Yicathins B and C and Analogues: Total Synthesis, Lipophilicity and Biological Activities

• Tipo: Artigo em Revista Científica Internacional
• Data: 2020

Autores

Loureiro, DRP (Autor) Outra; Magalhaes, AF (Autor) Outra; Jose X Soares (Autor) FFUP; Pinto, J (Autor) Outra; Azevedo, CMG (Autor) Outra; Vieira, S (Autor) Outra; Henriques, A (Autor) Outra; Ferreira, H (Autor) Outra; Neves, N (Autor) Outra; Bousbaa, H (Autor) Outra; Salette Reis (Autor) FFUP; Carlos Afonso (Autor) FFUP; Pinto, MMM (Autor) Outra

Revista

Título: ChemMedChem

Vol. 15

Páginas: 749-755

ISSN: 1860-7179

Editora: Wiley-Blackwell

Indexação

ISI Web of Knowledge - 0 Citações

Scopus - 4 Citações

Outras Informações

ID Authenticus: P-00R-YSR

DOI: 10.1002/cmdc.201900735

Abstract (EN): Natural products have always been an important source of new hits and leads in drug discovery, with the marine environment being regarded as a significant source of novel and exquisite bioactive compounds. Yicathins B and C are two marine-derived xanthones that have shown antibacterial and antifungal activity. Herein, the total synthesis of these yicathins and six novel analogues is reported for the first time. As marine natural products tend to have very lipophilic scaffolds, the lipophilicity of yicathins and their analogues was evaluated in the classical octanol/water system and a biomimetic model-based system. As the xanthonic nucleus is a "privileged structure", other biological activities were evaluated, namely antitumor and anti-inflammatory activities. An interesting anti-inflammatory activity was identified for yicathin analogues that paves the way for the design of dual activity (anti-infective and anti-inflammatory) marine-inspired xanthone derivatives.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 7