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Total synthesis of bioactive compounds: biological tests and design of new analogs

Grant number: 12/02230-0
Support type:Regular Research Grants
Duration: June 01, 2012 - November 30, 2014
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal researcher:Luiz Carlos Dias
Grantee:Luiz Carlos Dias
Home Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil


In this work we intend to investigate short and efficient synthetic routes that allow the total synthesis of marinisporolide A, natrangins A and B, tautomycetin, the antiasthmatic agent IMC-977 (LDP-977) and analogues of isomigrastatin and migrastatin. We intend to investigate synthetic alternatives that provide larger amounts of material for further biological studies, particularly assays of inhibition of microtubule polymerization and inhibition of tumor cell migration. The most potent molecules will be evaluated in breast cancer cells (MDA-MB231, MCF-7) for determining the potency of inhibition of cell growth (antitumor activity). We also intend to allow the synthetic routes to obtain simpler structural analogues of bioactive compounds with potential pharmacological activity. (AU)

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Scientific publications (9)
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
ZHOU, YONGJUN; PREDIGER, PATRICIA; DIAS, LUIZ CARLOS; MURPHY, ANNABEL C.; LEADLAY, PETER F.. Macrodiolide Formation by the Thioesterase of a Modular Polyketide Synthase. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 54, n. 17, p. 5232-5235, . (12/04616-3, 12/02230-0)
DIAS, LUIZ C.; POLO, ELLEN C.. Nhatrangin A: Total Syntheses of the Proposed Structure and Six of Its Diastereoisomers. Journal of Organic Chemistry, v. 82, n. 8, p. 4072-4112, . (13/07600-3, 12/02230-0, 11/06722-2)
DIAS, LUIZ C.; DE LUCCA, EMILIO C.. Total Synthesis of (-)-Marinisporolide C. Journal of Organic Chemistry, v. 82, n. 6, p. 3019-3045, . (13/07600-3, 12/02230-0, 11/06721-6)
ZHOU, YONGJUN; MURPHY, ANNABEL C.; SAMBORSKYY, MARKIYAN; PREDIGER, PATRICIA; DIAS, LUIZ CARLOS; LEADLAY, PETER F.. Iterative Mechanism of Macrodiolide Formation in the Anticancer Compound Conglobatin. CHEMISTRY & BIOLOGY, v. 22, n. 6, p. 745-754, . (12/04616-3, 12/02230-0)
DIAS, L. C.; KUROISHI, P. K.; DE LUCCA, JR., E. C.. The total synthesis of (-)-cryptocaryol A. ORGANIC & BIOMOLECULAR CHEMISTRY, v. 13, n. 12, p. 3575-3584, . (13/07600-3, 12/02230-0)
FERREIRA, MARCO A. B.; DIAS, LUIZ C.; LEONARCZYK, IVES A.; POLO, ELLEN C.; DE LUCCA, JR., EMILIO C.. Exploring the Aldol Reaction in the Synthesis of Bioactive Compounds. CURRENT ORGANIC SYNTHESIS, v. 12, n. 5, p. 547-564, . (12/02230-0, 13/02311-3, 11/06721-6, 11/06722-2)
DIAS, LUIZ C.; VIEIRA, ADRIANO S.; BARREIRO, ELIEZER J.. The total synthesis of calcium atorvastatin. ORGANIC & BIOMOLECULAR CHEMISTRY, v. 14, n. 7, p. 2291-2296, . (12/02230-0)
FERREIRA, RAFAELA S.; DESSOY, MARCO A.; PAULI, IVANI; SOUZA, MARIANA L.; KROGH, RENATA; SALES, ANA I. L.; OLIVA, GLAUCIUS; DIAS, LUIZ C.; ANDRICOPULO, ADRIANO D.. Synthesis, Biological Evaluation, and Structure-Activity Relationships of Potent Noncovalent and Nonpeptidic Cruzain Inhibitors as Anti-Trypanosoma cruzi Agents. Journal of Medicinal Chemistry, v. 57, n. 6, p. 2380-2392, . (10/16778-2, 13/07600-3, 12/02230-0)
DIAS, LUIZ C.; DE LUCCA, JR., EMILIO C.. Total Synthesis of the Oxopolyene Macrolide (-)-Marinisporolide C. ORGANIC LETTERS, v. 17, n. 24, p. 6278-6281, . (13/07600-3, 12/02230-0, 11/06721-6)

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