Acetylresveratrol as a Potential Substitute for Resveratrol Dragged the Toxic Aldehyde to Inhibit the Mutation of Mitochondrial DNA

Su, Yun-Ai; Sun, Chengyu; Sun, Xuwei; Wu, Ruixue; Zhang, Xing; Tu, Yunzhou

doi:10.1007/s12010-020-03279-w

Cited by 4 publications

(4 citation statements)

References 45 publications

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“…These new indicators among the differentially expressed proteins are closely associated with the DNA repair process (Table 1 ). Although previous research has focused on DNA damage, the most important types of DNA damage in CRA-induced VI remain unclear [ 4 , 6 , 27 ]. This research confirmed that ICLs are amongst the most serious types of DNA damages induced by CRA, which result in growth arrest and cell death on accumulation.…”

Section: Discussionmentioning

confidence: 99%

“…A previous study reported that CRA induced mutation in mitochondrial DNA and that acetylresveratrol can be used as a substitute for resveratrol to reverse the toxic effect of CRA [ 6 ]. Hypotension—an underappreciated cardiovascular risk factor for syncope—results after chronic or acute exposure to CRA, which induces an unconventional form of vascular/endothelium dysfunction [ 7 ].…”

Section: Introductionmentioning

confidence: 99%

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Proteomics-based evaluation of the mechanism underlying vascular injury via DNA interstrand crosslinks, glutathione perturbation, mitogen-activated protein kinase, and Wnt and ErbB signaling pathways induced by crotonaldehyde

Xie

Gao

et al. 2022

Clin Proteom

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Crotonaldehyde (CRA)—one of the major environmental pollutants from tobacco smoke and industrial pollution—is associated with vascular injury (VI). We used proteomics to systematically characterize the presently unclear molecular mechanism of VI and to identify new related targets or signaling pathways after exposure to CRA. Cell survival assays were used to assess DNA damage, whereas oxidative stress was determined using colorimetric assays and by quantitative fluorescence study; additionally, cyclooxygenase-2, mitogen-activated protein kinase pathways, Wnt3a, β-catenin, phospho-ErbB2, and phospho-ErbB4 were assessed using ELISA. Proteins were quantitated via tandem mass tag-based liquid chromatography-mass spectrometry and bioinformatics analyses, and 34 differentially expressed proteins were confirmed using parallel reaction monitoring, which were defined as new indicators related to the mechanism underlying DNA damage; glutathione perturbation; mitogen-activated protein kinase; and the Wnt and ErbB signaling pathways in VI based on Gene Ontology, Kyoto Encyclopedia of Genes and Genomes, and protein–protein interaction network analyses. Parallel reaction monitoring confirmed significant (p < 0.05) upregulation (> 1.5-fold change) of 23 proteins and downregulation (< 0.667-fold change) of 11. The mechanisms of DNA interstrand crosslinks; glutathione perturbation; mitogen-activated protein kinase; cyclooxygenase-2; and the Wnt and ErbB signaling pathways may contribute to VI through their roles in DNA damage, oxidative stress, inflammation, vascular dysfunction, endothelial dysfunction, vascular remodeling, coagulation cascade, and the newly determined signaling pathways. Moreover, the Wnt and ErbB signaling pathways were identified as new disease pathways involved in VI. Taken together, the elucidated underlying mechanisms may help broaden existing understanding of the molecular mechanisms of VI induced by CRA.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Proteomics-based evaluation of the mechanism underlying vascular injury via DNA interstrand crosslinks, glutathione perturbation, mitogen-activated protein kinase, and Wnt and ErbB signaling pathways induced by crotonaldehyde

