Metabolomic Profiling and Cytotoxic Activity of Launaea nudicaulis: Molecular Docking with Topoisomerases
Launaea nudicaulis (L.) Hook. f., Asteraceae, is a wild plant growing in Egypt, used traditionally for treatment of many diseases. LC-HRMS analysis of different polarity soluble extracts allowed the annotation of fifteen compounds: three alkaloids, four flavonoids, three phenolic acids, three coumarins, one sphingolipid, and one triterpene. Chemical investigation led to isolation and identification of caffeic acid, luteolin, luteolin7-O-glucoside, lupeol, β-sitosterol, and palmitic acid. Cytotoxic evaluation for hexane, $ CH_{2} %$ Cl_{2} $, ethyl acetate, and n-butanol extracts using MTT assay against three cancer cell lines HL-60, HT-29, and MCF-7 showed a remarkable cytotoxic activity for the $ CH_{2} %$ Cl_{2} $-soluble extract against HL-60 and HT-29 with $ IC_{50} $ 5.8 and 8.26 µg/ml, respectively, as well the n-butanol extract showed good activity against HL-60 and HT-29 with $ IC_{50} $ 11.6 and 9.6 µg/ml, respectively. Docking study was performed on topoisomerase enzymes (I, IIα, and IIβ) and provided a rationale for the biological outcomes where three natural compounds in the plant strongly bound to the proteins, particularly, luteolin-7-(6″-malonylneohesperidoside) with binding affinities of − 11.341, − 10.866, and − 10.111 kcal/mol, respectively, and kaempferol-3-O-[6″-malonyl-β-d-apiofuranosyl-(1 → 2)-β-d-glucopyranoside] with binding affinities of − 10.796, − 10.102, and − 9.916 kcal/mol, respectively. Also, luteolin-7-O-β-d-glucopyranoside docked with higher binding affinity to topoisomerase I (− 10.367 kcal/mol) compared to topoisomerases IIα and IIβ. Graphical Abstract.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:33 |
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| Enthalten in: |
Revista Brasileira de farmacognosia - 33(2023), 2 vom: 23. Feb., Seite 432-437 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Elhawary, Seham [VerfasserIn] |
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| Links: |
Volltext [kostenfrei] |
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| Themen: |
Cytotoxicity |
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| Anmerkungen: |
© The Author(s) 2023 |
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| doi: |
10.1007/s43450-023-00371-0 |
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| 520 | |a Launaea nudicaulis (L.) Hook. f., Asteraceae, is a wild plant growing in Egypt, used traditionally for treatment of many diseases. LC-HRMS analysis of different polarity soluble extracts allowed the annotation of fifteen compounds: three alkaloids, four flavonoids, three phenolic acids, three coumarins, one sphingolipid, and one triterpene. Chemical investigation led to isolation and identification of caffeic acid, luteolin, luteolin7-O-glucoside, lupeol, β-sitosterol, and palmitic acid. Cytotoxic evaluation for hexane, $ CH_{2} %$ Cl_{2} $, ethyl acetate, and n-butanol extracts using MTT assay against three cancer cell lines HL-60, HT-29, and MCF-7 showed a remarkable cytotoxic activity for the $ CH_{2} %$ Cl_{2} $-soluble extract against HL-60 and HT-29 with $ IC_{50} $ 5.8 and 8.26 µg/ml, respectively, as well the n-butanol extract showed good activity against HL-60 and HT-29 with $ IC_{50} $ 11.6 and 9.6 µg/ml, respectively. Docking study was performed on topoisomerase enzymes (I, IIα, and IIβ) and provided a rationale for the biological outcomes where three natural compounds in the plant strongly bound to the proteins, particularly, luteolin-7-(6″-malonylneohesperidoside) with binding affinities of − 11.341, − 10.866, and − 10.111 kcal/mol, respectively, and kaempferol-3-O-[6″-malonyl-β-d-apiofuranosyl-(1 → 2)-β-d-glucopyranoside] with binding affinities of − 10.796, − 10.102, and − 9.916 kcal/mol, respectively. Also, luteolin-7-O-β-d-glucopyranoside docked with higher binding affinity to topoisomerase I (− 10.367 kcal/mol) compared to topoisomerases IIα and IIβ. Graphical Abstract | ||
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| 700 | 1 | |a Mohamed, Enas I. A. |0 (orcid)0000-0002-6943-9383 |4 aut | |
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| 700 | 1 | |a Mohammed, Rabab |0 (orcid)0000-0001-9683-4250 |4 aut | |
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