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

当前位置： X-MOL 学术 › ChemMedChem › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Yicathins B and C and Analogues: Total Synthesis, Lipophilicity and Biological Activities.
ChemMedChem ( IF 3.6 ) Pub Date : 2020-04-01 , DOI: 10.1002/cmdc.201900735
Daniela R P Loureiro _{1,

2} , Álvaro F Magalhães ₁ , José X Soares ₃ , Joana Pinto ₁ , Carlos M G Azevedo ₁ , Sara Vieira _{4,

5} , Ana Henriques ₆ , Helena Ferreira _{4,

5} , Nuno Neves _{4,

5,

7} , Hassan Bousbaa ₆ , Salette Reis ₃ , Carlos M M Afonso _{1,

2} , Madalena M M Pinto _{1,

2}

Affiliation

Department of Chemical Sciences, Laboratory of Organic and Pharmaceutical Chemistry, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313, Porto, Portugal.
Interdisciplinary Center of Marine and Environmental Investigation (CIIMAR/CIMAR) Edifício do Terminal de Cruzeiros do Porto de Leixões, Av. General Norton de Matos s/n, 4050-208, Matosinhos Porto, Portugal.
LAQV-REQUIMTE, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313, Porto, Portugal.
I3Bs - Research Institute on Biomaterials, Biodegradables and Biomimetics, University of Minho, Headquarters of the European Institute of Excellence on Tissue Engineering and Regenerative Medicine, Parque de Ciência e Tecnologia - Zona Industrial da Gandra, 4805-017, Barco, Guimarães, Portugal.
ICVS/3B's -, PT Government Associate Laboratory, Braga/Guimarães, Portugal.
CESPU, Instituto de Investigação e Formação Avançada em Ciências e Tecnologias da Saúde, Rua Central de Gandra 1317, 4585-116, Gandra PRD, Portugal.
The Discoveries Centre for Regenerative and Precision Medicine, Headquarters at University of Minho, Avepark, 4805-017, Barco, Guimarães, Portugal.

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.

中文翻译：

甲壳素B和C及其类似物：总合成，亲脂性和生物活性。

天然产物一直是药物开发中新发现和新发现的重要来源，而海洋环境被认为是新颖而精致的生物活性化合物的重要来源。甲壳素B和C是两种海洋衍生的氧杂蒽酮，具有抗菌和抗真菌活性。在本文中，首次报道了这些叶黄素和六种新的类似物的总合成。由于海洋天然产物倾向于具有非常亲脂的支架，因此在经典的辛醇/水系统和基于仿生模型的系统中评估了腐霉菌素及其类似物的亲脂性。由于黄原核是“特权结构”，因此评估了其他生物学活性，即抗肿瘤和抗炎活性。

更新日期：2020-04-01

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11