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Development of nanocarriers based on dendrimers and polymer nanoparticles for selective delivery of goniothalamin, piplartine and Monastrol

Grant number: 17/06146-8
Support Opportunities:Scholarships in Brazil - Post-Doctoral
Effective date (Start): July 01, 2017
Effective date (End): August 31, 2022
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Acordo de Cooperação: Coordination of Improvement of Higher Education Personnel (CAPES)
Principal Investigator:Ronaldo Aloise Pilli
Grantee:Carolyne Brustolin Braga
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):18/24020-4 - Polynorbornene-goniothalamin and polynorbornene-piplartine conjugates for cancer therapy, BE.EP.PD

Abstract

Biodegradable and biocompatible dendrimers and acetalated dextran (Ac-DEX) polymeric nanoparticles hold great promise as nanocarriers for the delivery of bioactivecompounds for anticancer therapy. The advantages of using these nanomaterials as drug delivery systems include enhanced water solubility, tumor-specific accumulation and improved antitumor efficacy, while reducing nonspecific toxicity, compared to the conventional small-molecule anticancer agents. Taking these aspects into account, together with the potent antitumor activity presented by goniothalamin (GTN), piplartine (PPT) and monastrol (MNT) against several tumorcell lines, the main goal of the current project is the development of new nanosystems for the selective delivery of each of these small molecules to diseased tissues. Specifically, this project aims to conjugate GTN, PPT and MNT via Click Chemistry to well-defined dendrimers, as well as to encapsulate these three bioactive compounds in Ac-DEX nanoparticles. Our strategy includes the synthesis of GTN, PPT and MNT analogues for conjugation to dendrimers in order to produce an efficient system for delivering of the corresponding active molecule to the tumor region. Also, the project will focus on obtaining enhanced formulations, through optimization, for example, of the loading and release properties of the delivery systems. The cytotoxicity of the new nanomaterials will be tested against several cell lines (tumor and healthy cells), and compared with the corresponding ones for the free drugs and empty nanocarriers, in order to define if these materials are valid candidates for the treatment of cancer. (AU)

