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新抗霉素A和B,两种从海洋来源的抗生链霉菌H12-15中分离得到的罕见苯甲酰胺基九元双内酯。

Neoantimycins A and B, Two Unusual Benzamido Nine-Membered Dilactones from Marine-Derived Streptomyces antibioticus H12-15.

作者信息

Hu Chen, Zhou Shi-Wen, Chen Fang, Zheng Xin-Heng, Shen Hui-Fang, Lin Bi-Run, Zhou Guang-Xiong

机构信息

College of Pharmacy, Jinan University, Guangzhou 510632, China.

Institute of Plant Protection, Guangdong Academy of Agricultural Sciences, Guangzhou 510632, China.

出版信息

Molecules. 2017 Mar 30;22(4):557. doi: 10.3390/molecules22040557.

Abstract

An actinomycete strain (H12-15) isolated from a sea sediment in a mangrove district was identified as on the basis of 16S rDNA gene sequence analysis as well as the investigation of its morphological, physiological, and biochemical characteristics. Two novel benzamido nonacyclic dilactones, namely neoantimycins A () and B (), together with the known antimycins A (,), A (), and A₉ (), were isolated from the culture broth of this strain. Compounds and are the first natural modified ATNs with an unusual benzamide unit. The structures of these new compounds, including their absolute configuration, were established on the basis of HRMS, NMR spectroscopic data, and quantum chemical ECD calculations. Their cytotoxicities against human breast adenocarcinoma cell line MCF-7, the human glioblastoma cell line SF-268, and the human lung cancer cell line NCI-H460 were also tested. All compounds exhibited mild cytotoxic activity. However, Compounds and showed no activity against at the test concentration of 1 mg/mL via paper disc diffusion, while the known antimycins showed obvious antifungal activity.

摘要

通过16S rDNA基因序列分析以及对其形态、生理和生化特性的研究,从红树林地区的海泥中分离出的一株放线菌菌株(H12-15)被鉴定为 。从该菌株的培养液中分离出两种新型苯甲酰胺基九元双内酯,即新抗霉素A( )和B( ),以及已知的抗霉素A( 、 )、A ( )和A₉( )。化合物 和 是首批具有不寻常苯甲酰胺单元的天然修饰抗霉素。这些新化合物的结构,包括它们的绝对构型,是基于高分辨质谱(HRMS)、核磁共振(NMR)光谱数据和量子化学电子圆二色(ECD)计算确定的。还测试了它们对人乳腺癌细胞系MCF-7、人胶质母细胞瘤细胞系SF-268和人肺癌细胞系NCI-H460的细胞毒性。所有化合物均表现出轻度细胞毒性活性。然而,在1 mg/mL的测试浓度下,通过纸片扩散法测试,化合物 和 对 没有活性,而已知的抗霉素表现出明显的抗真菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/88c5/6154602/05f496110906/molecules-22-00557-g001.jpg

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