Synthesis and biological evualuation of Brevipolide A, Cryptomoskatone F1 and related compounds

• Grant number: 14/25474-8
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• Start date: April 01, 2015
• End date: October 31, 2019
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Ronaldo Aloise Pilli
• Grantee: Franco Della Felice
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Associated scholarship(s): 17/18487-4 - Synthesis and structural validation of phosdiecin A, BE.EP.DD

Abstract

The research deals with the total syntheses of Brevipolide A and Cryptomoscatone F1, polyketides isolated from Hyptis brevipes and Cryptocarya mandiocanna, respectively. The interest to investigate the potential cytotoxic activity of these natural products, as well as of some ±, ²-unsaturated dihydropyran-2-ones to be prepared during this research, and the confirmation of the absolute configuration of Cryptomoscatone F1 by total synthesis are the main reasons for presenting this proposal. (AU)

Scientific publications

(5)

(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)

-FELICE, FRANCO DELLA; SAROTTI, ARIEL M.; PILLI, RONALDO A.. Catalytic Asymmetric Synthesis and Stereochemical Revision of (+)-Cryptoconcatone H. Journal of Organic Chemistry, v. 82, n. 17, p. 9191-9197, SEP 1 2017. (14/25474-8, 16/12541-4, 13/07607-8)

DELLA-FELICE, FRANCO; PILLI, RONALDO A.; SAROTTI, ARIEL M.. Computer-Guided Total Synthesis of Natural Products. Recent Examples and Future Perspectives. Journal of the Brazilian Chemical Society, v. 29, n. 5, p. 1041-1075, MAY 2018. (14/25474-8, 16/12541-4, 13/07607-8)

DELLA-FELICE, FRANCO; BARTOLOMEU, ALOISIO DE ANDRADE; PILLI, RONALDO ALOISE. The phosphate ester group in secondary metabolites. NATURAL PRODUCT REPORTS, v. 39, n. 5, p. 42-pg., 2022-04-14. (16/12541-4, 14/25474-8, 19/13104-5, 13/07607-8, 20/07991-6)

DELLA-FELICE, FRANCO; SAROTTI, ARIEL M.; KRISCHE, MICHAEL J.; PILLI, RONALDO A.. Total Synthesis and Structural Validation of Phosdiecin A via Asymmetric Alcohol-Mediated Carbonyl Reductive Coupling. Journal of the American Chemical Society, v. 141, n. 35, p. 13778-13782, SEP 4 2019. (17/18487-4, 16/12541-4, 13/07607-8, 14/25474-8)

DELLA-FELICE, FRANCO; DE ASSIS, FRANCISCO F.; SAROTTI, ARIEL M.; PILLI, RONALDO A.. Palladium-Catalyzed Formation of Substituted Tetrahydropyrans: Mechanistic Insights and Structural Revision of Natural Products. SYNTHESIS-STUTTGART, v. 51, n. 7, p. 1545-1560, APR 2019. (13/07607-8, 16/12541-4, 14/25474-8)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

FELICE, Franco Della. Síntese e avaliação estrutural de policetídeos tipo I isolados dos gêneros Hyptis, Cryptocarya e Streptomyces. 2019. Doctoral Thesis - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.