Isolation and characterization of Maclura (Maclura pomifera) extracts obtained by supercritical fluid extraction

Filip, Snežana; Ďjarmati, Z.; Lisichkov, Kiril; Csanádi, János; Jankov, Ratko M.

doi:10.1016/j.indcrop.2015.07.066

Cited by 10 publications

(8 citation statements)

References 28 publications

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“…Repeated purifications of the organic phase obtained from stem barks of V. paradoxa afforded ten pure triterpenoids ( 1 – 10 ; Figure 1 ), including the previously undescribed natural products ursaldehyde cinnamate ( 7 ) and 11-hydroxy-β-amyrin cinnamate ( 10 ). The structures of the known compounds were established as lupeol ( 1 ) [ 7 ], lupeol acetate ( 2 ) [ 8 ], lupeol cinnamate ( 3 ) [ 5 ], lupenone ( 4 ) [ 9 ], betulinic acid ( 5 ) [ 10 ] , α-amyrin cinnamate ( 6 ) [ 5 ], ursolic acid ( 8 ) [ 11 ], and β-amyrin acetate ( 9 ) [ 12 ] through a comparison of their spectroscopic properties with published data [ 5 , 7 , 8 , 9 , 10 , 11 , 12 ].…”

Section: Resultsmentioning

confidence: 99%

Triterpenoids from Vitellaria paradoxa Stem Barks Reduce Nitrite Levels in LPS-Stimulated Macrophages

Sirignano

Nadembega

Poli

et al. 2021

Plants

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Vitellaria paradoxa C. F. Gaertn is widely used in African traditional medicine as an anti-inflammatory remedy to treat rheumatism, gastric problems, diarrhea, and dysentery. The phytochemical investigation of the ethyl acetate extract of V. paradoxa stem bark collected in Burkina Faso led to the isolation of eight known and two triterpenes undescribed to date (7 and 10), in the free alcohol form or as acetyl and cinnamyl ester derivatives. The stereostructures of the new compounds were elucidated using HR-ESIMS and 1D and 2D NMR data. The isolated compounds were evaluated in vitro for their inhibitory effect on nitrite levels on murine macrophages J774 stimulated with the lipopolysaccharide (LPS). Among all the compounds tested, lupeol cinnamate (3) and betulinic acid (5) showed a beneficial effect in reducing nitrite levels produced after LPS stimulation.

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Section: Resultsmentioning

confidence: 99%

Triterpenoids from Vitellaria paradoxa Stem Barks Reduce Nitrite Levels in LPS-Stimulated Macrophages

Sirignano

Nadembega

Poli

et al. 2021

Plants

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“…Other solvents such as supercritical CO 2 (Filip et al, 2015), chloroform (Kupeli et al, 2006), and water (Kupeli et al, 2006) were used to give the yield of 5.3–7.9% from partially dried fruit, 4.03% from wet fruit, and 7.17% from wet fruit, respectively. However, the contents of osajin and pomiferin were not reported in these studies.…”

Section: Resultsmentioning

confidence: 99%

“…Schneid., family Moraceae) is a tree native to Texas, Oklahoma, and Arkansas and is also known as horse apple or hedge apple tree (Nečas et al, 2006). This tree is common throughout the midwestern and southwestern regions of the United States and also is grown in other parts of the world (Filip et al, 2015). Its use, however, is limited as a hedge, hardwood, and an insect repellant around homes (Moser et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Antioxidant Activity of Osage Orange Extract in Soybean Oil and Fish Oil during Storage

Hwang

Winkler‐Moser

Tisserat

et al. 2020

J Americ Oil Chem Soc

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The food industry is seeking natural antioxidants for edible oils that have comparable activity to synthetic counterparts. In this study, Osage orange extract (OOE) rich in osajin (42.9%) and pomiferin (30.0%) was obtained after hexane extraction of the fruit, and its antioxidant activity was examined in stripped soybean oil (SBO) and fish oil (FO), in which antioxidants and polar compounds were removed. The antioxidant activity of OOE was compared with commercial natural antioxidants (i.e., rosemary extract and mixed tocopherols) and a synthetic antioxidant, butylated hydroxytoluene (BHT), during storage at 25 and 40 °C. The 0.1% OOE had stronger antioxidant activity than 0.1% rosemary extract and 0.1% mixed tocopherols in both oils at 25 and 40 °C. Its activity was similar to 0.02% BHT in SBO and was similar or slightly stronger than 0.02% BHT in FO. When OOE was studied at 0.05, 0.1, and 0.2%, there was a weak dose–response in SBO but a stronger dose–response in FO. Headspace volatile analysis using solid phase micro‐extraction (SPME) combined with GC–MS indicated that 0.1% OOE was very effective in preventing the formation of volatile oxidation products in both oils. Although it should be further tested for safety before the actual use, this study shows that OOE can be developed as an antioxidant for edible oils.

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“…previous scientific studies. [5,6] The compounds isolated from various parts of Osage orange (fruit, bark, leaves, seeds, and roots) belong to different classes, such as flavonoids, xanthones, triterpenes, and stilbenes. [7][8][9] These secondary metabolites were reported to possess a number of biological activities, such as insect repellant, [10] antimicrobial, [11] anti-inflammatory/antinociceptive, [12] antitumor, [13,14] cardioprotective, [15] and cholinesterase inhibitory activities.…”

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confidence: 99%

“…[24] Maceration of Morus alba and Morus nigra leaf in the research done by Radojković et al [26] yielded caffeic acid two isoflavones were determined, osajin and pomiferin. [5] The EtOH, H 2 O 2 , CHCl 3 extracts of the fruit contain two isoflavones linear isomers of osajin and pomiferin-scandenone and auriculasin. [12] In research reported by Orazbekov et al [6] and Su et al [9] in ethanolic extracts was isolated a few new isoflavones and flavones.…”

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confidence: 99%

Chemical composition and antimicrobial activity of Osage orange (Maclura pomifera) leaf extracts

Filip

Đurović

Blagojević

et al. 2020

Archiv der Pharmazie

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The main goal of this study was to establish the chemical profile of Osage orange (Maclura pomifera) leaf extracts, obtained by conventional maceration technique, and to examine its antimicrobial activity. The identification and quantification of the extract compounds were done using ultra‐high‐performance liquid chromatography, with a diode array detector coupled with triple‐quadrupole mass spectrometer and gas chromatography–mass spectrometry techniques. Thirty‐one polyphenolic compounds were detected and identified in the ethanolic extracts, whereby 5‐O‐caffeoylquinic acid was found to be the dominant compound. Among other compounds, pentacosane and palmitic acid were the most abundant compounds in the dichloromethane extract. The preliminary antimicrobial activity screening shows that Gram‐positive bacteria tend to be more sensitive to the investigated extracts. The highest antimicrobial activity was determined against Enterococcus faecalis ATCC 19433 and Listeria monocytogenes ATCC 35152. From these results, Osage orange leaves can be considered as plant material with significant antimicrobial properties.

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Isolation and characterization of Maclura (Maclura pomifera) extracts obtained by supercritical fluid extraction

Cited by 10 publications

References 28 publications

Triterpenoids from Vitellaria paradoxa Stem Barks Reduce Nitrite Levels in LPS-Stimulated Macrophages

Triterpenoids from Vitellaria paradoxa Stem Barks Reduce Nitrite Levels in LPS-Stimulated Macrophages

Antioxidant Activity of Osage Orange Extract in Soybean Oil and Fish Oil during Storage

Chemical composition and antimicrobial activity of Osage orange (Maclura pomifera) leaf extracts

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