Xie

Gao

et al. 2022

Clin Proteom

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“…Moreover, acetylation of bioactive molecules, hetero atom constituted compounds such as natural phenols, confers enhanced lipophilicity, eventually leading to an improved bioactivity. [5][6][7][8][9][10][11][12] There are several other methods have been reported for acylation of amines, alcohols and thiols which include 4-(Dimethyl amino)pyridine (DMAP) [13][14] , CoCl21 15 , ZnCl2 16 , ZnO 17,18 , CeCl3 19 , ZrOCl2.8H2O 20 , molecular iodine [21][22] , 3-nitrobenzeneboronic acid, 23 La(NO3)3.6H2O, 24 P2O5/Al2O3, 25 NiCl2, 26 Co(II)salen-complex, 27 melamine trisulfonic acid, 28 Sn(TPP)(BF4)2, 29 alkylorthoformate-ZnCl2-Ac2O, 30 vanadium (IV) tetraphenylporphyrin, 31 [Ti IV (salophen)(OTf)2], 32 N-acyl 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) tetraphenylborate salts 33 , iron(III) tosylate, 34 Al(HSO4)3, 35 NbCl5, 36, Zn(Otf)2 37. Recently, metal triflates, other metal salts, [38][39][40][41][42] and ionic liquids etc. [43][44][45][46][47][48] (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Expedient method for acylation of amines, alcohols and thiol using trimethylsilyl acetate

Baddam,

Kalagara,

Ganta

et al. 2024

Arkivoc

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“…In fact, acetate is usually exploited as an effective protective group for phenols, alcohols, thiols, and amines in several multistep syntheses, including drug preparation ( Carey et al, 2006 ). Moreover, acetylation of bioactive molecules, such as natural phenols, confers enhanced lipophilicity, eventually leading to an improved bioactivity ( Su et al, 2020 ; Floris et al, 2021 ). The key role of such a reaction is particularly highlighted in the case of Aspirin ® , where acetylation is fundamental to allow safe drug administration ( Vane and Botting, 2003 ).…”

Section: Introductionmentioning

confidence: 99%

A Stoichiometric Solvent-Free Protocol for Acetylation Reactions

Valentini

Galloni

Brancadoro³

et al. 2022

Front. Chem.

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Considering the remarkable relevance of acetylated derivatives of phenols, alcohols, and aryl and alkyl thiols in different areas of biology, as well as in synthetic organic chemistry, a sustainable solvent-free approach to perform acetylation reactions is proposed here. Acetylation reactions are classically performed using excess of acetic anhydride (Ac2O) in solvent-free conditions or by eventually working with stoichiometric amounts of Ac2O in organic solvents; both methods require the addition of basic or acid catalysts to promote the esterification. Therefore, they usually lead to the generation of high amounts of wastes, which sensibly raise the E-factor of the process. With the aim to develop a more sustainable system, a solvent-free, stoichiometric acetylation protocol is, thus, proposed. The naturally occurring phenol, thymol, can be converted to the corresponding—biologically active—ester with good yields, in the presence of 1% of VOSO4. Interestingly, the process can be efficiently adopted to synthesize other thymyl esters, as well as to perform acetylation of alcohols and aryl and alkyl thiols. Remarkably, a further improvement has been achieved replacing Ac2O with its greener alternative, isopropenyl acetate (IPA).

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Acetylresveratrol as a Potential Substitute for Resveratrol Dragged the Toxic Aldehyde to Inhibit the Mutation of Mitochondrial DNA

Cited by 4 publications

References 45 publications

Proteomics-based evaluation of the mechanism underlying vascular injury via DNA interstrand crosslinks, glutathione perturbation, mitogen-activated protein kinase, and Wnt and ErbB signaling pathways induced by crotonaldehyde

Proteomics-based evaluation of the mechanism underlying vascular injury via DNA interstrand crosslinks, glutathione perturbation, mitogen-activated protein kinase, and Wnt and ErbB signaling pathways induced by crotonaldehyde

Expedient method for acylation of amines, alcohols and thiol using trimethylsilyl acetate

A Stoichiometric Solvent-Free Protocol for Acetylation Reactions

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