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
• Start date: August 01, 2010
• End date: 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

Abstract

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.

Scientific publications

(4)

(The scientific publications listed on this page originate from the Web of Science or SciELO databases. Their authors have cited FAPESP grant or fellowship project numbers awarded to Principal Investigators or Fellowship Recipients, whether or not they are among the authors. This information is collected automatically and retrieved directly from those bibliometric databases.)

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, 2015. (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, 2015. (12/09254-2, 10/08673-6, 13/07607-8)

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, JAN 17 2014. (11/00457-5, 09/51602-5, 10/08673-6)

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, OCT 2015. (10/17544-5, 12/09254-2, 13/08896-3, 09/51602-5, 12/24385-6, 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.