Andrei Maksimenko, Mouâd Alami, Fatima Zouhiri, Jean‐Daniel Brion, Alain Pruvost, Julie Mougin, Abdallah Hamzé, Tanguy Boissenot, Olivier Provot, Didier Desmaële, Patrick Couvreur,
... squalene (SQ-gem) together with isocombretastatin A-4 (isoCA-4), a new isomer of the antivascular combretastatin ... spontaneously self-assembled as stable nanoparticles (SQ-gem/isoCA-4 NAs) of ca. 142 nm in a ... tests and apoptosis assays showed that SQ-gem/isoCA-4 NAs displayed comparable antiproliferative and cytotoxic effects ... gemcitabine or the mixtures of free gemcitabine with isoCA-4. Surprisingly, it was observed by confocal microscopy that the nanocomposites made of SQ-gem/isoCA-4 distributed intracellularly as intact nanoparticles whereas the ...
Tópico(s): Computational Drug Discovery Methods
2014 - American Chemical Society | ACS Nano
Shannon Pecnard, Olivier Provot, Hélène Levaïque, Jérôme Bignon, Laurie Askenatzis, François Saller, Delphine Borgel, Sophie Michallet, Marie-Catherine Laisne, Laurence Lafanéchère, Mouâd Alami, Abdallah Hamzé,
... of cyclic bridged analogs of isocombretastatin A-4 (isoCA-4) with phenyl or pyridine linkers were designed ... 12-fold more active than the reference compounds, isoCA-4 and CA-4, respectively. Moreover, 42 displayed ... which are resistant to combretastatin A-4 and isoCA-4, and it was found to be 8000- ... that 42 was 73 times less cytotoxic than isoCA-4 in quiescent peripheral blood lymphocytes (PBLs). In ...
Tópico(s): Ubiquitin and proteasome pathways
2020 - Elsevier BV | European Journal of Medicinal Chemistry
Abdallah Hamzé, Mouâd Alami, Olivier Provot,
... large number of synthetic analogues, isoCombretastatin A-4 (isoCA-4), has proved to be a solution of ... will present the structure-activity relationships (SARs) around isoCA-4 since its discovery in 2007. In a ... alternatives to replace the phenol B-ring of isoCA-4, then we will focus on the variations ... the 3,4,5-trimethoxyphenyl A-ring of isoCA-4 by suitable heterocycles.
Tópico(s): Microbial Natural Products and Biosynthesis
2020 - Elsevier BV | European Journal of Medicinal Chemistry
Mohamed Ali Soussi, Silvio Aprile, Samir Messaoudi, Olivier Provot, Erika Del Grosso, Jérôme Bignon, Joëlle Dubois, Jean‐Daniel Brion, Giorgio Grosa, Mouâd Alami,
... to the structural differences between isocombretastatin A-4 (isoCA-4) bearing a 1,1-diarylethylene scaffold and ... CA-4), we examined the metabolic profile of isoCA-4 using human liver fractions. Seven isoCA-4 metabolites, resulting from O-demethylation, hydroxylation of ... a strong antimitotic activity comparable to that of isoCA-4. Detailed facts of importance to specialist readers ...
Tópico(s): Biochemical and Molecular Research
2011 - Wiley | ChemMedChem
Lorenzo Sparapano, Antonio Evidente,
... CA), its six derivatives, and iso-cyclopaldic acid (IsoCA) were assayed for toxicity to cuttings of three ... those of C. sempervirens and C. arizonica. CA, IsoCA, and to a lesser extent the monoacetylated, phenylhydrazone ... caused loss of electrolytes from cypress tissues. CA, IsoCA, and monoacetyl CA caused limited callus development of ... of CA on esterases was exhibited also by IsoCA and the monoacetylated derivative.
Tópico(s): Plant Disease Management Techniques
1995 - Wiley | Natural Toxins
Evelia Rasolofonjatovo, Olivier Provot, Abdallah Hamzé, Jordi Rodrigo, Jérôme Bignon, Joanna Wdzieczak‐Bakala, C. Lenoir, Déborah Desravines, Joëlle Dubois, Jean‐Daniel Brion, Mouâd Alami,
... benzoxepins 6 was designed and prepared as rigid-isoCA-4 analogs according to a convergent strategy using ... having the greatest resemblance to CA-4 and isoCA-4 displayed antiproliferative activity at nanomolar concentrations against ... 6b adopt an orientation similar to that of isoCA-4 at the colchicine binding site on β- ...
