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Microtubule Interactions with Chemically Diverse Stabilizing Agents: Thermodynamics of Binding to the Paclitaxel Site Predicts Cytotoxicity
Open accessAbstract
The interactions of microtubules with most compounds described as stabilizing agents have been studied. Several of them (lonafarnib, dicumarol, lutein, and jatrophane polyesters) did not show any stabilizing effect on microtubules. Taccalonolides A and E show paclitaxel-like effects in cells, but they were not able to modulate in vitro tubulin assembly or to bind microtubules, which suggests that other factors are involved in their cellular effects. The binding constants of epothilones, eleutherobin, discodermolide, sarcodictyins, 3,17beta-diacetoxy-2-ethoxy-6-oxo-B-homo-estra-1,3,5(10)-triene, and dictyostatin to the paclitaxel site; the critical concentrations of ligand-induced assembly; and their cytotoxicity in carcinoma cells have been measured, and correlations between these parameters have been determined. The inhibition of cell proliferation correlates better with the binding enthalpy change than with the binding constants, suggesting that large, favorable enthalpic contribution to the binding is desired to design paclitaxel site drugs with higher cytotoxicity.
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“discodermolide 45,46 , which also efficiently inhibits microtubule elongation, as detected by staining of EB1/EB3 positive microtubule plus ends (Extended Data Fig. 3d)”
From Taxane-induced conformational changes in the microtubule lattice activate GEF-H1-dependent RhoA signalling (2026) · cites this paper as [46]
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“Importantly, docetaxel, a taxane with a higher affinity to microtubules 46 , and which is often used for cancer chemotherapy 49 , could activate RhoA signalling at a concentration of even 100 nM (Fig. 1f).”
From Taxane-induced conformational changes in the microtubule lattice activate GEF-H1-dependent RhoA signalling (2026) · cites this paper as [46]
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“Interestingly, discodermolide, a taxane site microtubule stabilizer that, unlike taxanes, does not expand the microtubule lattice (refs. 41,45,46, and see below), did not induce RhoA activation (Fig. 1a,b).”
From Taxane-induced conformational changes in the microtubule lattice activate GEF-H1-dependent RhoA signalling (2026) · cites this paper as [46]
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Metadata
- Authors
- Buey, R. M., Barasoain, I., Jackson, E., Meyer, A., Giannakakou, P., Paterson, I., Mooberry, S., Andreu, J. M., & Díaz, J. F.
- Affiliations
- Consejo Superior de Investigaciones Científicas (ES)
- Texas Biomedical Research Institute (US)
- University of Cambridge (GB)
- Emory University (US)
- Corresponding author
- Díaz, J. Fernando
- ORCID
- Venue
- Chemistry & Biology
- Publisher
- Elsevier BV
- Published
- 2005-12
- Volume
- 12
- Issue
- 12
- Pages
- 1269-1279
- ISSN
- 1074-5521 (ISSN-L)
- OpenAlex
- W2116826087
- Cited by
- 231
- References
- 47
- Citations by year
- 2026: 7 · 2025: 3 · 2024: 3 · 2023: 3 · 2022: 15 · 2021: 8 · 2020: 11 · 2019: 7 · 2018: 3 · 2017: 13 · 2016: 8 · 2015: 13 · 2014: 15 · 2013: 18 · 2012: 7
- FWCI
- 5.30
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Licence
- Locations
- Chemistry & Biology (publishedVersion)
- PubMed (publishedVersion)
- DIGITAL.CSIC (Spanish National Research Council (CSIC)) (submittedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cell Biology › Microtubule and mitosis dynamics
- Health Sciences › Medicine › Oncology › Cancer Treatment and Pharmacology
- Physical Sciences › Chemistry › Organic Chemistry › Heterocyclic Compound Synthesis and Bioactivity
- Keywords
- microtubule-stabilizing agents, binding enthalpy, cytotoxicity, cell proliferation inhibition, epothilones, lonafarnib, dicumarol, lutein, tubulin assembly, binding constant, drug design
- MeSH terms
- Antineoplastic Agents, Binding, Competitive, Cell Cycle, Humans, Ligands, Microtubules, Predictive Value of Tests, Protein Binding, Thermodynamics, Tubulin, Tumor Cells, Cultured, Drug Design, Molecular Structure, Paclitaxel, Tubulin Modulators
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