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Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions
Open accessAbstract
Although Michael acceptors display a potent and broad spectrum of bioactivity, they have largely been ignored in drug discovery because of their presumed indiscriminate reactivity. As such, a dearth of information exists relevant to the thiol reactivity of natural products and their analogues possessing this moiety. In the midst of recently approved acrylamide-containing drugs, it is clear that a good understanding of the hetero-Michael addition reaction and the relative reactivities of biological thiols with Michael acceptors under physiological conditions is needed for the design and use of these compounds as biological tools and potential therapeutics. This Perspective provides information that will contribute to this understanding, such as kinetics of thiol addition reactions, bioactivities, as well as steric and electronic factors that influence the electrophilicity and reversibility of Michael acceptors. This Perspective is focused on α,β-unsaturated carbonyls given their preponderance in bioactive natural products.
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“Preliminary clinical studies have shown that osimertinib is capable of inhibiting the L858R mutant of EGFR up to 12 nM, and the IC50 of L858R/T790M mutant was 1 nM.”
From Recent advances in targeting the “undruggable” proteins: from drug discovery to clinical trials (2023) · cites this paper as [132]
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“The inhibition rate of osimertinib against EGFRL858R/T790M mutant was approximately 200-fold higher than that of the wild type.132”
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Cites
Pearson, R. G. (1963) · Journal of the American Chemical Society · doi:10.1021/ja00905a001 · Cited by 10,475
Absolute hardness: companion parameter to absolute electronegativity
Parr, R. G., & Pearson, R. G. (1983) · Journal of the American Chemical Society · doi:10.1021/ja00364a005 · Cited by 7,998
Parr, R. G., von Szentpály, L., & Liu, S. (1999) · Journal of the American Chemical Society · doi:10.1021/ja983494x · Cited by 7,564
Baell, J. B., & Holloway, G. A. (2010) · Journal of Medicinal Chemistry · doi:10.1021/jm901137j · Cited by 4,196
Therapeutic potential of resveratrol: the in vivo evidence
Baur, J. A., & Sinclair, D. A. (2006) · Nature Reviews Drug Discovery · doi:10.1038/nrd2060 · Cited by 3,958
Density functional approach to the frontier-electron theory of chemical reactivity
Parr, R. G., & Yang, W. (1984) · Journal of the American Chemical Society · doi:10.1021/ja00326a036 · Cited by 3,672
Hard and soft acids and bases, HSAB, part 1: Fundamental principles
Pearson, R. G. (1968) · Journal of Chemical Education · doi:10.1021/ed045p581 · Cited by 2,566
Cross, D. A. E., Ashton, S. E., Ghiorghiu, S., Eberlein, C., Nebhan, C. A., Spitzler, P. J., Orme, J. P., Finlay, M. R. V., Ward, R. A., Mellor, M. J., et al. (2014) · Cancer Discovery · doi:10.1158/2159-8290.cd-14-0337 · Cited by 2,246
The resurgence of covalent drugs
Singh, J., Petter, R. C., Baillie, T. A., & Whitty, A. (2011) · Nature Reviews Drug Discovery · doi:10.1038/nrd3410 · Cited by 1,873
Prodrugs: design and clinical applications
Rautio, J., Kumpulainen, H., Heimbach, T., Oliyai, R., Oh, D.-M., Järvinen, T., & Savolainen, J. (2008) · Nature Reviews Drug Discovery · doi:10.1038/nrd2468 · Cited by 1,681
Research works printed but not linked: 6
- Parsons Z. D., 2013, Methods in Enzymology Vol. 528: Hydrogen Peroxide and Cell Signaling Part C, 528, 130
- 2014, FDA Approves Imbruvica to Treat Chronic Lymphocytic Leukemia
- gNodwell, M. B.; Sieber, S. A.Activity-Based Protein Profiling.Springer-Verlag:Berlin, 2012; Vol.324, p165;
- Atsmon J., 1990, Cancer Res., 50, 1879
- Cavalieri E., 2004, Methods in Enzymology, 382, 293
- Geroni C., 2002, Cancer Res., 62, 2332
