Synthesis and Bio-Evaluation of Natural Butenolides-Acrylate Conjugates

• Main Authors: Longzhu Bao, Shuangshuang Wang, Di Song, Jingjing Wang, Xiufang Cao, Shaoyong Ke
• Format: Article
• Language: English
• Published: MDPI AG 2019-04-01
• Series: Molecules
• Subjects: 3-aryl-4-hydroxy-2(5<i>H</i>)-furanone; butenolides; acrylate; antifungal activity; natural product
• Online Access: https://www.mdpi.com/1420-3049/24/7/1304

A series of novel 3-aryl-4-hydroxy-2(5<i>H</i>) furanone-acrylate hybrids were designed and synthesized based on the natural butenolides and acrylates scaffolds. The structures of the prepared compounds were characterized by ¹H-NMR, ¹³C-NMR and electrospray ionization mass spectrometry (ESI-MS), and the bioactivity of the target compounds against twelve phytopathogenic fungi was investigated. The preliminary in vitro antifungal activity screening showed that most of the target compounds had moderate inhibition on various pathogenic fungi at the concentration of 100 mg&#183;L^&#8722;1, and presented broad-spectrum antifungal activities. Further studies also indicated that compounds <b>7e</b> and <b>7k</b> still showed some inhibitory activity against <i>Pestallozzia theae</i>, <i>Sclerotinia sclerotiorum</i> and <i>Gibberella zeae</i> on rape plants at lower concentrations, which could be optimized as a secondary lead for further research.