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Studies toward the Synthesis of Analogues of Fostriecin and Total Synthesis and Structural Elucidation of Coibacinas A and B

Grant number: 10/08673-6
Support Opportunities:Scholarships in Brazil - Doctorate
Effective date (Start): August 01, 2010
Effective date (End): July 31, 2014
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Ronaldo Aloise Pilli
Grantee:Carolina Martins Avila de Sant'Ana
Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated research grant:09/51602-5 - Chemical biology: new natural and synthetic molecular targets against cancer, structural studies, biological evaluation and mode of action, AP.TEM


The research plan aims the design and total syntheses of novel analogues of fostriecin, a natural compound with antitumoral activity and phosphatase inhibition properties. The target compounds will be hybrid structures of fostriecin and p-coumaric and caffeic acids in order to evaluate the contribution of the hydroxystirenic moiety to the cytotoxic and phosphatase inhibtion properties of these compounds. In addition to the in vitro evaluation of the cytotoxic properties of these compounds, in silico studies will be carried out using molecular docking in order to define the most promising compounds for the in vitro evaluation of phosphatase inhibition properties. The research proposal is expected to contribute with fostriecin analogues with better chemical stability and to a better understanding of the structural requirements for the expression of the pharmacological properties of the fostriecin family of compounds which may contribute for their therapeutical action.

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Scientific publications (4)
(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)
PILLI, RONALDO ALOISE; TONETO NOVAES, LUIZ FERNANDO; TEIXEIRA CARNEIRO, VANIA MARIA; DREKENER, ROBERTA LOPES; AVILA, CAROLINA MARTINS. Total Synthesis of Natural Dihydropyranones: A Contribution to the Structural Elucidation of Natural Products. Coibacins A and B, Cryptomoscatones D1, D2 and E3. CURRENT ORGANIC SYNTHESIS, v. 12, n. 5, p. 523-529, . (11/00457-5, 09/51602-5, 10/08673-6)
DE SOUZA, GABRIELA F. P.; NOVAES, LUIZ F. T.; AVILA, CAROLINA M.; NASCIMENTO, LUCAS F. R.; VELLOSO, LICIO A.; PILLI, RONALDO A.. (-)-Tarchonanthuslactone Exerts a Blood Glucose-Increasing Effect in Experimental Type 2 Diabetes Mellitus. Molecules, v. 20, n. 3, p. 5038-5049, . (12/09254-2, 10/08673-6, 13/07607-8)
TONETO NOVAES, LUIZ FERNANDO; AVILA, CAROLINA MARTINS; PELIZZARO-ROCHA, KARIN JULIANE; VENDRAMINI-COSTA, DEBORA BARBOSA; DIAS, MARINA PEREIRA; BARBOSA TRIVELLA, DANIELA BARRETO; DE CARVALHO, JOAO ERNESTO; FERREIRA-HALDER, CARMEN VERISSIMA; PILLI, RONALDO ALOISE. (-)-Tarchonanthuslactone: Design of New Analogues, Evaluation of their Antiproliferative Activity on Cancer Cell Lines, and Preliminary Mechanistic Studies. CHEMMEDCHEM, v. 10, n. 10, p. 1687-1699, . (10/17544-5, 12/09254-2, 13/08896-3, 09/51602-5, 12/24385-6, 10/08673-6)
CARNEIRO, VANIA M. T.; AVILA, CAROLINA M.; BALUNAS, MARCY J.; GERWICK, WILLIAM H.; PILLI, RONALDO A.. Coibacins A and B: Total Synthesis and Stereochemical Revision. Journal of Organic Chemistry, v. 79, n. 2, p. 630-642, . (11/00457-5, 09/51602-5, 10/08673-6)
Academic Publications
(References retrieved automatically from State of São Paulo Research Institutions)
SANT'ANA, Carolina Martins Avila de. Studies toward the synthesis of fostriecin analogs and total synthesis and structural elucidation of coibacins A and B. 2014. Doctoral Thesis - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.

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