Antileishmanial activity evaluation of poly(thymolformaldehyde)-A biobased material from thymol

Autor(es)

Parolin, Giovana A. ^[1] ; Passero, Luiz Felipe D. ^{[2, 3]} ; Lago, Joao Henrique G. ^[4] ; Peres, Laura Oliveira ^[1]

Afiliação do(s) autor(es)

^[1] Fed Univ Sao Paulo UNIFESP, Chem Dept, Lab Hybrid Mat, Diadema, SP - Brazil

^[2] Sao Paulo State Univ Unesp, Inst Biosci, Sao Vicente, SP - Brazil

^[3] Sao Paulo State Univ UNESP, Inst Adv Studies Ocean, Sao Vicente, SP - Brazil

^[4] Fed Univ ABC UFABC, Ctr Nat & Human Sci, Lab Chem Biol, Santo Andre, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: INDUSTRIAL CROPS AND PRODUCTS; v. 171, NOV 1 2021.
• Citações Web of Science: 0

Resumo

A new biobased compound was prepared from commercially available monoterpene thymol, obtained from the essential oil of a cultivated plant, Thymus vulgaris L. (Lamiaceae), together with formaldehyde. The final product, poly(thymolformaldehyde), namely PTF, was characterized by infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR), UV-vis spectroscopy, fluorescence, gel permeation chromatography (GPC), thermogravimetric analysis (TGA), and differential scattering calorimetry (DSC). NMR associated with FTIR data analysis evidenced the occurrence of polymerization at C-1 and C-5 positions of thymol. UV-vis and fluorescence analysis showed that the prepared material exhibited absorption and emission bands at 285 and 313 nm, respectively. GPC data analysis displayed a polydisperse material (PDI = 1.99) with a molar mass of approximately 1375 Da, while TGA analysis showed a high thermal resistance (ranging from 150 to 800 degrees C). PTF was evaluated against promastigote forms of Leishmania (Leishmania) amazonensis and exhibited effective concentration 50 % (EC50) of 8.4 +/- 0.8 mu g/mL as well as reduced toxicity to macrophages (cytotoxic concentration 50 % - CC50 > 100 mu g/mL and SI > 11.9). Therefore, the effects of PTF against L. (L.) amazonensis, together with its simple preparation using commercially available reagents (thymol and formaldehyde), suggest that this polymer could be a promising candidate for new biobased drugs to treat cutaneous leishmaniasis. (AU)

• Processo FAPESP: 18/07885-1 - Biomoléculas oriundas de espécies vegetais de áreas remanescentes da Mata Atlântica e do Cerrado para tratamento de doenças tropicais negligenciadas - aspectos químicos e farmacológicos
• Beneficiário: João Henrique Ghilardi Lago
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Regular
• Processo FAPESP: 18/24077-6 - Estudos pré-clínicos de tratamentos não invasivos nas leishmanioses
• Beneficiário: Luiz Felipe Domingues Passero
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 18/18180-9 - 2018 MRS Fall Meetings & Exhibits
• Beneficiário: Laura Oliveira Péres Philadelphi
• Modalidade de apoio: Auxílio à Pesquisa - Reunião - Exterior
• Processo FAPESP: 14/50869-6 - INCT 2014: em Eletrônica Orgânica INEO
• Beneficiário: Roberto Mendonça Faria
• Modalidade de apoio: Auxílio à Pesquisa - Temático