[Isolation, identification and structural characterization of secondary metabolites from amarine sponge-derived rare actinobacterium Dermacoccus sp. X4]

Sheng Wu Gong Cheng Xue Bao. 2016 May 25;32(5):599-609. doi: 10.13345/j.cjb.150391.
[Article in Chinese]

Abstract

We isolated and identified the symbiotic and adnascent microorganisms from an unidentified sponge collected from 10-meter-deep seawater of the Paracel Islands in China. A total of 16 strains were obtained and identified. Through bacteriostatic activity assay, one of the strains, Dermacoccus sp. X4, was found to effectively inhibit the growth of Staphylococcus aureus. Subsequently, its secondary metabolites were purified by silica gel partition, octadecylsilane (ODS) reverse phase, Sephadex™LH-20 size exclusion, and C18 reverse phase chromatography. Using liquid chromatography, mass spectrometry, and nuclear magnetic resonance, three of the purified compounds were structurally characterized to be one 3-(4-hydroxybenzyl) hexahydropyrrolo [1,2-a]pyrazine-1,4-dione and two indole acid glycerides. This is the first report about indole acid glyceride isolated from microbial secondary metabolites, enriching marine drug candidate resources.

从中国南海西沙群岛10 m 深海水中采集得到一株未鉴定海绵样品,对其进行共附生微生物的分离,得到真菌及细菌共16 株。通过分子生物学鉴定及菌株发酵液抑菌活性测定,发现其中一株稀有放线菌皮生球属菌株Dermacoccus sp. X4 对金黄色葡萄球菌具有较好抑菌活性。大量发酵制备该菌株发酵液,通过硅胶分配层析、ODS 反相层析、Sephadex™LH-20 凝胶过滤层析及C₁₈ 反相层析等分离方法对发酵液成分进行分离,并使用液相质谱连用、一维核磁及二维核磁分析对分离得到的单一化合物进行鉴定,确定二酮哌嗪类化合物1个,吲哚酸酯类化合物2 个。本研究中吲哚酸酯类化合物为首次从微生物次级代谢产物中得到,为丰富海洋微生物药用资源作出贡献。.

Keywords: bacteriostatic activity; isolation and purification; secondary metabolite; sponge associated microorganism; structural characterization.

MeSH terms

  • Actinomycetales / chemistry*
  • Animals
  • China
  • Chromatography, Liquid
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Porifera / microbiology*
  • Seawater
  • Secondary Metabolism
  • Staphylococcus aureus / drug effects

Substances

  • Indoles
  • indole