Cited by
Sorted by citations
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Srinivasan, B. (2025) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.4c02863 · Cited by 19
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Ren, M., Chen, J., Xu, H., Li, W., Wang, T., Chi, Z., Lin, Y., Zhang, A., Chen, G., Wang, X., et al. (2023) · International Immunopharmacology · doi:10.1016/j.intimp.2023.110292 · Cited by 19
Brindisi, M., Frattaruolo, L., Mancuso, R., Piccionello, A. P., Ziccarelli, I., Catto, M., Nicolotti, O., Altomare, C., Gabriele, B., & Cappello, A. R. (2021) · Biochemical Pharmacology · doi:10.1016/j.bcp.2021.114659 · Cited by 19
Qian, Y., Chen, Y., Hanigan, D. J., Shi, Y., Sun, S., Hu, Y., & An, D. (2022) · Resources Conservation and Recycling · doi:10.1016/j.resconrec.2021.106135 · Cited by 19
Huang, M., Gong, P., Wang, Y., Xie, X., Ma, Z., Xu, Q., Liu, D., Jing, Y., & Zhao, L. (2020) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2020.104187 · Cited by 18
Zhu, J., Chen, C., Kong, M., Zhu, L., Li, Y.-L., Zhang, J.-F., Yu, Z., Xu, S.-S., Kong, L., & Luo, J. (2023) · European Journal of Medicinal Chemistry · doi:10.1016/j.ejmech.2023.115829 · Cited by 18
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Xue, G., Xue, J., Zhao, C.-G., Zhao, Z., Sun, Y., Du, K., Li, H.-W., & Feng, W. (2019) · Natural Product Research · doi:10.1080/14786419.2019.1680665 · Cited by 18
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Burger, M., Schmitt-Koopmann, C., & Leroux, J. (2020) · Scientific Reports · doi:10.1038/s41598-020-69246-x · Cited by 18
Yuan, H., Hong, K., Liu, X., Qian, Y., Xu, X., & Hu, W. (2021) · Chemical Communications · doi:10.1039/d1cc02876f · Cited by 17
Tan, Z. H., Chen, L., Li, L., Li, Y., Luo, Y., Wang, F., Dong, S., & Feng, X. (2023) · Angewandte Chemie International Edition · doi:10.1002/anie.202306146 · Cited by 17
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Cai, W. X., Li, J., Chen, C., Wu, J., Li, J., & Xue, X. (2021) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2021.104941 · Cited by 16
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Pessatti, T. B., Terenzi, H. F., & Bertoldo, J. B. (2021) · Catalysts · doi:10.3390/catal11121466 · Cited by 16
Qin, B., Craven, G. B., Hou, P., Chesti, J., Lu, X.-R., Child, E. S., Morgan, R. M. L., Niu, W., Zhao, L., Armstrong, A., et al. (2022) · Acta Pharmaceutica Sinica B · doi:10.1016/j.apsb.2022.06.002 · Cited by 16
Lim, S., Shin, S., Sung, Y., Lee, H. E., Kim, K. H., Song, J. Y., Lee, G., Aziz, H., Lukianenko, N., Kang, D. M., et al. (2023) · Experimental & Molecular Medicine · doi:10.1038/s12276-023-00959-5 · Cited by 16
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Chen, H., Krishnamachari, S., Guo, J., Yao, L., Murugan, P. J., Weight, C., & Turesky, R. J. (2019) · Chemical Research in Toxicology · doi:10.1021/acs.chemrestox.9b00181 · Cited by 16
Imamura, M., Wanibuchi, S., Yamamoto, Y., Kojima, H., Ono, A., Kasahara, T., & Fujita, M. (2020) · Journal of Applied Toxicology · doi:10.1002/jat.4082 · Cited by 16
Feng, D., Li, X., Liu, J., Shao, X., Liu, L., Shi, Y., Wang, Y., Yu, M., Tang, S., Deng, L., et al. (2025) · Chemical Science · doi:10.1039/d5sc03429a · Cited by 15
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Yamakoshi, H., Shibata, D., Bando, K., Kajimoto, S., Kohyama, A., Egoshi, S., Dodo, K., Iwabuchi, Y., Sodeoka, M., Fujita, K., et al. (2023) · Chemical Communications · doi:10.1039/d3cc05015g · Cited by 15
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Engels, N. S., Waltenberger, B., Michalak, B., Huynh, L., Tran, H., Kiss, A. K., & Stuppner, H. (2018) · Chemistry & Biodiversity · doi:10.1002/cbdv.201800269 · Cited by 15
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Voutchkova‐Kostal, A. M., Vaccaro, S., & Kostal, J. (2022) · Chemical Research in Toxicology · doi:10.1021/acs.chemrestox.2c00224 · Cited by 14
