DEVELOPMENT OF A FORMULATION BASED ON EMULSION FOR THE 1,5-DIARYLPENTA-1,4-DIEN-3-ONE ACTIVE PRINCIPLE WITH BIOLOGICAL ACTIVITY

• Grant number: 09/17077-0
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• Start date: February 01, 2010
• End date: December 31, 2010
• Field of knowledge: Health Sciences - Pharmacy - Pharmaceutical Technology
• Principal Investigator: Claudete Justina Valduga
• Grantee: Maria Aparecida dos Santos
• Host Institution: Coordenadoria de Pesquisa. Universidade Bandeirantes (UNIBAN). São Paulo , SP, Brazil

Abstract

1,5-diarylpenta-1,4-dien-3-one and derivatives as 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-1,4-dien-3-one (1) are phenolic compounds with structure similar to curcumin, a natural substance with a large variety of biological effects. UNIBAN´s Organic Synthesis Group has been working for some years with compound 1, which shows a good antitumor activity and a low toxicity as confirmed by the in vivo studies. Compound 1 was converted in its respective monosodium salt in order to become water-soluble and to facilitate in vivo studies but, thanks to the quick metabolization of ionic forms, the referred conversion gave rise to a slight reduction on activity of 1, when compared to the activity of its original version. Problems related to solubility are very usual for new discovered substances with biological activity and we could solve them by using nanoparticled systems based on emulsions that, more than simply to ease administration of new substances, increase their concentration in tumor tissues, minimizing side effects. Here it will be developed a formulation for intravenous injection based on emulsion for the 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-1,4-dien-3-one or its more lipophilic diacyl derivative. After that, stability parameters such as pH variations, oxidation, particle size increasing or decomposition were determined in order to evaluate the feasibility for the produced formulation, whose superiority (when compared to water-soluble ionic forms) need yet to be confirmed by future biological studies.

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)

DA GAMA BITENCOURT, JOSE JARDES; PAZIN, WALLANCE MOREIRA; ITO, AMANDO SIUITI; BARIONI, MARINA BERARDI; PINTO, CAROLLINE DE PAULA; DOS SANTOS, MARIA APARECIDA; SANTOS GUIMARAES, THALES HENRIQUE; MACHADO DOS SANTOS, MARCIA REGINA; VALDUGA, CLAUDETE JUSTINA. Miltefosine-loaded lipid nanoparticles: Improving miltefosine stability and reducing its hemolytic potential toward erythtocytes and its cytotoxic effect on macrophages. Biophysical Chemistry, v. 217, p. 20-31, OCT 2016. (09/17077-0, 14/26895-7)

TOZONI, J. R.; BARBOSA NETO, N. M.; RIBEIRO, C. A.; PAZIN, W. M.; ITO, A. S.; BORISSEVITCH, I. E.; MARLETTA, A.. Relationship between porphyrin aggregation and formation of porphyrin ring structures in poly(n-alkyl methacrylate)/porphyrin blends. Polymer, v. 102, p. 136-142, OCT 12 2016. (09/17077-0, 14/26895-7)