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Novel α-Mangostin Derivatives from Mangosteen (Garcinia mangostana L.) Peel Extract with Antioxidant and Anticancer Potential

Journal of chemistry, 2021, Vol.2021, p.1-12 [Peer Reviewed Journal]

Copyright © 2021 Vy Anh Tran et al. ;Copyright © 2021 Vy Anh Tran et al. This is an open access article distributed under the Creative Commons Attribution License (the “License”), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. https://creativecommons.org/licenses/by/4.0 ;ISSN: 2090-9063 ;EISSN: 2090-9071 ;DOI: 10.1155/2021/9985604

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  • Title:
    Novel α-Mangostin Derivatives from Mangosteen (Garcinia mangostana L.) Peel Extract with Antioxidant and Anticancer Potential
  • Author: Tran, Vy Anh ; Thi Vo, Thu-Thao ; Nguyen, My-Nuong Thi ; Duy Dat, Nguyen ; Doan, Van-Dat ; Nguyen, Thanh-Quang ; Vu, Quang Hieu ; Le, Van Thuan ; Tong, Thanh Danh
  • Maneiro, Marcelino ; Marcelino Maneiro
  • Subjects: Acetylation ; Anticancer properties ; Antioxidants ; Biocompatibility ; Cancer therapies ; Chloride ; Chromatography ; Flavonoids ; Fruits ; NMR ; Nuclear magnetic resonance ; Phytochemicals ; Solvents ; Synthesis ; Toxicity
  • Is Part Of: Journal of chemistry, 2021, Vol.2021, p.1-12
  • Description: The mangosteen peels contain biologically active compounds, with antioxidant and anticancer properties. Among these isolated phytochemicals, α-mangostin is one of the most powerful natural antioxidants and anticancer compounds. This study focused on synthesizing novel α-mangostin (α-MG) derivatives at positions of C-3 and C-6 from extracted α-MG of mangosteen peels and investigating antioxidant and anticancer activities. The structures of the synthesized compounds were determined by using MS, 1H-NMR, 13C-NMR, and HPLC. The analysis of the interaction between structure and bioactivity showed that phenol groups on C-3 and C-6 positions play a crucial role in antiproliferative activity to boost both anticancer efficacy and drug-like properties. The antioxidant activity of α-MG and its derivatives were investigated by the DPPH method. Among α-MG derivatives, 1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-3,6-diyl bis(2-bromobenzoate) (compound 4) exhibited significant antioxidant property. The in vitro cytotoxicity against various cancer cell lines (HeLa, MCF-7, NCI–H460, and HepG2) was evaluated by the standard sulforhodamine B assay. The anticancer activities (HeLa, MCF-7, NCI–H460, and HepG2) of compound 4 are five to six times higher than those of α-MG and other derivatives. The acetylation at C-3 and C-6 of α-MG by halogen of benzoyl greatly improved cancer cell toxicity. Our results provide new opportunities for further explorations of α-MG derivatives for antioxidant property and promise as drugs in cancer therapy.
  • Publisher: New York: Hindawi
  • Language: English
  • Identifier: ISSN: 2090-9063
    EISSN: 2090-9071
    DOI: 10.1155/2021/9985604
  • Source: DOAJ : Directory of Open Access Journals
    AUTh Library subscriptions: ProQuest Central
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