Electrophiles in Foods: The Current Status of Isothiocyanates and Their Chemical Biology
Abstract
Unlike many classical signals and hormones, exposure of the cells to electrophilic molecules potentially induces a series of characteristic and wide-ranging biological responses by covalently attaching with macromolecules such as proteins as well as small cellular reductants. In addition to chemicals originated from xenobiotics or lipid peroxidation, electrophiles in foods have recently attracted much attention. These compounds have recently been found to induce expression of cytoprotective proteins that are involved in the elimination or inactivation of oxidative stress and carcinogenic electrophiles implicated in several pathogeneses. The redox-sensitive regulating systems such as Keap1/Nrf2/ARE play a key role in this induction and thus are considered to be the most important target of electrophiles in foods. This review highlights the food-derived electrophiles as promising protectors against various diseases, with an emphasis on possible molecular mechanisms. Current knowledge of isothiocyanates (ITCs), representative electrophile compounds from cruciferous vegetables, is discussed also, with consideration of the chemistry, metabolism, absorption, and factors influencing the biological activities of ITCs. In addition, this review attempts to provide a balanced perspective on the relative beneficial and harmful effects of the food electrophiles.
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These nucleophilic centers are also present in DNA and other biologically relevant compounds, such as glutathione.
“These nucleophilic centers are also present in DNA and other biologically relevant compounds, such as glutathione.116–121”
From Connecting metabolome and phenotype: recent advances in functional metabolomics tools for the identification of bioactive natural products (2024) · cites this paper as [120]
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- Authors
- NAKAMURA, Y., & MIYOSHI, N.
- Affiliations
- Okayama University (JP)
- Shizuoka University (JP)
- Venue
- Bioscience, Biotechnology, and Biochemistry
- Publisher
- Informa UK Limited
- Published
- 2010-02-23
- Volume
- 74
- Issue
- 2
- Pages
- 242-255
- ISSN
- 0916-8451 (ISSN-L)
- 1347-6947
- OpenAlex
- W2082832752
- Cited by
- 143
- References
- 129
- Citations by year
- 2026: 4 · 2025: 6 · 2024: 6 · 2023: 4 · 2022: 10 · 2021: 6 · 2020: 12 · 2019: 14 · 2018: 8 · 2017: 12 · 2016: 8 · 2015: 10 · 2014: 11 · 2013: 7 · 2012: 12
- FWCI
- 0.90
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Bioscience Biotechnology and Biochemistry (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Genomics, phytochemicals, and oxidative stress
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Garlic and Onion Studies
- Health Sciences › Medicine › Biochemistry › Phytochemicals and Antioxidant Activities
- Keywords
- isothiocyanates, cruciferous vegetables, Nrf2/Keap1 pathway, oxidative stress, cytoprotective proteins, disease protection
- MeSH terms
- Animals, Biological Transport, Food, Humans, Neoplasms, Oxidation-Reduction, Xenobiotics, Signal Transduction, Isothiocyanates, Oxidative Stress
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