链霉菌 SHP 22-7 中的安密西林生物合成途径具有高可塑性，由此发现了链丝菌素 P、胞嘧啶氨基霉素 F 和 G，并促进了 12F-plicacetin 的生产。

High Plasticity of the Amicetin Biosynthetic Pathway in sp. SHP 22-7 Led to the Discovery of Streptcytosine P and Cytosaminomycins F and G and Facilitated the Production of 12F-Plicacetin.

机构信息

Pharmaceutical Institute, Department of Pharmaceutical Biology, University of Tübingen, 72076 Tübingen, Germany.

Department of Microbial Bioactive Compounds, Interfaculty Institute of Microbiology and Infection Medicine, Tübingen (IMIT), Cluster of Excellence 'Controlling Microbes to Fight Infections', University of Tübingen, 72076 Tübingen, Germany.

出版信息

J Nat Prod. 2022 Mar 25;85(3):530-539. doi: 10.1021/acs.jnatprod.1c01051. Epub 2022 Mar 9.

DOI:10.1021/acs.jnatprod.1c01051

PMID:35263115

Abstract

A chemical reinvestigation of the Indonesian strain sp. SHP 22-7 led to the isolation of three new pyrimidine nucleosides, along with six known analogues and zincphyrin. The structures of the new compounds (, , ) were elucidated by employing spectroscopic techniques (NMR, MS, CD, and IR) as well as enantioselective analyses of methyl branched side chain configurations. Application of the precursor-directed feeding approach led to the production and partial isolation of nine further pyrimidine analogues. The new compounds , , and and three of the known compounds (-) were found to possess antimycobacterial and cytotoxic properties.

摘要

对印度尼西亚菌株 sp. SHP 22-7 的化学再研究导致分离出三种新的嘧啶核苷，以及六种已知类似物和锌卟啉。通过光谱技术（NMR、MS、CD 和 IR）以及对支链甲基侧链构型的对映选择性分析，阐明了新化合物（、、）的结构。采用前体定向进料方法，生产并部分分离出另外 9 种嘧啶类似物。发现新化合物、、和三种已知化合物（-）具有抗分枝杆菌和细胞毒性。