Tópico(s): Microbial Natural Products and Biosynthesis
2013 - Elsevier BV | European Journal of Medicinal Chemistry
Evelia Rasolofonjatovo, Olivier Provot, Abdallah Hamzé, Jordi Rodrigo, Jérôme Bignon, Joanna Wdzieczak‐Bakala, Déborah Desravines, Joëlle Dubois, Jean‐Daniel Brion, Mouâd Alami,
... tetrahydronaphtalene and naphtalene derivatives as restricted analogues of isoCA-4 were designed, synthesized and evaluated for their ... IC50 = 2–3 μM), comparable to that of isoCA-4. The effect of the lead compounds 1e ... similar to those observed with their non-constraint isoCA-4 and isoerianin congeners.
Tópico(s): Phytochemical Studies and Bioactivities
2012 - Elsevier BV | European Journal of Medicinal Chemistry
Shuai Wen, Xinnan Li, Wenlong Li, Feijie Xu, Lixue Lu, Hong Yao, Limei Yang, Huajian Zhu, Shengtao Xu, Zheying Zhu, Jinyi Xu,
... based on a lead compound isocombretastatin A-4 (isoCA-4) by replacing 3,4,5-trimethoxylphenyl with ... 68.7% tumor growth inhibition than that of isoCA-4 in H22 allograft mouse model without apparent ...
Tópico(s): Cancer Mechanisms and Therapy
2020 - Elsevier BV | European Journal of Medicinal Chemistry
Wenlong Li, Shuai Wen, Honghao Sun, Feijie Xu, Yi Bi, Jinyi Xu, Cong Ma, Hequan Yao, Zheying Zhu, Shengtao Xu,
A series of novel isocombretastatin A-4 (isoCA-4) analogs were designed and synthesized by replacing 3,4,5-trimethoylphenyl and isovanillin of isoCA-4 with quinoline and indole moieties, respectively. The ...
Tópico(s): Cancer Mechanisms and Therapy
2018 - Elsevier BV | European Journal of Medicinal Chemistry
Timothée Naret, Jérôme Bignon, Guillaume Bernadat, Mohamed Benchekroun, Hélène Levaïque, C. Lenoir, Joëlle Dubois, Alain Pruvost, François Saller, Delphine Borgel, Boris Manoury, Véronique Leblais, Romain Darrigrand, Sébastien Apcher, Jean‐Daniel Brion, Etienne Schmitt, Frédéric R. Leroux, Mouâd Alami, Abdallah Hamzé,
... between the two aromatic rings. The modification of isoCA-4 by introduction of difluoromethoxy group at the ... activity in comparison with references CA-4 or isoCA-4, the presence of fluorine group leads to ...
Tópico(s): Microbial Natural Products and Biosynthesis
2017 - Elsevier BV | European Journal of Medicinal Chemistry
Yanqing Pang, Baijiao An, Lanlan Lou, Junsheng Zhang, Jun Yan, Ling Huang, Xingshu Li, Sheng Yin,
... the 3-methylseleno derivative of isocombretastatin A-4 (isoCA-4) represented the most active compound with IC50 ... toxicity, which was better than the reference compounds isoCA-4P (inhibitory rate 52.2%) and CA-4P ( ...
Tópico(s): Metal complexes synthesis and properties
2017 - American Chemical Society | Journal of Medicinal Chemistry
Ilhem Khelifi, Timothée Naret, Dolor Renko, Abdallah Hamzé, Guillaume Bernadat, Jérôme Bignon, C. Lenoir, Joëlle Dubois, Jean‐Daniel Brion, Olivier Provot, Mouâd Alami,
... the 3,4,5-trimethoxyphenyl ring present in isoCA-4 and CA-4 are described. Most of ... previously observed with quinazoline analogous (IsoCoQ) and with isoCA-4 at the colchicine binding site of tubulin.
