3-β-hydroxy-12-methyltetradecanoic acid | 799830-53-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-β-hydroxy-12-methyltetradecanoic acid
• 英文别名: 3-hydroxy-12-methyltetradecanoic acid
• CAS: 799830-53-8
• 化学式: C₁₅H₃₀O₃
• 分子量: 258.401
• InChiKey: URNPABCBORNAQZ-ARLHGKGLSA-N

物化性质

• 沸点：
  386.0±25.0 °C(Predicted)
• 密度：
  0.960±0.06 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  gageopeptide B 在 盐酸 、 水 作用下， 反应 23.0h， 生成 3-β-hydroxy-12-methyltetradecanoic acid
  参考文献：
  名称：

  Non-cytotoxic Antifungal Agents: Isolation and Structures of Gageopeptides A–D from a Bacillus Strain 109GGC020

  摘要：

  Antifungal resistance and toxicity problems of conventional fungicides highlighted the requirement of search for new safe antifungal agents. To comply with the requirement, we discovered four new non-cytotoxic lipopeptides, gageopeptides A-D, 1-4, from a marine-derived bacterium Bacillus subtilis. The structures and stereochemistry of gageopeptides were determined by NMR data analysis and chemical means. Gageopeptides exhibited significant antifungal activities against pathogenic fungi Rhizoctonia solani, Botrytis cinerea, and Colletotrichum acutatum with minimum inhibitory concentration (MIC) values of 0.02-0.06 μM. In addition, these lipopeptides showed significant motility inhibition and lytic activities against zoospores of the late blight pathogen Phytophthora capsici. These compounds also showed potent antimicrobial activity against Gram positive and Gram negative bacteria with MIC values of 0.04-0.08 μM. However, gageopeptides A-D did not exhibit any cytotoxicity (GI50 > 25 μM) against cancer cell lines in sulforhodamine B (SRB), 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT), and WST-1 ((4-[3-4-iodophenyl]-2-(4-nitrophenyl)-2H-5-tetrazolio)-1,3-benzene disulfonate)) assays, demonstrating that these compounds could be promising candidates for the development of non-cytotoxic antifungal agents.

  DOI：

  10.1021/jf502436r