2,4-二乙酰基间苯三酚

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

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]

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

^ 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
^ Bangera, MG; Thomashow, LS. Identification and characterization of a gene cluster for synthesis of the polyketide antibiotic 2,4-diacetylphloroglucinol from Pseudomonas fluorescens Q2-87. Journal of bacteriology. 1999, 181 (10): 3155–63. PMC 93771 . PMID 10322017.
^ Cronin, D; Moenne-Loccoz, Y; Fenton, A; Dunne, C; Dowling, DN; O'Gara, F. Role of 2,4-Diacetylphloroglucinol in the Interactions of the Biocontrol Pseudomonad Strain F113 with the Potato Cyst Nematode Globodera rostochiensis.. Applied and environmental microbiology. 1997, 63 (4): 1357–61. PMC 1389549 . PMID 16535571.
^ 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
^ 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
^ 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.

[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. Identification and characterization of a gene cluster for synthesis of the polyketide antibiotic 2,4-diacetylphloroglucinol from Pseudomonas fluorescens Q2-87. Journal of bacteriology. 1999, 181 (10): 3155–63. PMC 93771 . PMID 10322017.

[3] Cronin, D; Moenne-Loccoz, Y; Fenton, A; Dunne, C; Dowling, DN; O'Gara, F. Role of 2,4-Diacetylphloroglucinol in the Interactions of the Biocontrol Pseudomonad Strain F113 with the Potato Cyst Nematode Globodera rostochiensis.. Applied and environmental microbiology. 1997, 63 (4): 1357–61. PMC 1389549 . PMID 16535571.

[Ramette-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

[Brucker_et_al._2008-6] 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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