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由来自黄兰的内生真菌胶孢炭疽菌产生的抗真菌化合物。

Antifungal compounds produced by Colletotrichum gloeosporioides, an endophytic fungus from Michelia champaca.

作者信息

Chapla Vanessa Mara, Zeraik Maria Luiza, Leptokarydis Ioanis Hcristos, Silva Geraldo Humberto, Bolzani Vanderlan Silva, Young Maria Claudia M, Pfenning Ludwig Heinrich, Araújo Angela Regina

机构信息

NuBBE - Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Departamento de Química Orgânica, Instituto de Química, UNESP, Universidade Estadual Paulista, Araraquara-SP 14800-900, Brazil.

Instituto de Ciências Exatas, Universidade Federal de Viçosa, Viçosa, MG, 38810-000, Brazil.

出版信息

Molecules. 2014 Nov 21;19(11):19243-52. doi: 10.3390/molecules191119243.

Abstract

In this study, eight endophytic fungi were isolated from the leaves, stems and roots of Michelia champaca. The isolates were screened and evaluated for their antifungal, anticancer and acetylcholinesterase (AChE) inhibitory activities. All of the extracts exhibited potent activity against two evaluated phytopathogenic fungi. Chemical investigation of EtOAc extracts of the endophytic fungus Colletotrichum gloeosporioides resulted in the isolation of one new compound, 2-phenylethyl 1H-indol-3-yl-acetate (1), and seven known compounds: uracil (2), cyclo-(S*-Pro-S*-Tyr) (3), cyclo-(S*-Pro-S*-Val) (4), 2(2-aminophenyl)acetic acid (5), 2(4-hydroxyphenyl)acetic acid (6), 4-hydroxy- benzamide (7) and 2(2-hydroxyphenyl)acetic acid (8). All of the compound structures were elucidated using 1D and 2D NMR and MS analyses. The antifungal and AChE inhibitory activities of compounds 1-8 were evaluated in vitro. Compound 1 exhibited promising activity against Cladosporium cladosporioides and C. sphaerospermum that was comparable to that of the positive control nystatin.

摘要

在本研究中,从黄兰的叶、茎和根中分离出8株内生真菌。对分离物进行了抗真菌、抗癌和乙酰胆碱酯酶(AChE)抑制活性的筛选和评估。所有提取物对两种评估的植物病原真菌均表现出强效活性。对内生真菌胶孢炭疽菌的乙酸乙酯提取物进行化学研究,分离得到一种新化合物2-苯乙基1H-吲哚-3-基乙酸酯(1)和七种已知化合物:尿嘧啶(2)、环(S*-脯氨酸-S*-酪氨酸)(3)、环(S*-脯氨酸-S*-缬氨酸)(4)、2(2-氨基苯基)乙酸(5)、2(4-羟基苯基)乙酸(6)、4-羟基苯甲酰胺(7)和2(2-羟基苯基)乙酸(8)。所有化合物的结构均通过一维和二维核磁共振及质谱分析得以阐明。对化合物1-8的抗真菌和AChE抑制活性进行了体外评估。化合物1对枝孢菌和球孢枝孢菌表现出有前景的活性,与阳性对照制霉菌素相当。

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