Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt

Toxoplasmosis and cancer are serious worldwide diseases, and the available drugs cause serious side effects. Investigation for new alternative therapies from natural sources is now an increasing concern. Herein, we carried out, for the first time, an in vitro screening of <i>Cycas rumphii</...

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Main Authors: Hosam M. El-Seadawy, Kamilia A. Abo El-Seoud, Mona El-Aasr, Haytham O. Tawfik, Amany E. Ragab
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Plants
Subjects:
Online Access:https://www.mdpi.com/2223-7747/11/21/2867
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author Hosam M. El-Seadawy
Kamilia A. Abo El-Seoud
Mona El-Aasr
Haytham O. Tawfik
Amany E. Ragab
author_facet Hosam M. El-Seadawy
Kamilia A. Abo El-Seoud
Mona El-Aasr
Haytham O. Tawfik
Amany E. Ragab
author_sort Hosam M. El-Seadawy
collection DOAJ
description Toxoplasmosis and cancer are serious worldwide diseases, and the available drugs cause serious side effects. Investigation for new alternative therapies from natural sources is now an increasing concern. Herein, we carried out, for the first time, an in vitro screening of <i>Cycas rumphii</i> Miq. leaves for toxoplasmocidal effect, using <i>Viruluent RH Toxoplasma gondii,</i> and cytotoxic activity against HEPG-2, HCT-116 and HELA cancer cell lines using MTT assay. Among the tested extracts, the ethyl acetate fraction was the most effective against <i>T. gondii</i>, with an EC<sub>50</sub> of 3.51 ± 0.2 µg/mL compared to cotrimoxazole (4.18 ± 0.01 µg/mL) and was the most potent against the tested cell lines, especially HEPG-2, with an IC<sub>50</sub> of 6.98 ± 0.5 µg/mL compared to doxorubicin (4.50 ± 0.2 µg/mL). Seven compounds were isolated from the ethyl acetate fraction by extensive chromatographic techniques and fully elucidated using different spectroscopies. Compound (<b>7</b>) is an undescribed 4′, 4′′′ biapigenin di-C-glucoside, which showed a strong cytotoxic activity. Four known biflavonoids (<b>1</b>, <b>2</b>, <b>4</b> and <b>5</b>) in addition to a phenolic acid ester (<b>3</b>) and a flavonoid glycoside (<b>6</b>) were also isolated. Compounds (<b>1</b>, <b>3</b> and <b>6</b>) were reported for the first time from <i>C. rumphii</i>.
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spelling doaj.art-288bc777d24949c2b2193908e25abad22023-11-24T06:24:21ZengMDPI AGPlants2223-77472022-10-011121286710.3390/plants11212867Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in EgyptHosam M. El-Seadawy0Kamilia A. Abo El-Seoud1Mona El-Aasr2Haytham O. Tawfik3Amany E. Ragab4Department of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta 31527, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta 31527, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta 31527, EgyptDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Tanta University, Tanta 31527, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Tanta University, Tanta 31527, EgyptToxoplasmosis and cancer are serious worldwide diseases, and the available drugs cause serious side effects. Investigation for new alternative therapies from natural sources is now an increasing concern. Herein, we carried out, for the first time, an in vitro screening of <i>Cycas rumphii</i> Miq. leaves for toxoplasmocidal effect, using <i>Viruluent RH Toxoplasma gondii,</i> and cytotoxic activity against HEPG-2, HCT-116 and HELA cancer cell lines using MTT assay. Among the tested extracts, the ethyl acetate fraction was the most effective against <i>T. gondii</i>, with an EC<sub>50</sub> of 3.51 ± 0.2 µg/mL compared to cotrimoxazole (4.18 ± 0.01 µg/mL) and was the most potent against the tested cell lines, especially HEPG-2, with an IC<sub>50</sub> of 6.98 ± 0.5 µg/mL compared to doxorubicin (4.50 ± 0.2 µg/mL). Seven compounds were isolated from the ethyl acetate fraction by extensive chromatographic techniques and fully elucidated using different spectroscopies. Compound (<b>7</b>) is an undescribed 4′, 4′′′ biapigenin di-C-glucoside, which showed a strong cytotoxic activity. Four known biflavonoids (<b>1</b>, <b>2</b>, <b>4</b> and <b>5</b>) in addition to a phenolic acid ester (<b>3</b>) and a flavonoid glycoside (<b>6</b>) were also isolated. Compounds (<b>1</b>, <b>3</b> and <b>6</b>) were reported for the first time from <i>C. rumphii</i>.https://www.mdpi.com/2223-7747/11/21/2867<i>Cycas rumphii</i>Cycadaceaetoxoplasmosiscytotoxicityphenolic acidbiflavonoids
spellingShingle Hosam M. El-Seadawy
Kamilia A. Abo El-Seoud
Mona El-Aasr
Haytham O. Tawfik
Amany E. Ragab
Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
Plants
<i>Cycas rumphii</i>
Cycadaceae
toxoplasmosis
cytotoxicity
phenolic acid
biflavonoids
title Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
title_full Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
title_fullStr Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
title_full_unstemmed Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
title_short Toxoplasmocidal and Cytotoxic Activities Guided Isolation and Characterization of an Undescribed Bioflavonoid-di-<i>C</i>-glucoside from <i>Cycas rumphii</i> Miq. Cultivated in Egypt
title_sort toxoplasmocidal and cytotoxic activities guided isolation and characterization of an undescribed bioflavonoid di i c i glucoside from i cycas rumphii i miq cultivated in egypt
topic <i>Cycas rumphii</i>
Cycadaceae
toxoplasmosis
cytotoxicity
phenolic acid
biflavonoids
url https://www.mdpi.com/2223-7747/11/21/2867
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