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来自内生真菌拟暗球壳菌属F03的新型苯甲醛和苯并吡喃化合物及其抗菌和细胞毒性活性

New Benzaldehyde and Benzopyran Compounds from the Endophytic Fungus Paraphaeosphaeria sp. F03 and Their Antimicrobial and Cytotoxic Activities.

作者信息

de Amorim Marcelo R, Hilário Felipe, Dos Santos Fernando M, Batista João M, Bauab Tais M, Araújo Angela R, Carlos Iracilda Z, Vilegas Wagner, Dos Santos Lourdes C

机构信息

Institute of Chemistry, São Paulo State University (Unesp), Araraquara, SP, Brazil.

School of Pharmaceutical Sciences, São Paulo State University (Unesp), Araraquara, SP, Brazil.

出版信息

Planta Med. 2019 Aug;85(11-12):957-964. doi: 10.1055/a-0853-7793. Epub 2019 Feb 19.

Abstract

Three new benzaldehyde derivatives, sporulosaldeins A - C (1: -3: ), and 3 new benzopyran derivatives, sporulosaldeins D - F (4: -6: ), were discovered from an endophytic fungus, sp. F03, which was isolated from leaves. Compounds 1: -6: were elucidated by 1- and 2-dimensional nuclear magnetic resonance experiments and high-resolution mass spectrometry analysis. The absolute configuration of compound 5: was determined through the comparison of experimental and calculated electronic circular dichroism data. Compounds 1: -6: were found to exhibit antifungal activity with minimum inhibitory concentration (MIC) values of 7.8 - 250 µg/mL and racemic mixture of compound 6: exhibited weak cytotoxicity against MCF-7 and LM3 with IC values of 34.4 and 39.2 µM, respectively.

摘要

从分离自叶片的内生真菌F03中发现了三种新的苯甲醛衍生物,即sporulosaldeins A - C(1:- 3:),以及三种新的苯并吡喃衍生物,即sporulosaldeins D - F(4:- 6:)。通过一维和二维核磁共振实验以及高分辨率质谱分析对化合物1:- 6:进行了结构解析。通过比较实验和计算的电子圆二色性数据确定了化合物5:的绝对构型。发现化合物1:- 6:具有抗真菌活性,最低抑菌浓度(MIC)值为7.8 - 250μg/mL,化合物6:的外消旋混合物对MCF-7和LM3表现出较弱的细胞毒性,IC值分别为34.4和39.2μM。

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