Chlorogenic acid analogues from Gynura nepalensis protect H9c2 cardiomyoblasts against H2O2-induced apoptosis

Yu, Bingkun; Li, Jinlong; Guo, Binbin; Fan, Huimin; Zhao, Weimin; Wang, He-Yao

doi:10.1038/aps.2016.79

Cited by 30 publications

(41 citation statements)

References 39 publications

(32 reference statements)

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“…Excessive ROS damages various biomolecules via lipid peroxidation, protein oxidation, and DNA damage, thereby causing ΔΨm collapsing, caspase-3 activation and cell apoptosis (Zhu and Zuo, 2013 ). In accordance with a previous study (Sun et al, 2011 ; Yu et al, 2016 ), our present study demonstrated that H 2 O 2 exposure remarkably increased ROS production and resulted in the disruption of ΔΨm in H9c2 cells. However, analogue 5d pretreatment significantly decreased the level of intracellular ROS production and inhibited the collapse of ΔΨm (Figure 3 ).…”

Section: Discussionsupporting

confidence: 93%

Calenduloside E Analogues Protecting H9c2 Cardiomyocytes Against H2O2-Induced Apoptosis: Design, Synthesis and Biological Evaluation

Tian

Shang

et al. 2017

Front. Pharmacol.

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Modulation of apoptosis is therapeutically effective in cardiomyocytes damage. Calenduloside E (CE), a naturally occurring triterpenoid saponin, is a potent anti-apoptotic agent. However, little is known about its synthetic analogues on the protective effects in apoptosis of cardiomyocytes. The present research was performed to investigate the potential protective effect of CE analogues against H2O2-induced apoptosis in H9c2 cardiomyocytes and the underlying mechanisms. Sixteen novel CE anologues have been designed, synthesized and biological evaluation. Among the 16 CE anologues, as well as the positive control CE tested, compound 5d was the most effective in improving cardiomyocytes viability. Pretreatment with anologue 5d inhibited ROS generation, maintained the mitochondrial membrane potential and reduced apoptotic cardiomyocytes. Moreover, exposure to H2O2 significantly increased the levels of Bax, cleaved caspase-3, and cleaved PARP, and decreased the level of Bcl-2, resulting in cell apoptosis. Pretreatment with anologue 5d (0.02–0.5 μg/mL) dose-dependently upregulated antiapoptotic proteins and downregulated proapoptotic proteins mentioned above during H2O2-induced apoptosis. These results suggested that CE analogues provide protection to H9c2 cardiomyocytes against H2O2-induced oxidative stress and apoptosis, most likely via anti-apoptotic mechanism, and provided the basis for the further optimization of the CE analogues.

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Section: Discussionsupporting

confidence: 93%

Calenduloside E Analogues Protecting H9c2 Cardiomyocytes Against H2O2-Induced Apoptosis: Design, Synthesis and Biological Evaluation

Tian

Shang

et al. 2017

Front. Pharmacol.

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“…The percentage of viable and apoptotic cells showed a significant difference (p<0.05) compared to the control but not the percentage of necrotic cells. Our results were in agreement with previous studies which reported that H 2 O 2 induced apoptosis in several cell lines (Chen et al 2016;Jin et al 2013;Yu et al 2016). Cells pretreated with ObEA and NAC for 2 h prior to the H 2 O 2 induction increased cell viability in dose-dependent manners.…”

Section: Antioxidant and Free Radical Scavenging Activities Of O Bassupporting

confidence: 93%

Neuroprotective Effects of Ocimum basilicum Extract against Hydrogen Peroxide-Induced Oxidative Stress in SK-N-SH Neuroblastoma Cells

Mohd-Zahid¹,

Jalil²,

Chan³

et al. 2018

JSM

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Neurodegenerative diseases such as Alzheimer's and Parkinson's disease are characterized by the progressive loss of neurons. One of the contributing factors for these diseases is oxidative stress, characterized by the imbalance of free radicals production and antioxidant defense mechanisms. In the present study, the neuroprotective effects of Ocimum basilicum var. thyrsiflora against hydrogen peroxide (H 2 O 2 )-induced oxidative stress in SK-N-SH neuroblastoma cells were evaluated. The exposure of SK-N-SH cells to 50 µM H 2 O 2 for 24 h induced cytotoxicity and apoptosis as measured by cell viability and flow cytometry, respectively. Pretreatment with ethyl acetate (ObEA) fraction at 3.1-25 µg/mL showed the highest protection against H 2 O 2 -induced cell death compared to other fractions and crude extract by increasing cell viability and reducing apoptosis. The evaluation of antioxidant capacity via 1, 1-diphenyl-2-picrylahydrazyl (DPPH) and ferric reducing/antioxidant power (FRAP) assays showed ObEA possessed the highest antioxidative properties. The intracellular reactive oxygen species (ROS) production of H 2 O 2 in untreated cells increased by 2.39-fold compared to the control and was significantly attenuated by the 2 h pre-treatment of O. basilicum (p<0.05). The reduction in intracellular superoxide dismutase (SOD) induced by H 2 O 2 was also abrogated by the pretreatment of O. basilicum. These findings suggested that O. basilicum is potentially neuroprotective against oxidative damage in neuronal cells by scavenging free radicals, restoring SOD activities and eventually prevent cell death. ABSTRAKPenyakit kemerosotan saraf seperti Alzheimer dan Parkinson dicirikan oleh kehilangan neuron secara progresif. Salah satu faktor penyumbang penyakit ini ialah tekanan oksidatif, yang dicirikan oleh ketidakseimbangan antara penghasilan radikal bebas dan mekanisme pertahanan antioksidan. Dalam kajian ini, kesan neuromelindungi Ocimum basilicum var. thyrsiflora terhadap tekanan oksidatif yang diaruh hidrogen peroksida (H 2 O 2 ) dalam sel neuroblastoma SK-N-SH telah dinilai. Pendedahan sel SK-N-SH terhadap 50 µM H 2 O 2 selama 24 jam telah menyebabkan sitotoksik dan apoptosis yang masing-masing diukur melalui kebolehhidupan sel dan aliran sitometri. Pra-rawatan dengan fraksi etil asetat (ObEA) pada 3.1-25 µg/mL menunjukkan kesan perlindungan tertinggi terhadap kematian sel yang diaruh H 2 O 2 berbanding fraksi lain dan ekstrak mentah dengan meningkatkan kebolehhidupan sel dan mengurangkan apoptosis. Penilaian kapasiti antioksidan melalui asai difenil-pikrilhidrazil (DPPH) dan asai kuasa antioksidan penurunan ferik (FRAP) menunjukkan ObEA mempunyai ciri antioksidan tertinggi. Pengeluaran spesies oksigen reaktif (ROS) intrasel dalam sel yang hanya dirawat H 2 O 2 meningkat sebanyak 3.29 kali ganda berbanding dengan sel kawalan dan dilemahkan secara signifikan oleh 2 jam pra-rawatan O. basilicum (p<0.05). Pengurangan superoksida dismutase (SOD) intrasel yang disebabkan oleh H 2 O 2 juga turut dilemahkan oleh pra-rawatan...