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Khaoua, O., Guenfoud, F., Bendaas, R., Messaoudi, A., & Benbellat, N. (2025) · ChemistrySelect · doi:10.1002/slct.202503272 · Cited by 13
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Guo, L., Li, J., Tian, Y., Zhao, Y., Pang, X., & Yan, A. (2023) · Molecular Diversity · doi:10.1007/s11030-023-10696-6 · Cited by 13
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Liu, M., Li, N., Zhang, Y., Zheng, Z., Zhuo, Y., Sun, B., Bai, L., Zhang, M., Guo, M., & Wu, J. (2020) · Environment International · doi:10.1016/j.envint.2019.105423 · Cited by 13
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Ren, H., Wang, Y.-J., Wang, X., Li, X., Han, Z., Zhang, G., Gu, L., Bai, M., Yao, G., Liu, Q., et al. (2025) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.4c02334 · Cited by 12
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Fernandes, O. L. G., Tizziani, T., Dambrós, B. P., de Sousa, N. F., Pontes, C. L. M., da Silva, L. A. L., Pollo, L. A. E., de Assis, F. F., Scotti, L., Scotti, L., et al. (2023) · Chemistry & Biodiversity · doi:10.1002/cbdv.202201151 · Cited by 12
Grimalt, J., Frattini, L., Carreras, P., & Fombuena, V. (2023) · Polymer Testing · doi:10.1016/j.polymertesting.2023.108264 · Cited by 12
Woo, J.-H., Park, J., Jang, J., Yang, H., Surh, Y., & Na, H. (2020) · The Journal of Nutritional Biochemistry · doi:10.1016/j.jnutbio.2020.108469 · Cited by 12
Lei, Y., Li, Y., Tan, Y., Qian, Z., Zhou, Q., Jia, D., & Sun, Q. (2021) · Journal of Natural Products · doi:10.1021/acs.jnatprod.0c01231 · Cited by 12
Hu, Y., Wang, Y., Li, N., Chen, L., & Sun, J. (2021) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2021.104903 · Cited by 12
Yang, H., & Wong, M. W. (2021) · Asian Journal of Organic Chemistry · doi:10.1002/ajoc.202100632 · Cited by 12
Rothweiler, E. M., Brennan, P. E., & Huber, K. (2022) · Biological Chemistry · doi:10.1515/hsz-2021-0396 · Cited by 12
Romagnoli, R., Prencipe, F., Lopez-Cara, L. C., Oliva, P., Baraldi, S., Baraldi, P. G., Estévez-Sarmiento, F., Quintana, J., & Estévez, F. (2018) · Journal of Enzyme Inhibition and Medicinal Chemistry · doi:10.1080/14756366.2018.1450749 · Cited by 12
Generation of Leads for γ‑Secretase Modulation
Mandal, M., Buevich, A. V., Caldwell, J. P., Hyde, L. A., Huang, X., Liu, X., McKittrick, B. A., Mazzola, R., Pissarnitski, D. A., Palani, A., et al. (2020) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.0c00446 · Cited by 12
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Londero, V. S., Costa‐Silva, T. A., Antar, G. M., Baitello, J. B., Oliveira, L. V. F., Camilo, F. F., Batista, A. N. L., Batista, J. M., Tempone, A. G., & Lago, J. H. G. (2021) · Journal of Natural Products · doi:10.1021/acs.jnatprod.0c01303 · Cited by 12
Xu, Y., Gao, Y.-D., Su, L., Wu, H., Tian, H., Zeng, M., Xu, C., Zhu, X., & Liao, K. (2023) · Angewandte Chemie · doi:10.1002/ange.202313638 · Cited by 11
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Póti, Á. L., Bálint, D., Alexa, A., Sok, P., Ozsváth, K., Albert, K., Turczel, G., Magyari, S., Ember, O., Papp, K., et al. (2024) · Nature Communications · doi:10.1038/s41467-024-52574-1 · Cited by 11
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Watanabe, S., Tokunaga, K., Tanaka, Y., Hirose, Y., Mishiro‐Sato, E., Kano, K., Sasaki‐Tabata, K., Kato, Y., Nishida, M., Shindo, N., et al. (2025) · Journal of the American Chemical Society · doi:10.1021/jacs.5c07422 · Cited by 11
Morcos, C. A., Khattab, S. N., Haiba, N. S., Bassily, R. W., Abu-Serie, M. M., & Teleb, M. (2023) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2023.106839 · Cited by 11
Ling, J., Li, X., Wang, M., Zhang, C., Liu, Y., Zhang, X., Liu, C., Ren, Q., Zeng, Y., Wang, C., et al. (2023) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2023.107069 · Cited by 11
