1,4-Diol Hq (TBHQ) vs 1,4-dithiol (TBDT); simulation of safe antioxidant with a lower carcinogenic activity.

IF 2.6 4区综合性期刊 Q2 MULTIDISCIPLINARY SCIENCES

Science Progress Pub Date : 2024-07-01 DOI:10.1177/00368504241280869

Seyed Zahra Mosavi, Abasalt Hosseinzadeh Colagar, Tahereh Zahedi, Bagher Seyedalipour

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引用次数: 0

Abstract

Objectives: tert-Butylhydroquinone (TBHQ) is an antioxidant and preservative used in unsaturated vegetable oils and processed foods. However, when consumed in higher doses daily, it may pose a threat to public health by potentially increasing the risk of cancer, as it has an affinity with both the aryl hydrocarbon receptor (AhR) and the estrogen receptor alpha (ERα).

Methods: This study aimed to examine the impact of substituting the 1,4-diol of TBHQ with 1,4-dithiol, referred to as TBDT, on the carcinogenic and antioxidant systems using computational methods. The binding affinity of TBHQ and TBDT to the two carcinogenic receptors, AhR and ERα, as well as to the antioxidant receptor Keap1 alone and in connection with Nrf2 (Nrf2-Keap1) was investigated through docking analysis.

Results: The results indicated a decrease in TBDT's binding strength to ERα and AhR when assessed using Molegro Virtual Docker (P-value: 0.0001 and 0.00001, respectively), AutoDock Vina (P-value: 0.0001 and 0.0001), and the online server Fast DRH (P-value: 0.0001 and 0.0001). However, TBDT's binding affinity to Keap1 was predicted to be significantly stronger than TBHQ's by both MVD and AutoDock Vina (P-value: 0.0001 and 0.04), while its binding to Nrf2-Keap1 assessed to be stronger only by MVD (P-value: 0.0001).

Conclusion: These findings suggest that TBDT not only exhibits higher antioxidant activity as a better ligand for the antioxidant system but also shows lower affinity with the AhR and ERα receptors. Therefore, TBDT can be considered a safer compound than TBHQ.

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1,4-Diol Hq (TBHQ) 与 1,4-Dithiol (TBDT)；模拟具有较低致癌活性的安全抗氧化剂。

目的：叔丁基对苯二酚（TBHQ）是一种抗氧化剂和防腐剂，用于不饱和植物油和加工食品中。然而，当每天摄入较高剂量时，由于它与芳基烃受体（AhR）和雌激素受体α（ERα）都有亲和力，可能会增加患癌症的风险，从而对公众健康构成威胁：本研究旨在利用计算方法研究用 1,4- 二硫醇（简称 TBDT）取代 TBHQ 的 1,4- 二醇对致癌和抗氧化系统的影响。通过对接分析，研究了 TBHQ 和 TBDT 与两种致癌受体 AhR 和 ERα 以及单独与抗氧化受体 Keap1 的结合亲和力，以及与 Nrf2（Nrf2-Keap1）的结合亲和力：结果表明，在使用 Molegro Virtual Docker（P 值分别为 0.0001 和 0.00001）、AutoDock Vina（P 值分别为 0.0001 和 0.0001）和在线服务器 Fast DRH（P 值分别为 0.0001 和 0.0001）进行评估时，TBDT 与 ERα 和 AhR 的结合强度有所下降。然而，根据 MVD 和 AutoDock Vina 的预测，TBDT 与 Keap1 的结合亲和力明显强于 TBHQ（P 值：0.0001 和 0.04），而根据 MVD 的评估，TBDT 与 Nrf2-Keap1 的结合亲和力更强（P 值：0.0001）：这些研究结果表明，TBDT 作为抗氧化系统的最佳配体，不仅具有更高的抗氧化活性，而且与 AhR 和 ERα 受体的亲和力较低。因此，可以认为 TBDT 是一种比 TBHQ 更安全的化合物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Science Progress Multidisciplinary-Multidisciplinary

CiteScore

3.80

自引率

0.00%

发文量

119

期刊介绍： Science Progress has for over 100 years been a highly regarded review publication in science, technology and medicine. Its objective is to excite the readers'' interest in areas with which they may not be fully familiar but which could facilitate their interest, or even activity, in a cognate field.