<p>Four new hydroxyl fatty acids (HFAs), gambaoic acids A − C (<b>1</b> − <b>3</b>) and gambaoic B methyl ester (<b>4</b>), were isolated from <i>Bacillus</i> sp. SNB-066, a bacterium derived from shrimp <i>jeotgal</i>. The chemical structures of these HFAs were elucidated through extensive spectroscopic data analysis, including mass spectrometry (MS), ultraviolet (UV), and nuclear magnetic resonance (NMR) spectroscopy data. The relative configurations of compounds <b>2</b> and <b>3</b> were determined using quantum mechanics-based computational analysis with DP4<sup>+</sup> statistical calculations. Further specific rotation analyses revealed the absolute configurations of both compounds <b>2</b> and <b>4</b> as 14 <i>R</i> and 15 <i>R</i>, while compound <b>3</b> was assigned as 14<i>S</i> and 15<i>S</i>. Antibacterial activity evaluated by the minimal inhibitory concentration (MIC) assay indicated that only compound <b>4</b> exhibited weak activity against the Gram-positive bacteria <i>B. subtilis</i> KCTC 1021 and <i>K. rhizophila</i> KCTC 1915, with MIC values of 64 μg/mL. Further, gambaoic acids B (<b>2</b>) and C (<b>3</b>) exhibited dose-dependent cytotoxicity toward Caco-2 cells, with gambaoic acid C (<b>3</b>) demonstrating a pronounced anti-invasive effect. These findings highlight the diverse bioactivities of the isolated hydroxyl fatty acids and reveal structural features underlying their antimicrobial and anticancer properties.</p>

错误:搜索内容不能为空,请输入英文关键词
错误:关键词超出字数限制,请精简
高级检索

Four new hydroxyl fatty acids, gambaoic acids A-C and gambaoic B methyl ester, from Shrimp Jeotgal-derived Bacillus sp. SNB-066

  • Prima F. Hillman,
  • Chaeyoung Lee,
  • Mücahit Varlı,
  • Rui Zhou,
  • Sang-Ah Han,
  • Minyi Yoo,
  • Ji Young Lee,
  • Jeong-Hyeon Kim,
  • Songyi Lee,
  • Hunmin Lee,
  • Geum Jin Kim,
  • Hyukjae Choi,
  • Hangun Kim,
  • Sang-Jip Nam

摘要

Four new hydroxyl fatty acids (HFAs), gambaoic acids A − C (1 − 3) and gambaoic B methyl ester (4), were isolated from Bacillus sp. SNB-066, a bacterium derived from shrimp jeotgal. The chemical structures of these HFAs were elucidated through extensive spectroscopic data analysis, including mass spectrometry (MS), ultraviolet (UV), and nuclear magnetic resonance (NMR) spectroscopy data. The relative configurations of compounds 2 and 3 were determined using quantum mechanics-based computational analysis with DP4+ statistical calculations. Further specific rotation analyses revealed the absolute configurations of both compounds 2 and 4 as 14 R and 15 R, while compound 3 was assigned as 14S and 15S. Antibacterial activity evaluated by the minimal inhibitory concentration (MIC) assay indicated that only compound 4 exhibited weak activity against the Gram-positive bacteria B. subtilis KCTC 1021 and K. rhizophila KCTC 1915, with MIC values of 64 μg/mL. Further, gambaoic acids B (2) and C (3) exhibited dose-dependent cytotoxicity toward Caco-2 cells, with gambaoic acid C (3) demonstrating a pronounced anti-invasive effect. These findings highlight the diverse bioactivities of the isolated hydroxyl fatty acids and reveal structural features underlying their antimicrobial and anticancer properties.