1-hydroxy-7-oxolavanducyanin and Δ7″,8″-6″-hydroxynaphthomevalin from Streptomyces sp. CPCC 203577.,The Journal of Antibiotics

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1-hydroxy-7-oxolavanducyanin and Δ7″,8″-6″-hydroxynaphthomevalin from Streptomyces sp. CPCC 203577.
The Journal of Antibiotics ( IF 2.1 ) Pub Date : 2020-02-12 , DOI: 10.1038/s41429-020-0282-9
Shufen Li ₁ , Xinxin Hu ₁ , Linli Li ₁ , Xiaomin Hu ₁ , Jing Wang ₁ , Xiaowen Hu ₁ , Hongyu Liu ₁ , Liyan Yu ₁ , Xuefu You ₁ , Bingya Jiang ₁ , Linzhuan Wu ₁

Affiliation

Lavanducyanin is a bioactive phenazine-containing secondary metabolite, and naphthomevalin is an antibacterial polyketide secondary metabolite. Herein, new analogues of lavanducyanin (2) and of naphthomevalin (4), together with lavanducyanin (1) and naphthomevalin (3), were identified from Streptomyces sp. CPCC 203577, an actinomycete soil isolate. The structures of 2 and 4 were elucidated as 1-hydroxy-7-oxolavanducyanin and Δ7″,8″-6″-hydroxynaphthomevalin, respectively, by 1D and 2D NMR. Antibacterial assays revealed that 2 had significant but reduced anti-Gram-positive bacterial activity compared with 1, and 4 was devoid of anti-Gram-positive bacterial activity. This indicated that the phenazinone nucleus in lavanducyanin and the monoterpene side chain in naphthomevalin might be important for their anti-Gram-positive bacterial activity. Compounds 1-4 were all inactive against Gram-negative bacteria.

中文翻译：

来自链霉菌属（Streptomyces sp。）的1-羟基-7-氧杂氧vanducyanin和Δ7″，8″ -6″-羟基萘homevalin。CPCC 203577。

Lavanducyanin是一种含有生物活性吩嗪的次生代谢产物，而naphthomevalin是一种抗菌性聚酮化合物次生代谢产物。在本文中，从链霉菌属中鉴定出了拉万杜花宁（2）和萘甲双胍（4）的新类似物，以及拉万杜宁（1）和萘甲双胍（3）。CPCC 203577，放线菌土壤分离物。通过1D和2D NMR分别将2和4的结构分别解释为1-羟基-7-氧杂氧vanducyanin和Δ7“，8” -6“-羟基萘homevalin。抗菌测定显示，与2种相比，2种具有显着但降低的抗Gram阳性细菌活性，而4种则没有抗Gram阳性细菌活性。这表明，拉万杜宁中的吩嗪酮核和萘并伐林中的单萜侧链可能对它们的抗革兰氏阳性细菌活性很重要。

更新日期：2020-02-12

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