2,4-二乙酰基间苯三酚

2,4-二乙酰基间苯三酚（2,4-Diacetylphloroglucinol，2,4-DAPG）也称2,4-二乙酰基藤黄酚，是一种酚，为荧光假单胞菌一些种的次级代谢产物。[1]研究发现，这些种代谢生成的这种化合物对植物致病菌具有抗生作用，具有生物防治功能。[2][3]在假单胞菌protegens的代谢产物中也发现了这种物质，对植物致病菌具有同样的抗菌活性。[4][5]

2,4-二乙酰基间苯三酚
Chemical structure of 2,4-diacetylphloroglucinol
IUPAC名
1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone
别名 2,4-DAPG
识别
CAS号 2161-86-6  ☒N=
PubChem 16547
ChemSpider 15687
SMILES
 
  • CC(=O)C1=C(C(=C(C=C1O)O)C(=O)C)O
性质
化学式 C10H10O5
210.18 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

赤背蝾螈（redback salamanders）皮肤上的溶杆菌gummosus也能代谢生成2,4-二乙酰基间苯三酚。[6]

参考文献
  1. Biosynthesis of Phloroglucinol. Jihane Achkar, Mo Xian, Huimin Zhao and J. W. Frost, J. AM. CHEM. SOC., 2005, volume 127, pages 5332-5333, doi:10.1021/ja042340g
  2. Bangera, MG; Thomashow, LS. . Journal of bacteriology. 1999, 181 (10): 3155–63. PMC 93771 可免费查阅. PMID 10322017.
  3. Cronin, D; Moenne-Loccoz, Y; Fenton, A; Dunne, C; Dowling, DN; O'Gara, F. . Applied and environmental microbiology. 1997, 63 (4): 1357–61. PMC 1389549 可免费查阅. PMID 16535571.
  4. Ramette et al. (2011) Pseudomonas protegens sp. nov., widespread plant-protecting bacteria producing the biocontrol compounds 2,4-diacetylphloroglucinol and pyoluteorin. Systematic and Applied Microbiology 34, 180–188 doi:10.1016/j.syapm.2010.10.005
  5. Haas D, Defago G. (2005) Biological control of soil-borne pathogens by fluorescent pseudomonads. Nature Reviews in Microbiology 3(4):307-19 doi:10.1038/nrmicro1129 PMID 15759041
  6. Brucker RM, Baylor CM, Walters RL, Lauer A, Harris RN, Minbiole KPC. 2008. The identification of 2,4-diacetylphloroglucinol as an antifungal metabolite produced by cutaneous bacteria of the salamander Plethodon cinereus. Journal of Chemical Ecology 34(1):39-43.
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