mL).


F1000Research ◽  
2020 ◽  
Vol 9 ◽  
pp. 3 ◽  
Author(s):  
Khusnul Fadhilah ◽  
Subagus Wahyuono ◽  
Puji Astuti

Background: Breast cancer is a major health problem for women globally. Many attempts have been promoted to cure cancer by finding new anticancer medicines from natural resources. Despite the richness of biodiversity discovered, there are some natural resources that remain unexplored. Fruit peels of Duku (Lansium domesticum Corr.) are rich with compounds that may have the potential to be developed as anticancer drugs. This study aimed to isolate cytotoxic compounds from the fruit peels of L. domesticum and assess their cytotoxic nature against T47D cells. Methods: Powdered peels were macerated with ethyl acetate and the filtrate was evaporated to give EtOAc extract A. Dried extract A was triturated with n-hexane to give n-hexane soluble fraction B and insoluble fraction C. The cytotoxic nature of these three  samples were assessed using MTT assay using T47D cells and doxorubicin as a control. Results: Fraction C that showed the smallest IC50 (25.56 ± 0.64μg/mL) value compared to  extract A and fraction B. Fraction C was further fractionated by vacuum liquid chromatography to give 6 subfractions. Subfraction 2 showed a single compound based on thin layer chromatography, and this compound was identified as Lamesticumin A on the basis of its spectroscopic data. Lamesticumin A demonstrated cytotoxic activity against T47D cell lines with an IC50 value of 15.68 ± 0.30µg/mL. Conclusions: Further research is needed to investigate the potential of the natural compound Lamesticumin A derived from L. domesticum fruit peel as an anticancer therapy.


F1000Research ◽  
2021 ◽  
Vol 9 ◽  
pp. 3
Author(s):  
Khusnul Fadhilah ◽  
Subagus Wahyuono ◽  
Puji Astuti

Background: Breast cancer is a major health problem for women globally. Many attempts have been promoted to cure cancer by finding new anticancer medicines from natural resources. Despite the richness of biodiversity discovered, there are some natural resources that remain unexplored. Fruit peels of Duku (Lansium domesticum Corr.) are rich with compounds that may have the potential to be developed as anticancer drugs. This study aimed to isolate cytotoxic compounds from the fruit peels of L. domesticum and assess their cytotoxic nature against T47D cells. Methods: Powdered peels were macerated with ethyl acetate and the filtrate was evaporated to give EtOAc extract A. Dried extract A was triturated with n-hexane to give n-hexane soluble fraction B and insoluble fraction C. The cytotoxic nature of these three  samples were assessed using MTT assay using T47D cells and doxorubicin as a control. Results: Fraction C that showed the smallest IC50 (25.56 ± 0.64μg/mL) value compared to  extract A and fraction B. Fraction C was further fractionated by vacuum liquid chromatography to give 6 subfractions. Subfraction 2 showed a single compound based on thin layer chromatography, and this compound was identified as Lamesticumin A on the basis of its spectroscopic data. Lamesticumin A demonstrated cytotoxic activity against T47D cell lines with an IC50 value of 15.68 ± 0.30µg/mL. Conclusions: Further research is needed to investigate the potential of the natural compound Lamesticumin A derived from L. domesticum fruit peel as an anticancer therapy.


2017 ◽  
Vol 9 (1) ◽  
pp. 79
Author(s):  
Sri Wahdaningsih ◽  
Subagus Wahyuono ◽  
Sugeng Riyanto ◽  
Retno Murwanti

<p> </p><p>Red dragon fruit (<em>H. Polyrhizus</em>) is one of the the plants that has a great potential as natural antioxidant. This study tested the activity of radical scavenging of 2-2' diphenyl -1- pikril hidrazil (DPPH) in the methanol extract, as well as in the soluble and insoluble fractions of ethyl acetate of red dragon fruit peel. This research is carried out through various stages, such as: extraction and fractionation to obtain both insoluble fraction and soluble fractions of ethyl acetate. Antioxidant activity test is conducted by the method of thin layer chromatography and spectrophotometry.<strong> </strong>Antioxidant activity test, IC<sub>50 </sub>values of methanol extract, ethyl acetate soluble fraction, and insoluble fraction of ethyl acetate had been obtained consecutively as much as 241.19 µg /mL, 8.34  µg/mL, 46.84 µg/mL. The soluble fraction of ethyl acetate had greater antioxidant activity compared to the methanol extract and the insoluble fractions of ethyl acetate.</p>


Author(s):  
Saira Tabassum ◽  
Muhammad Zia ◽  
Esperanza J. Carcahe de Blanco ◽  
Riffat Batool ◽  
Roohi Aslam ◽  
...  

