Synthesis of Cytotoxic Benzofurans and Ethers Derivatives of Paeonol

Author(s)

Figueroa, Laura P. R. ; Domingos, Helori V. ; Pardo, Jennifer B. ; Santiago, Pedro H. O. ; Ellena, Javier ; Lacerda, Valdemar ; Costa-Lotufo, Leticia V. ; Borges, Warley de S.

• Document type: Journal article
• Source: CHEMISTRY & BIODIVERSITY; v. 21, n. 10, p. 8-pg., 2024-10-01.

Abstract

Paeonol is a broadly studied natural product due to its many biological activities. Using a methodology previously employed by our research group, 11 derivatives of paeonol were synthesized (seven of them are unpublished compounds), including four ethers and seven benzofurans. Additionally, we determined the crystal structure of one of these ether derivatives (1 a) and of five benzofuran derivatives (2 a, 2 b, 2 c, 2 f and 2 g) by single crystal X-ray diffraction. To continue studying the cytotoxicity of this natural product and its derivatives, all compounds were tested against two cancer cell lines, HCT116 and MCF-7. Compounds 2 b, 2 e, and 2 g were considered active against the colorectal adenocarcinoma cells HCT116 (Growth inhibition >60 %). Compound 2 e showed an IC50 of 0.2 mu M and was selected for further analysis, results reinforce its anticancer potential. (AU)

• FAPESP's process: 15/17177-6 - Integrative approach on the sustainable prospection of marine natural products: from diversity to anticancer compounds
• Grantee: Leticia Veras Costa Lotufo
• Support Opportunities: BIOTA-FAPESP Program - Thematic Grants
• FAPESP's process: 14/50926-0 - INCT 2014: biodiversity and natural products
• Grantee: Vanderlan da Silva Bolzani
• Support Opportunities: BIOTA-FAPESP Program - Thematic Grants
• FAPESP's process: 21/10066-5 - Crystallographic and structural study of new substances with potential biological activities
• Grantee: Pedro Henrique de Oliveira Santiago
• Support Opportunities: Scholarships in Brazil - Post-Doctoral