Singh, M., Ravichandiran, V., Bharitkar, Y. P., & Hazra, A. (2020) · Current Organic Chemistry · doi:10.2174/1385272824666200312125734 · Cited by 11
Takenaka, K., Kaneko, K., Takahashi, N., Nishimura, S., & Kakeya, H. (2021) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2021.116059 · Cited by 11
Haverkate, N. A., Leung, E. Y., Pilkington, L. I., & Barker, D. L. A. (2021) · Pharmaceutics · doi:10.3390/pharmaceutics13122020 · Cited by 11
Li, P., Ma, Y., Wang, K., Shi, X., Yang, J., & Liu, G. (2022) · Biomedicine & Pharmacotherapy · doi:10.1016/j.biopha.2022.113893 · Cited by 11
Jin, Y., Jana, S., Abbasov, M. E., & Lin, H. (2025) · Cell chemical biology · doi:10.1016/j.chembiol.2025.02.001 · Cited by 10
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Sulaiman, M., Ebehairy, L., Nissapatorn, V., Rahmatullah, M., Villegas, J. P., Dupa, H. J., Verzosa, R. C., Dolma, K. G., Shabaz, M., Lanting, S., et al. (2024) · Pharmaceutical Biology · doi:10.1080/13880209.2024.2407530 · Cited by 10
Design, synthesis, and cytotoxic evaluation of novel scopoletin derivatives
Shi, W., Zhang, J., Bao, N., Guan, F., Chen, L., & Sun, J. (2017) · Chemical Biology & Drug Design · doi:10.1111/cbdd.13120 · Cited by 10
Vinyl sulfonamide synthesis for irreversible tethering via a novel α-selenoether protection strategy
Craven, G. B., Affron, D. P., Raymond, P. N., Mann, D. J., & Armstrong, A. (2018) · MedChemComm · doi:10.1039/c8md00566d · Cited by 10
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Hurtado, D. X., Castellanos, F. A., Coy-Barrera, E. D., & Tello, E. (2020) · Marine Drugs · doi:10.3390/md18030141 · Cited by 10
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Orman, M., Landis, M., Oza, A., Nambiar, D., Gjeci, J., Song, K., Huang, V., Klestzick, A., Hachicho, C., Liu, S. Q., et al. (2022) · Scientific Reports · doi:10.1038/s41598-022-17685-z · Cited by 10
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He, D., Xu, H., Cao, P., Li, L., Luo, Y., Mon, E. E., Peng, F., Li, L., Dang, Y., & Shao, Z. (2025) · Angewandte Chemie International Edition · doi:10.1002/anie.202506881 · Cited by 9
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Rajić, Z., Beus, M., Michnová, H., Vlainić, J., Persoons, L., Kosalec, I., Jampílek, J., Schols, D., Keser, T., & Zorc, B. (2018) · Molecules · doi:10.3390/molecules23071724 · Cited by 9
Metadata
- Authors
- Jackson, P. A., Widen, J. C., Harki, D. A., & Brummond, K. M.
- Affiliations
- University of Pittsburgh (US)
- University of Minnesota (US)
- Corresponding author
- Harki, Daniel A.
- Brummond, Kay M.
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-12-20
- Volume
- 60
- Issue
- 3
- Pages
- 839-885
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- PMC
- PMC5308545
- OpenAlex
- W2564708666
- Cited by
- 588
- References
- 329
- Citations by year
- 2026: 88 · 2025: 71 · 2024: 80 · 2023: 51 · 2022: 58 · 2021: 74 · 2020: 72 · 2019: 51 · 2018: 27 · 2017: 15
- FWCI
- 14.54
- Type
- journal article
- Language
- en
- Open access
- green
- www.ncbi.nlm.nih.gov
- Locations
- Journal of Medicinal Chemistry (publishedVersion)
- PubMed (publishedVersion)
- PubMed Central (acceptedVersion)
- Funders
- National Institute of General Medical Sciences (R01-GM054161, R01-GM110129)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Physical Organic Chemistry and Reaction Kinetics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Sulfur Compounds in Biology
- Physical Sciences › Chemistry › Organic Chemistry › Synthesis and Reactivity of Sulfur-Containing Compounds
- Keywords
- α,β-unsaturated carbonyl compounds, Michael acceptors, hetero-Michael addition, thiol reactivity, acrylamide, electrophilicity, reaction kinetics, steric and electronic effects, natural products, drug design, biological activity
- MeSH terms
- Humans, Ketones, Sulfhydryl Compounds, Drug Design, Cell Line, Tumor, ErbB Receptors
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