Abstract Background Arisaema jacquemontii is traditionally used in treatment of different diseases. In this study, phytochemical, in vitro biological and chemo-preventive screening of A. jacquemontii was carried out to explore its pharmacological potential. Methods The dried tuber of A. jacquemontii was extracted in 11 organic solvent mixture of different polarity. The extracts were screened for phytochemical assays (phenolics and flavonoids), antioxidants potential (free radical scavenging activity, total antioxidant activity, reducing power), biological activities (antibacterial, antifungal, cytotoxic, antileishmanial, protein kinase inhibition), and chemopreventive activities using different cell lines through standard protocols. Results Significant amount phenolic contents were determined in EtOH and MeOH extracts (210.3 ± 3.05 and 193.2 ± 3.15 μg GAE/mg, respectively). Maximum flavonoid content was determined in MeOH extract (22.4 ± 4.04 μg QE/mg). Noteworthy, DPPH scavenging activity was also recorded for MeOH extract (87.66%) followed by MeOH+EtOAc extract (85.11%). Considerable antioxidant capacity (7.8 ± 0.12 μg AAE/mg) and reducing power (3.1 ± 0.15 μg AAE/mg) was observed in extract of MeOH. The LC50 against brine shrimp and leishmanial parasite was found 9.01 and 12.87 μg/mL for n-Hex and CHCl3 extracts, respectively. The highest zone of inhibition against Streptomyces hyphae formation (12.5 ± 1.77 mm) by n-Hex extract. Growth zone of inhibition 13.8 ± 1.08 mm was recorded for EtOAc and MeOH extracts, respectively against Micrococcus luteus while 10.0 ± 0.11 mm for MeOH extract against Aspergillus flavus. In-vitro cytotoxic assay showed that n-Hex extract had higher cytotoxicity against DU-145 prostate cancer and HL-60 cancer cell lines. NF-kB and MTP potential showed 34.01 and 44.87 μg/mL for n-Hex and CHCl3 extracts, respectively in chemo-preventive potential. Conclusion The study concludes that Arisaema jacquemontii bears significant phytochemical activity and pharmacological activities, this plant can be further explored for isolation of active component against a number of aliments.


Author(s):  
Truong Nhat Van Do ◽  
Hai Xuan Le ◽  
Tho Huu Le ◽  
Mai Thanh Thi Nguyen

Curcuma zedoaria (Berg.), belongs to the Zingiberaceae family, is one of the medicinal plants that is found in Southeast Asia. This plant is known as “Nghe tim” in Vietnam; and a decoction of its rhizomes has been used traditionally for the cure flatulence, fatigue, and hepatitis. Previously, some studies on the chemical constituent of the rhizomes of C. zedoaria have reported plenty of curcuminoids and sesquiterpenoids together with their derivatives, which have shown a lot of various bioactivities such as antiproliferative characteristic, anti-ulcer, antioxidant and antibacterial potential. By chromatography column method along with preparative thin layer chromatography on a normal phase silica gel on the EtOAc extract of the rhizomes of Curcuma zedoaria, we have isolated five pure compounds. Their chemical structures have been elucidated by NMR techniques and comparison with publishing data that have determined to be gajustulactone A (1), isozedoarondiol (2), neolitacumone (3), β-sitosterol (4), and β-stigmasterol (5). The results of this study have contributed to the scientific data system on the chemical composition of Vietnamese medicinal plants, especially the rhizomes of Curcuma zedoaria grown in Tinh Bien, An Giang. Therefore, there is more evidence to continue screening studies to detect interesting biological activities from this species.


Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4009
Author(s):  
Ahmed S. Abu Zaid ◽  
Ahmed E. Aleissawy ◽  
Ibrahim S. Yahia ◽  
Mahmoud A. Yassien ◽  
Nadia A. Hassouna ◽  
...  

Background: This study aimed to produce, purify, structurally elucidate, and explore the biological activities of metabolites produced by Streptomyces (S.) griseus isolate KJ623766, a recovered soil bacterium previously screened in our lab that showed promising cytotoxic activities against various cancer cell lines. Methods: Production of cytotoxic metabolites from S. griseus isolate KJ623766 was carried out in a 14L laboratory fermenter under specified optimum conditions. Using a 3-(4,5-dimethylthazol-2-yl)-2,5-diphenyl tetrazolium-bromide assay, the cytotoxic activity of the ethyl acetate extract against Caco2 and Hela cancer cell lines was determined. Bioassay-guided fractionation of the ethyl acetate extract using different chromatographic techniques was used for cytotoxic metabolite purification. Chemical structures of the purified metabolites were identified using mass, 1D, and 2D NMR spectroscopic analysis. Results: Bioassay-guided fractionation of the ethyl acetate extract led to the purification of two cytotoxic metabolites, R1 and R2, of reproducible amounts of 5 and 1.5 mg/L, respectively. The structures of R1 and R2 metabolites were identified as β- and γ-rhodomycinone with CD50 of 6.3, 9.45, 64.8 and 9.11, 9.35, 67.3 µg/mL against Caco2, Hela and Vero cell lines, respectively. Values were comparable to those of the positive control doxorubicin. Conclusions: This is the first report about the production of β- and γ-rhodomycinone, two important scaffolds for synthesis of anticancer drugs, from S. griseus.


2009 ◽  
Vol 64 (3-4) ◽  
pp. 186-192 ◽  
Author(s):  
Ahmed Abdel-Lateff ◽  
Katja Fisch ◽  
Anthony D. Wright

The fungus Trichoderma viride was isolated from the Caribbean sponge Agelas dispar, which was collected from waters around the island of Dominica. Its EtOAc extract, exhibiting mild radical scavenging properties, was mass cultivated and found to produce a new pyranone derivative, trichopyrone (1), and ten compounds, namely four sorbicillinoid polyketide derivatives, trichodermanone A-D (2 - 5), two hexaketide derivatives, rezishanone (6) and vertinolide (7), three known dodecaketides, trichodimerol (8), bislongiquinolide (trichotetronine, 9), and bisvertinol (10), as well as 2-furancarboxylic acid (11). The structures of all compounds were determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV and IR). The biological activities of all isolates were evaluated in a series of bioassays (radical scavenging, antioxidant, antimicrobial, inhibition of HIV-1 RT). The majority had very weak or no effects in the applied test systems


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.


2020 ◽  
Vol 32 (3) ◽  
pp. 515-518
Author(s):  
Tuong Van Nguyen ◽  
Vinh Dinh

The aim of this research was to develop a simple procedure to isolate kaempferol from Ginkgo biloba leaves extract. Flavonoids present in Ginkgo biloba leaves were extracted by 96 % ethanol. These flavonol glycosides which were hydrolyzed in the presence of HCl to convert to aglycones. The flavonol aglycones were extracted by the hydrolysis of solution with ethyl acetate which was evaporated to dryness under reduced pressure to obtain concentrated flavonol aglycones (C2). Flavonol aglycones were then purified by preparative column chromatography with a mobile phase composed of petroleum ether-ethyl acetate to acquire fraction C3. The recrystallization of fraction C3 in acetone realizes to have an amorphous sediment as fraction C4 that was supposed to be a mixture of kaempferol, quercetin and isorhamnetin. Kaempferol in this sediment was purified by column chromatography with a mobile phase composed of CHCl3-MeOH to achieve a fraction denoted as fraction C5. The isolated fraction C5 was assigned by its purity and structure by thin layer chromatography (TLC), high performance liquid chromatography (HPLC) and spectroscopic data analyses.


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