Tópico(s): Cancer therapeutics and mechanisms
2016 - Elsevier BV | European Journal of Medicinal Chemistry
Mohamed Ali Soussi, Olivier Provot, Guillaume Bernadat, Jérôme Bignon, Joanna Wdzieczak‐Bakala, Déborah Desravines, Joëlle Dubois, Jean‐Daniel Brion, Samir Messaoudi, Mouâd Alami,
... as a novel class of CA-4 and isoCA-4 analogues. Compounds 2b and 2m showed excellent ... a binding mode similar to those observed with isoCA-4 at the colchicine binding site of tubulin.
Tópico(s): Cancer therapeutics and mechanisms
2014 - Elsevier BV | European Journal of Medicinal Chemistry
Olivier Provot, Abdallah Hamzé, Jean‐François Peyrat, Jean‐Daniel Brion, Mouâd Alami,
... these compounds, the most interesting compounds were undoubtedly isoCA-4 and structural analogues 18-20 as well ... also investigated. Keywords: Apoptosis, binding, combretastatin A-4, isoCA-4, cytotoxicity, linker, tubulin.
Tópico(s): Bioactive Compounds and Antitumor Agents
2013 - Bentham Science Publishers | Anti-Cancer Agents in Medicinal Chemistry
Marcella Rocchetti, V. Freli, Valeria Perego, Claudia Altomare, Gaspare Mostacciuolo, Antonio Zaza,
... current I(Ks) components of I(Iso) (I(IsoCa) and I(IsoK)), identified as the Iso-induced ... Switching to shorter CL did not change I(IsoCa) and I(IsoK) amplitudes, but moved their peak ...
Tópico(s): Neuroscience and Neural Engineering
2006 - Wiley | The Journal of Physiology
Camille Hauguel, Sarah Ducellier, Olivier Provot, Nada Ibrahim, Diana Lamaa, Coline Balcerowiak, Boris Letribot, Megane Nascimento, Vincent Blanchard, Laurie Askenatzis, Hélène Levaïque, Jérôme Bignon, Francesco Baschieri, Cyril Bauvais, Guillaume Bollot, Dolor Renko, Alain Deroussent, Bastien Prost, Marie-Catherine Laisne, Sophie Michallet, Laurence Lafanéchère, Sébastien Papot, Guillaume Montagnac, Christine Tran, Mouâd Alami, Sébastien Apcher, Abdallah Hamzé,
... lead compound 12a exhibited higher metabolic stability than isoCA-4 and was highly potent in suppressing tumor ...
Tópico(s): Synthetic Organic Chemistry Methods
2022 - Elsevier BV | European Journal of Medicinal Chemistry
Ilhem Khelifi, Timothée Naret, Abdallah Hamzé, Jérôme Bignon, Hélène Levaïque, María Concepción García Alvarez, Joëlle Dubois, Olivier Provot, Mouâd Alami,
... 5-trimethoxyphenyl A-ring present in CA-4, isoCA-4 and isoazaerianin by a quinoline or a ...
Tópico(s): Cancer therapeutics and mechanisms
2019 - Elsevier BV | European Journal of Medicinal Chemistry
Diana Lamaa, Hsin‐Ping Lin, Léna Zig, Cyril Bauvais, Guillaume Bollot, Jérôme Bignon, Hélène Levaïque, Olivier Pamlard, Joëlle Dubois, Mehdi Ouaïssi, Martin Soucé, Athéna Kasselouri, François Saller, Delphine Borgel, Chantal Jayat‐Vignoles, Hazar Al-Mouhammad, Jean Feuillard, Karim Benihoud, Mouâd Alami, Abdallah Hamzé,
... activity. On the basis of 1,1-diarylethylenes ( isoCA-4) and belinostat, a series of hybrid molecules ...
Tópico(s): Synthetic Organic Chemistry Methods
2018 - American Chemical Society | Journal of Medicinal Chemistry
Marie Lawson, Abdallah Hamzé, Jean‐François Peyrat, Jérôme Bignon, Joëlle Dubois, Jean‐Daniel Brion, Mouâd Alami,
... activities comparable to that of the reference compound isoCA-4.
Tópico(s): Synthesis and Catalytic Reactions
2013 - Royal Society of Chemistry | Organic & Biomolecular Chemistry
Jessy Aziz, Etienne Brachet, Abdallah Hamzé, Jean‐François Peyrat, Guillaume Bernadat, Estelle Morvan, Jérôme Bignon, Joanna Wdzieczak‐Bakala, Déborah Desravines, Joëlle Dubois, Marie Tueni, Ahmad Yassine, Jean‐Daniel Brion, Mouâd Alami,
... 3 and 4 related to isocombretastatin A-4 (isoCA-4). These compounds have been evaluated for tubulin ...
