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New Cytotoxic Cerebrosides from the Red Sea Cucumber Holothuria spinifera Supported by In-Silico Studies.
Abdelhameed, Reda F A; Eltamany, Enas E; Hal, Dina M; Ibrahim, Amany K; AboulMagd, Asmaa M; Al-Warhi, Tarfah; Youssif, Khayrya A; Abd El-Kader, Adel M; Hassanean, Hashim A; Fayez, Shaimaa; Bringmann, Gerhard; Ahmed, Safwat A; Abdelmohsen, Usama Ramadan.
Afiliación
  • Abdelhameed RFA; Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
  • Eltamany EE; Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
  • Hal DM; Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
  • Ibrahim AK; Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
  • AboulMagd AM; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Nahda University, Beni Suef 62513, Egypt.
  • Al-Warhi T; Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 13414, Saudi Arabia.
  • Youssif KA; Department of Pharmacognosy, Faculty of Pharmacy, Modern University for Technology and Information, Cairo 11566, Egypt.
  • Abd El-Kader AM; Department of Pharmacognosy, Faculty of Pharmacy, Deraya University, New Minia 61111, Egypt.
  • Hassanean HA; Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut 71524, Egypt.
  • Fayez S; Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
  • Bringmann G; Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany.
  • Ahmed SA; Department of Pharmacognosy, Faculty of Pharmacy, Ain-Shams University, Cairo 11566, Egypt.
  • Abdelmohsen UR; Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany.
Mar Drugs ; 18(8)2020 Aug 01.
Article en En | MEDLINE | ID: mdl-32752177
Bioactivity-guided fractionation of a methanolic extract of the Red Sea cucumber Holothuria spinifera and LC-HRESIMS-assisted dereplication resulted in the isolation of four compounds, three new cerebrosides, spiniferosides A (1), B (2), and C (3), and cholesterol sulfate (4). The chemical structures of the isolated compounds were established on the basis of their 1D NMR and HRMS spectral data. Metabolic profiling of the H. spinifera extract indicated the presence of diverse secondary metabolites, mostly hydroxy fatty acids, diterpenes, triterpenes, and cerebrosides. The isolated compounds were tested for their in vitro cytotoxicities against the breast adenocarcinoma MCF-7 cell line. Compounds 1, 2, 3, and 4 displayed promising cytotoxic activities against MCF-7 cells, with IC50 values of 13.83, 8.13, 8.27, and 35.56 µM, respectively, compared to that of the standard drug doxorubicin (IC50 8.64 µM). Additionally, docking studies were performed for compounds 1, 2, 3, and 4 to elucidate their binding interactions with the active site of the SET protein, an inhibitor of protein phosphatase 2A (PP2A), which could explain their cytotoxic activity. This study highlights the important role of these metabolites in the defense mechanism of the sea cucumber against fouling organisms and the potential uses of these active molecules in the design of new anticancer agents.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Neoplasias de la Mama / Cerebrósidos / Holothuria / Antineoplásicos Límite: Animals / Female / Humans / Male Idioma: En Revista: Mar Drugs Asunto de la revista: BIOLOGIA / FARMACOLOGIA Año: 2020 Tipo del documento: Article País de afiliación: Egipto Pais de publicación: Suiza

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Neoplasias de la Mama / Cerebrósidos / Holothuria / Antineoplásicos Límite: Animals / Female / Humans / Male Idioma: En Revista: Mar Drugs Asunto de la revista: BIOLOGIA / FARMACOLOGIA Año: 2020 Tipo del documento: Article País de afiliación: Egipto Pais de publicación: Suiza