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Preparation and biological evaluation of phosphoryl and phosphonyl derivatives of goniothalamin and piplartine

Grant number: 20/07991-6
Support Opportunities:Scholarships in Brazil - Post-Doctoral
Effective date (Start): January 01, 2021
Effective date (End): February 29, 2024
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Ronaldo Aloise Pilli
Grantee:Aloisio de Andrade Bartolomeu
Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated research grant:13/07607-8 - OCRC - Obesity and Comorbidities Research Center, AP.CEPID
Associated scholarship(s):22/07836-6 - Electrochemical synthesis of sulfones via three-component reaction between alkyl carboxylic acids, sulfur dioxide, and tetrahydroisoquinolines/tetrahydro-beta-carbolines, BE.EP.PD

Abstract

The biological relevance of biomolecules prone to undergo phosphorylation and dephosphorylation processes is associated to their ability to control the biological role of kinase and phosphatase proteins. Several phosphorylated or phosphonylated organic compounds act as inhibitors or chemical probes for the aforementioned enzymes. This research proposal aims the preparation of phosphoryl, phosphonyl and phosphonoamidate analogues of the natural products goniothalamin and piplartine using direct (activation by trichloroacetonitrile, enol pyruvate phosphate, aryl and allyl phosphoramidites) as well as electrochemical methods. The natural products goniothalamin and piplartine are known for their cytotoxic action on several Cancer cell lines and the targeted analogues will be screened against Breast Cancer (MCF-7 and MDA-MB-231), prostate (PC-3) and normal prostate (PNT2) cell lines. (AU)

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Scientific publications
(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)
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., . (16/12541-4, 14/25474-8, 19/13104-5, 13/07607-8, 20/07991-6)

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