117952-43-9Relevant academic research and scientific papers
Exploring efficacy of natural-derived acetylphenol scaffold inhibitors for α-glucosidase: Synthesis, in vitro and in vivo biochemical studies
Dong, Qingjian,Li, Ding,Liu, Ting,Liu, Zhigang,Yu, Xiao,Zhang, Fan
, (2020)
The discovery of novel α-glucosidase inhibitors and anti-diabetic candidates from natural or natural-derived products represents an attractive therapeutic option. Here, a collection of acetylphenol analogues derived from paeonol and acetophenone were synthesized and evaluated for their α-glucosidase inhibitory activity. Most of derivatives, such as 9a–9e, 9i, 9m–9n and 11d–1e, (IC50 = 0.57 ± 0.01 μM to 8.45 ± 0.57 μM), exhibited higher inhibitory activity than the parent natural products and were by far more potent than the antidiabetic drug acarbose (IC50 = 57.01 ± 0.03 μM). Among these, 9e and 11d showed the most potent activity in a non-competitive manner. The binding processes between the two most potent compounds and α-glucosidase were spontaneous. Hydrophobic interactions were the main forces for the formation and stabilization of the enzyme - acetylphenol scaffold inhibitor complex, and induced the topography image changes and aggregation of α-glucosidase. In addition, everted intestinal sleeves in vitro and the maltose loading test in vivo further demonstrated the α-glucosidase inhibition of the two compounds, and our findings proved that they have significant postprandial hypoglycemic effects.
2,4-dihydroxy-5-methyl-acetophenone and its derivatives as fungicides of the application of the synthesis and
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Paragraph 0033-0039; 0040-0046, (2016/10/08)
The invention discloses a synthesis method of 2,4-dihydroxy-5-methyl acetophenone and a derivative thereof. The obtained 2,4-dihydroxy-5-methyl acetophenone and the derivative thereof have the general structural formula as shown in the specification, wherein R is ethyl, propyl, n-butyl, isobutyl, n-amyl or tert-amyl. The specific synthesis method comprises the steps of taking 2,4-dihydroxy benzaldehyde as a raw material, and carrying out reduction and a Friedel-Crafts acylation reaction to synthesize the product. Experiments prove that the 2,4-dihydroxy-5-methyl acetophenone and the derivative thereof have quite good bacteriostatic effects, have a relatively low IC50 value, and can be applied in preparing agricultural preparations for prevention and treatment of paddy rice blast, tomato gray mold, tomato early blight, apple rot disease and apple anthracnose.
Natural products as sources of new fungicides (III): Antifungal activity of 2,4-dihydroxy-5-methylacetophenone derivatives
Shi, Wei,Dan, Wen-Jia,Tang, Jiang-Jiang,Zhang, Yan,Nandinsuren, Tseden,Zhang, An-Ling,Gao, Jin-Ming
supporting information, p. 2156 - 2158 (2016/04/20)
A series of new 2,4-dihydroxy-5-methylacetophenone 2 derivatives were synthesized, and characterized by 1H, 13C NMR and ESI-MS. Their antifungal activities were evaluated in vitro against five important plant fungal pathogens including Cytospora sp., Glomerella cingulate, Pyricularia oryzaecar, Botrytis cinerea and Alternaria solani by the mycelial growth inhibitory rate assay. Compounds 2b-d, 2g and 2h displayed a broad-spectrum activity. The log P value of these active compounds is ranging from 1.71 to 2.54. Especially, isopropyl ketone 2g (log P 2.27) was found to be the most active to the tested organisms with IC50 values of 17.28-32.32 μg/mL. The results suggest that compound 2g might be a promising candidate in the development of new agrochemical antifungal agents. Preliminary structure-activity relationship (SAR) studies of the acetophenone derivatives are also discussed.
