A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.

A new glucosyl flavone, 5,7,2′,5′-tetrahydroxyflavone 7-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-glucopyranoside, named loeflingiin, together with apigenin 6-<i>C</i>-glucoside (isovitexin), coumarins citropten and isompinellin, triter...

Full description

Bibliographic Details
Main Authors: Hawraz Ibrahim M. Amin, Kamaran Younis M. Amin, Chabaco Armijos, Faiq H. S. Hussain, Zanko Hassan Jawhar, Diego Caprioglio, Mariella Mella, Giovanni Vidari
Format: Article
Language:English
Published: MDPI AG 2024-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/29/5/1079
_version_ 1797264093797679104
author Hawraz Ibrahim M. Amin
Kamaran Younis M. Amin
Chabaco Armijos
Faiq H. S. Hussain
Zanko Hassan Jawhar
Diego Caprioglio
Mariella Mella
Giovanni Vidari
author_facet Hawraz Ibrahim M. Amin
Kamaran Younis M. Amin
Chabaco Armijos
Faiq H. S. Hussain
Zanko Hassan Jawhar
Diego Caprioglio
Mariella Mella
Giovanni Vidari
author_sort Hawraz Ibrahim M. Amin
collection DOAJ
description A new glucosyl flavone, 5,7,2′,5′-tetrahydroxyflavone 7-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-glucopyranoside, named loeflingiin, together with apigenin 6-<i>C</i>-glucoside (isovitexin), coumarins citropten and isompinellin, triterpenoids betulin and betulinic acid, and a mixture of phytosterols β-sitosterol, stigmasterol and campesterol were isolated for the first time from the leaves of wild <i>Plantago loeflingii</i> L. (<i>Plantaginaceae</i>) collected in the Iraqi Kurdistan region. The plant is used by local people to treat wounds and as a vulnerary remedy. The structures of isolated compounds were determined by spectroscopic analysis. The activities of isovitexin and loeflingiinon the viability of breast (MCF7), ovarian (BG-1), endometrial (Ishikawa), and mesothelioma (IST-MES1) human cancer cells and two normal cell lines were determined with an MTT assay. Notably, the new 7-<i>O</i>-glucosyl flavone showed effects higher than cisplatin against the Ishikawa and IST-MESI cell lines. The significant biological activities exhibited by all the compounds isolated from <i>P. loeflingii</i> provided scientific evidence to support the use of the plant in the Kurdish traditional medicine.
first_indexed 2024-04-25T00:23:26Z
format Article
id doaj.art-81fdb1a6d7ee41a383c962fe286a7a5c
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-04-25T00:23:26Z
publishDate 2024-02-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-81fdb1a6d7ee41a383c962fe286a7a5c2024-03-12T16:50:59ZengMDPI AGMolecules1420-30492024-02-01295107910.3390/molecules29051079A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.Hawraz Ibrahim M. Amin0Kamaran Younis M. Amin1Chabaco Armijos2Faiq H. S. Hussain3Zanko Hassan Jawhar4Diego Caprioglio5Mariella Mella6Giovanni Vidari7Department of Chemistry, College of Science, Salahaddin University-Erbil, Erbil 44001, IraqDepartment of Chemistry, College of Education, Salahaddin University-Erbil, Erbil 44001, IraqDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110107, EcuadorDepartment of Medical Analysis, Faculty of Applied Science, Tishk International University, Erbil 44001, IraqDepartment of Science, College of Health Science, Lebanese French University, Erbil 44001, IraqDepartment of Pharmaceutical Sciences, University of Eastern Piedmont, Largo Donegani 2, 28100 Novara, ItalyDepartment of Chemistry, University of Pavia, Via Taramelli 12, 27100 Pavia, ItalyDepartment of Medical Analysis, Faculty of Applied Science, Tishk International University, Erbil 44001, IraqA new glucosyl flavone, 5,7,2′,5′-tetrahydroxyflavone 7-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-glucopyranoside, named loeflingiin, together with apigenin 6-<i>C</i>-glucoside (isovitexin), coumarins citropten and isompinellin, triterpenoids betulin and betulinic acid, and a mixture of phytosterols β-sitosterol, stigmasterol and campesterol were isolated for the first time from the leaves of wild <i>Plantago loeflingii</i> L. (<i>Plantaginaceae</i>) collected in the Iraqi Kurdistan region. The plant is used by local people to treat wounds and as a vulnerary remedy. The structures of isolated compounds were determined by spectroscopic analysis. The activities of isovitexin and loeflingiinon the viability of breast (MCF7), ovarian (BG-1), endometrial (Ishikawa), and mesothelioma (IST-MES1) human cancer cells and two normal cell lines were determined with an MTT assay. Notably, the new 7-<i>O</i>-glucosyl flavone showed effects higher than cisplatin against the Ishikawa and IST-MESI cell lines. The significant biological activities exhibited by all the compounds isolated from <i>P. loeflingii</i> provided scientific evidence to support the use of the plant in the Kurdish traditional medicine.https://www.mdpi.com/1420-3049/29/5/10797-<i>O</i>-glucosyl flavone<i>Plantago loeflingii</i> L.<i>Plantaginaceae</i>antiproliferative activityKurdish medicinal plant
spellingShingle Hawraz Ibrahim M. Amin
Kamaran Younis M. Amin
Chabaco Armijos
Faiq H. S. Hussain
Zanko Hassan Jawhar
Diego Caprioglio
Mariella Mella
Giovanni Vidari
A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
Molecules
7-<i>O</i>-glucosyl flavone
<i>Plantago loeflingii</i> L.
<i>Plantaginaceae</i>
antiproliferative activity
Kurdish medicinal plant
title A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
title_full A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
title_fullStr A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
title_full_unstemmed A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
title_short A New Glucosyl Flavone with Inhibitory Activity of Cancer Cell Viability and Other Bioactive Constituents from the Traditional Kurdish Plant <i>Plantago loeflingii</i> L.
title_sort new glucosyl flavone with inhibitory activity of cancer cell viability and other bioactive constituents from the traditional kurdish plant i plantago loeflingii i l
topic 7-<i>O</i>-glucosyl flavone
<i>Plantago loeflingii</i> L.
<i>Plantaginaceae</i>
antiproliferative activity
Kurdish medicinal plant
url https://www.mdpi.com/1420-3049/29/5/1079
work_keys_str_mv AT hawrazibrahimmamin anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT kamaranyounismamin anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT chabacoarmijos anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT faiqhshussain anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT zankohassanjawhar anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT diegocaprioglio anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT mariellamella anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT giovannividari anewglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT hawrazibrahimmamin newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT kamaranyounismamin newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT chabacoarmijos newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT faiqhshussain newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT zankohassanjawhar newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT diegocaprioglio newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT mariellamella newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil
AT giovannividari newglucosylflavonewithinhibitoryactivityofcancercellviabilityandotherbioactiveconstituentsfromthetraditionalkurdishplantiplantagoloeflingiiil