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Scientific publications (14)
(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)
BRAGA, CAROLYNE B.; KIDO, LARISSA A.; LIMA, ELLEN N.; LAMAS, CELINA A.; CAGNON, VALERIA H. A.; ORNELAS, CATIA; PILLI, RONALDO A.. Enhancing the Anticancer Activity and Selectivity of Goniothalamin Using pH-Sensitive Acetalated Dextran (Ac-Dex) Nanoparticles: A Promising Platform for Delivery of Natural Compounds. ACS BIOMATERIALS SCIENCE & ENGINEERING, v. 6, n. 5, SI, p. 2929-2942, . (18/02093-0, 17/06146-8, 19/13104-5, 13/07607-8)
BERTUZZI, DIEGO L.; PERLI, GABRIEL; BRAGA, CAROLYNE B.; ORNELAS, CATIA. Synthesis, characterization, and anticancer activity of folate gamma-ferrocenyl conjugatest. NEW JOURNAL OF CHEMISTRY, v. 44, n. 12, p. 4694-4703, . (18/02093-0, 15/04929-0, 17/06146-8)
BRAGA, CAROLYNE B.; PERLI, GABRIEL; BECHER, TIAGO B.; OMELAS, CATIA. Biodegradable and pH-Responsive Acetalated Dextran (Ac-Dex) Nanoparticles for NIR Imaging and Controlled Delivery of a Platinum-Based Prodrug into Cancer Cells. MOLECULAR PHARMACEUTICS, v. 16, n. 5, p. 2083-2094, . (18/02093-0, 17/24488-3, 17/06146-8)
BRAGA, CAROLYNE B.; PILLI, RONALDO A.; ORNELAS, CATIA; WECK, MARCUS. ear-Infrared Fluorescent Micelles from Poly(norbornene) Brush Triblock Copolymers for Nanotheranostic. Biomacromolecules, v. 22, n. 12, p. 5290-5306, . (13/07607-8, 19/13104-5, 14/50906-9, 18/24020-4, 17/06146-8)
BERTUZZI, DIEGO L.; BRAGA, CAROLYNE B.; PERLI, GABRIEL; ORNELAS, CATIA. Water-Soluble Well-Defined Bifunctional Ferrocenyl Dendrimer with Anti-Cancer Activity. European Journal of Inorganic Chemistry, v. 2022, n. 9, p. 6-pg., . (17/06146-8, 15/04929-0, 21/00555-9)
BRAGA, CAROLYNE B.; KIDO, LARISSA A.; LIMA, ELLEN N.; LAMAS, CELINA A.; CAGNON, VALERIA H. A.; ORNELAS, CATIA; PILLI, RONALDO A.. Enhancing the Anticancer Activity and Selectivity of Goniothalamin Using pH-Sensitive Acetalated Dextran (Ac-Dex) Nanoparticles: A Promising Platform for Delivery of Natural Compounds. ACS BIOMATERIALS SCIENCE & ENGINEERING, v. 6, n. 5, p. 14-pg., . (18/02093-0, 17/06146-8, 13/07607-8, 19/13104-5)
LIMA, MARIA L. S. O.; BRAGA, CAROLYNE B.; BECHER, TIAGO B.; ODRIOZOLA-GIMENO, MIKEL; TORRENT-SUCARRAT, MIQUEL; RIVILLA, IVAN; COSSIO, FERNANDO P.; MARSAIOLI, ANITA J.; ORNELAS, CATIA. Fluorescent Imidazo[1,2-a]pyrimidine Compounds as Biocompatible Organic Photosensitizers that Generate Singlet Oxygen: A Potential Tool for Phototheranostics. CHEMISTRY-A EUROPEAN JOURNAL, v. 27, n. 20, . (17/06146-8, 18/02093-0)
DE SERRES-BERARD, THIERY; BECHER, TIAGO B.; BRAGA, CAROLYNE B.; ORNELAS, CATIA; BERTHOD, FRANCOIS. Neuropeptide Substance P Released from a Nonswellable Laponite-Based Hydrogel Enhances Wound Healing in a Tissue-Engineered Skin In Vitro. ACS APPLIED POLYMER MATERIALS, v. 2, n. 12, p. 5790-5797, . (18/02093-0, 17/06146-8, 13/11519-7)
PERLI, GABRIEL; WANG, QI; BRAGA, CAROLYNE B.; BERTUZZI, DIEGO L.; FONTANA, LINIQUER A.; SOARES, MARCO C. P.; RUIZ, JAIME; MEGIATTO, JR., JACKSON D.; ASTRUC, DIDIER; ORNELAS, CATIA. Self-Assembly of a Triazolylferrocenyl Dendrimer in Water Yields Nontraditional Intrinsic Green Fluorescent Vesosomes for Nanotheranostic Applications. Journal of the American Chemical Society, v. 143, n. 33, p. 12948-12954, . (18/02093-0, 13/22160-0, 21/00555-9, 17/06146-8)
DE SOUZA, VANESSA P.; SANTOS, FABIANO S.; RODEMBUSCH, FABIANO S.; BRAGA, CAROLYNE B.; ORNELAS, CATIA; PILLI, RONALDO A.; RUSSOWSKY, DENNIS. Hybrid 3,4-dihydropyrimidin-2-(thi)ones as dual-functional bioactive molecules: fluorescent probes and cytotoxic agents to cancer cells. NEW JOURNAL OF CHEMISTRY, v. 44, n. 29, p. 12440-12451, . (17/06146-8, 19/13104-5, 18/02093-0)
MEIRELLES, MATHEUS A.; BRAGA, CAROLYNE B.; ORNELAS, CATIA; PILLI, RONALDO A.. Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells. CHEMMEDCHEM, v. 14, n. 15, . (13/07607-8, 18/02093-0, 17/06146-8)
DE SERRES-BERARD, THIERY; BECHER, TIAGO B.; BRAGA, CAROLYNE B.; ORNELAS, CATIA; BERTHOD, FRANCOIS. Neuropeptide Substance P Released from a Nonswellable Laponite-Based Hydrogel Enhances Wound Healing in a Tissue-Engineered Skin In Vitro. ACS APPLIED POLYMER MATERIALS, v. 2, n. 12, p. 8-pg., . (13/11519-7, 18/02093-0, 17/06146-8)
GRIGOLO, THIAGO A.; BRAGA, CAROLYNE B.; ORNELAS, CATIA; RUSSOWSKY, DENNIS; FERREIRA-SILVA, GUILHERME A.; IONTA, MARISA; PILLI, RONALDO A.. Hybrids of 4-hydroxy derivatives of goniothalamin and piplartine bearing a diester or a 1,2,3-triazole linker as antiproliferative agents. BIOORGANIC CHEMISTRY, v. 116, . (17/06146-8, 18/02093-0, 13/07607-8, 19/13104-5)
PERLI, GABRIEL; BERTUZZI, DIEGO L.; SOUTO, DENIO E. P.; RAMOS, MIGUEL D.; BRAGA, CAROLYNE B.; AGUIAR, SAMILE B.; ORNELAS, CATIA. Synthesis and Characterization of Dendronized Gold Nanoparticles Bearing Charged Peripheral Groups with Antimicrobial Potential. NANOMATERIALS, v. 12, n. 15, p. 15-pg., . (18/02093-0, 17/06146-8, 15/04929-0, 21/00555-9)

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