Tópico(s): Click Chemistry and Applications
2012 - Royal Society of Chemistry | Organic & Biomolecular Chemistry
... sea bream juveniles. Four test diets (isonitrogenous and isoca-loric, 52% protein and 10% lipid, 19 kJ/ ...
Tópico(s): Aquaculture disease management and microbiota
2011 - | Journal of FisheriesSciences com
Bret Tréguier, Abdallah Hamzé, Olivier Provot, Jean‐Daniel Brion, Mouâd Alami,
A quick and efficient entry to 1,1-diarylethylenes via the reaction of polyoxygenated aryl N-tosylhydrazones with aryl triflates is described. The reaction employs the catalytic system Pd(OAc)2/XPhos, tBuOLi as the base and dioxane as the solvent. A variety of substituents on both the coupling partners' hydrazones and triflates are tolerated. This procedure provides a complementary route to the existing methods for the access to 1,1-diarylethylenes of biological interest.
Tópico(s): Synthetic Organic Chemistry Methods
2009 - Elsevier BV | Tetrahedron Letters
Abdallah Hamzé, Anne Giraud, Samir Messaoudi, Olivier Provot, Jean‐François Peyrat, Jérôme Bignon, Jianmiao Liu, Joanna Wdzieczak‐Bakala, Sylviane Thoret, Joëlle Dubois, Jean‐Daniel Brion, Mouâd Alami,
... cancer cell lines. Compounds isoFCA-4 (2 e), isoCA-4 (2 k) and isoNH(2)CA-4 ( ...
Tópico(s): Synthesis and Reactions of Organic Compounds
2009 - Wiley | ChemMedChem
Samir Messaoudi, Bret Tréguier, Abdallah Hamzé, Olivier Provot, Jean‐François Peyrat, Jordi Rodrigo de losada, Jianmiao Liu, Jérôme Bignon, Joanna Wdzieczak‐Bakala, Sylviane Thoret, Joëlle Dubois, Jean‐Daniel Brion, Mouâd Alami,
... control the Z-olefin geometry. The discovery of isoCA-4 with biological activities comparable to that of ...
Tópico(s): Glycosylation and Glycoproteins Research
2009 - American Chemical Society | Journal of Medicinal Chemistry
... exemplified by the efficient total synthesis of an isoCA-4 analogue.
Tópico(s): Asymmetric Hydrogenation and Catalysis
2000 - Elsevier BV | Catalysis Today
... groups fed a modified Lieber‐DeCarli liquid diet isoca‐lorically supplemented with 0%, 13%, or 35% ethanol ( ...
Tópico(s): Bone health and treatments
1998 - Wiley | Alcoholism Clinical and Experimental Research
... induced. Polyphenols such as chlorogenic acid (CA) and isoCA were produced and respiratory rates of tissue and ...
Tópico(s): Cassava research and cyanide
1998 - University of the West Indies Press | Tropical Agriculture
Patricia K. Eagon, Lynne E. Porter, Judith S. Gavaler, Kimberly M. Egler, David H. Van Thiel,
... fed rats as compared to that from their isoca‐lorically fed controls. The properties of this male‐ ...
Tópico(s): Estrogen and related hormone effects
1981 - Wiley | Alcoholism Clinical and Experimental Research
Evan E. Jones, J. A. Coalson, James G. Lecce,
... soy flour diets containing 15% and 25% calories (isoca-loric) showed that there was no difference in ...
Tópico(s): Phytoestrogen effects and research
1977 - Oxford University Press | Journal of Animal Science
Vivien Stocker, Alina Ghinet, Marie Leman, Benoı̂t Rigo, Régis Millet, Amaury Farce, Déborah Desravines, Joëlle Dubois, Christophe Waterlot, Philippe Gautret,
... polymerization. In particular, monomethoxylated derivatives of phenstatin and isoCA-4 exhibit similar activities to those of parent ...
Tópico(s): Click Chemistry and Applications
2013 - Royal Society of Chemistry | RSC Advances