(5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms

Bioactive compound (5E,7E)-4,5,6 trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate (compound 2) was isolated from Euclea crispa (E. crispa) by the chromatographic methods. Further, the compound was confirmed by spectroscopic techniques such as ultraviolet-visible (UV/Vis) sp...

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Main Authors: Chella Perumal Palanisamy, Bo Cui, Hongxia Zhang, Selvaraj Jayaraman, Ponnulakshmi Rajagopal, Vishnu Priya Veeraraghavan
Format: Article
Language:English
Published: Wiley 2022-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2022/4464056
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author Chella Perumal Palanisamy
Bo Cui
Hongxia Zhang
Selvaraj Jayaraman
Ponnulakshmi Rajagopal
Vishnu Priya Veeraraghavan
author_facet Chella Perumal Palanisamy
Bo Cui
Hongxia Zhang
Selvaraj Jayaraman
Ponnulakshmi Rajagopal
Vishnu Priya Veeraraghavan
author_sort Chella Perumal Palanisamy
collection DOAJ
description Bioactive compound (5E,7E)-4,5,6 trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate (compound 2) was isolated from Euclea crispa (E. crispa) by the chromatographic methods. Further, the compound was confirmed by spectroscopic techniques such as ultraviolet-visible (UV/Vis) spectrometer, Fourier transform infrared (FTIR) spectrometer, and 1H and 13C nuclear magnetic resonance (NMR). Compound 2 exhibited a significant antioxidant activity with IC50 values. It restrained the auxesis of HO-8910 cells in a shot-dependent mode. CXCR4, HER2, and Akt proteins involved in cell proliferation and metastasis were found to be significantly reduced (p<0.05). The protein that is responsible for the death of cells (Bcl-2 and Bcl-xL) was reduced (p<0.05), while the protein expression of p53 and caspase-9 was increased (p<0.05) in compound 2-treated HO-8910 cells. The results of molecular docking analysis showed the binding affinity with CXCR4 and HER2. Thus, compound 2 can serve as a promising chemotherapeutic agent for the intervention of ovarian cancer. The findings of this study conclude that compound 2 from E. crispa might work as a potential antioxidative and chemotherapeutic agent. The in vivo studies and attempts will pave way for this compound to be an effective drug hereafter.
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spelling doaj-art-47f86133d96840e3b8eb03452c1f32a12025-02-03T06:12:29ZengWileyBioinorganic Chemistry and Applications1687-479X2022-01-01202210.1155/2022/4464056(5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling MechanismsChella Perumal Palanisamy0Bo Cui1Hongxia Zhang2Selvaraj Jayaraman3Ponnulakshmi Rajagopal4Vishnu Priya Veeraraghavan5State Key Laboratory of Biobased Material and Green PapermakingState Key Laboratory of Biobased Material and Green PapermakingState Key Laboratory of Biobased Material and Green PapermakingCentre of Molecular Medicine and Diagnostics (COMManD)Central Research LaboratoryCentre of Molecular Medicine and Diagnostics (COMManD)Bioactive compound (5E,7E)-4,5,6 trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate (compound 2) was isolated from Euclea crispa (E. crispa) by the chromatographic methods. Further, the compound was confirmed by spectroscopic techniques such as ultraviolet-visible (UV/Vis) spectrometer, Fourier transform infrared (FTIR) spectrometer, and 1H and 13C nuclear magnetic resonance (NMR). Compound 2 exhibited a significant antioxidant activity with IC50 values. It restrained the auxesis of HO-8910 cells in a shot-dependent mode. CXCR4, HER2, and Akt proteins involved in cell proliferation and metastasis were found to be significantly reduced (p<0.05). The protein that is responsible for the death of cells (Bcl-2 and Bcl-xL) was reduced (p<0.05), while the protein expression of p53 and caspase-9 was increased (p<0.05) in compound 2-treated HO-8910 cells. The results of molecular docking analysis showed the binding affinity with CXCR4 and HER2. Thus, compound 2 can serve as a promising chemotherapeutic agent for the intervention of ovarian cancer. The findings of this study conclude that compound 2 from E. crispa might work as a potential antioxidative and chemotherapeutic agent. The in vivo studies and attempts will pave way for this compound to be an effective drug hereafter.http://dx.doi.org/10.1155/2022/4464056
spellingShingle Chella Perumal Palanisamy
Bo Cui
Hongxia Zhang
Selvaraj Jayaraman
Ponnulakshmi Rajagopal
Vishnu Priya Veeraraghavan
(5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
Bioinorganic Chemistry and Applications
title (5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
title_full (5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
title_fullStr (5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
title_full_unstemmed (5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
title_short (5E,7E)-4,5,6 Trihydroxy-3-(hydroxymethyl)tetrahydro-2H-pyran-2-ylheptadeca-5,7-dienoate from Euclea crispa (L.) Inhibits Ovarian Cancer Cell Growth by Controlling Apoptotic and Metastatic Signaling Mechanisms
title_sort 5e 7e 4 5 6 trihydroxy 3 hydroxymethyl tetrahydro 2h pyran 2 ylheptadeca 5 7 dienoate from euclea crispa l inhibits ovarian cancer cell growth by controlling apoptotic and metastatic signaling mechanisms
url http://dx.doi.org/10.1155/2022/4464056
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