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Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: new potential antioxidant additives for synthetic lubricating oil.

ABSTRACT: New multipotent antioxidants (MPAOs), namely semicarbazides and thiosemicarbazides bearing thiolated butylated hydroxytoluene (BHT), were synthesized. The antioxidant activity of the synthesized compounds was evaluated using in vitro DPPH assay. Compounds containing thiosemicarbazides (5a'-h') were found more active in free radical scavenger than semicarbazides (5a-h). Among the other compounds, compound 5f' (IC₅₀ of 25.47 ± 0.42 μM) showed the best antioxidant activity against DPPH radicals compared to standard antioxidant butylated hydroxytoluene (BHT). Based on DPPH results, compound 5f' and its corresponding semicarbazide 5f were blended into trimethylolpropane trioleate (TMPTO) and isothermal differential scanning calorimetry (DSC) was carried out for the investigation of oxidative stability. At 125 °C isothermal DSC, TMPTO with 0.25 wt% of 5f' showed 1.5 times higher oxidation stability than its corresponding semicarbazide 5f and was 2 times better than BHT. It was anticipated that due to the strong auto-synergistic effect, compound 5f' showed promising oxidative stability to TMPTO by protecting from pre-mature oxidative degradation.

SUBMITTER: Sazeli S

PROVIDER: S-EPMC8691112 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: new potential antioxidant additives for synthetic lubricating oil.

Sazeli Syabilah S Nath Amit R AR Ahmad Mohd Hafiz MH Zulkifli N W M NWM Johan Mohd Rafie MR Yehye Wageeh A WA Voon Lee Hwei LH

RSC advances 20210210 13

New multipotent antioxidants (MPAOs), namely semicarbazides and thiosemicarbazides bearing thiolated butylated hydroxytoluene (BHT), were synthesized. The antioxidant activity of the synthesized compounds was evaluated using <i>in vitro</i> DPPH assay. Compounds containing thiosemicarbazides (5a'-h') were found more active in free radical scavenger than semicarbazides (5a-h). Among the other compounds, compound 5f' (IC<sub>50</sub> of 25.47 ± 0.42 μM) showed the best antioxidant activity against ...[more]

PMID: 35423237

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Project description:At present, there are few reports about the proteomics changes provoked by butylated hydroxytoluene (BHT) supplementation on cryopreserved semen in mammals. Thus, we aimed to evaluate the effects of different concentrations of BHT on goat sperm and to investigate the proteomics changes of adding BHT to cryopreserved goat (Capra hircus) sperm. Firstly, semen samples were collected from four goats, and frozen in the basic extenders containing different concentrations of BHT (0.5 mM, 1.0 mM, 2.0 mM) and a control without BHT, respectively. After thawing, the protective effects of dose-dependent replenished BHT to the freezing medium on post-thaw sperm motility, integrities of plasma membrane and acrosome, reactive oxygen species levels were confirmed, with 0.5 mM BHT being the best (B group) as compared to the control (without BHT, C group). Afterwards, TMT-based quantitative proteomic technique was performed to profile proteome of the goat sperm between C group and B group. Parallel reaction monitoring was used to confirm reliability of the data. Overall, 2,476 proteins were identified and quantified via this approach. Comparing the C and B groups directly (C vs. B), there were 17 differentially abundant proteins (DAPs) po-tentially associated with sperm characteristics and functions were identified, wherein three were upregulated and 14 were downregulated, respectively. GO annotation analysis demonstrated the potential involvement of the identified DAPs in metabolic process, multi-organism process, reproduction, reproductive process, and cellular process. KEGG enrichment analysis further indicated their potential roles in renin-angiotensin system and glutathione metabolism pathways. Together, this novel study clearly shows that BHT can effectively improve quality parameters and fertility potential of post-thawed goat sperm at the optimal concentration, and its cryoprotection may be realized through regulation of sperm metabolism and antioxidative capability from the perspective of sperm proteomic modification.

Dataset Information

Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: new potential antioxidant additives for synthetic lubricating oil.

Publications

Semicarbazide and thiosemicarbazide containing butylated hydroxytoluene moiety: new potential antioxidant additives for synthetic lubricating oil.

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