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“…In this study, five di- O -caffeoylquinic acids ( di-COQ ), which are distributed in different plants [ 10 , 11 , 12 , 13 , 14 ], were selected as references for the conformational effect investigation. As shown in Figure 1 , the five di-COQs comprise 1,3-di- O -caffeoylquinic acid ( 1 , 3-COQ ), 1,5-di- O -caffeoylquinic acid ( 1 , 5-COQ ), 3,4-di- O -caffeoylquinic acid ( 3 , 4-COQ ), 3,5-di- O -caffeoylquinic acid ( 3 , 5-COQ ), and 4,5-di- O -caffeoylquinic acid ( 4 , 5-COQ ).…”

Section: Introductionmentioning

confidence: 99%

“…It is worth noting that some of these compounds have already been explored for their antioxidant ability using a DPPH•-scavenging assay, ABTS• + -scavenging assay, anti-low-density lipoprotein (LDL) oxidation assay [ 11 , 15 ], and cellular assay [ 13 ]. However, each of these studies was based on the plant origin: Hung focused on antioxidants from Dipsacus asper , Zhang only explored antioxidants in Lonicera japonica , and Wan was only engaged in the phytochemical work of Chrysanthemum coronarium [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

Antioxidant and Cytoprotective Effects of the Di-O-Caffeoylquinic Acid Family: The Mechanism, Structure–Activity Relationship, and Conformational Effect

Xie

et al. 2018

Molecules

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In this study, a series of di-O-caffeoylquinic acids (di-COQs) were systematically investigated for their antioxidant and cytoprotective effects towards •OH-damaged bone marrow-derived mesenchymal stem cells (bmMSCs). Five di-COQs were measured using a set of antioxidant assays. The results show that adjacent 4,5-Di-O-caffeoylquinic acid (4,5-COQ) and 3,4-di-O-caffeoylquinic acid (3,4-COQ) always gave lower IC50 values than did non-adjacent di-COQs. In the Fe2+-chelating assay, 4,5-COQ and 3,4-COQ presented greater UV-Vis spectra and darker colors than did non-adjacent di-COQs. In the UPLC-ESI-MS/MS analysis, no corresponding radical adduct formation (RAF) peak was found in the reaction products of di-COQs with PTIO•. In the MTT assay, all di-COQs (especially 1,5-COQ, 1,3-COQ, and 4,5-COQ) dose-dependently increased the cellular viabilities of •OH-damaged bmMSCs. Based on this evidence, we conclude that the five antioxidant di-COQs can protect bmMSCs from •OH-induced damage. Their antioxidant mechanisms may include electron-transfer (ET), H+-transfer, and Fe2+-chelating, except for RAF. Two adjacent di-COQs (4,5-COQ and 3,4-COQ) always possessed a higher antioxidant ability than the non-adjacent di-COQs (1,3-COQ, 1,5-COQ, and 3,5-COQ) in chemical models. However, non-adjacent 1,3-COQ and 1,5-COQ exhibited a higher cytoprotective effect than did adjacent di-COQs. These differences can be attributed to the relative positions of two caffeoyl moieties and, ultimately, to the conformational effect from the cyclohexane skeleton.

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Chlorogenic acid analogues from Gynura nepalensis protect H9c2 cardiomyoblasts against H2O2-induced apoptosis

Abstract: Compound 6 isolated from the leaves of Gynura nepalensis potently protects H9c2 cardiomyoblasts against HO-induced apoptosis, possibly by inhibiting intrinsic apoptosis and the ERK/JNK pathway.

Cited by 30 publications

References 39 publications

Calenduloside E Analogues Protecting H9c2 Cardiomyocytes Against H2O2-Induced Apoptosis: Design, Synthesis and Biological Evaluation

Calenduloside E Analogues Protecting H9c2 Cardiomyocytes Against H2O2-Induced Apoptosis: Design, Synthesis and Biological Evaluation

Neuroprotective Effects of Ocimum basilicum Extract against Hydrogen Peroxide-Induced Oxidative Stress in SK-N-SH Neuroblastoma Cells

Antioxidant and Cytoprotective Effects of the Di-O-Caffeoylquinic Acid Family: The Mechanism, Structure–Activity Relationship, and Conformational Effect

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