1011-84-3Relevant articles and documents
Efficient synthesis of 1,2,4-oxadiazine-5-ones via [3+3] cycloaddition of in situ generated aza-oxyallylic cations with nitrile oxides
Wang, Gangqiang,Chen, Rongxing,Zhao, Sen,Yang, Liangfeng,Guo, Haibing,Sun, Shaofa,Wang, Jian,Domena, Justin,Xing, Yalan
, p. 2018 - 2020 (2018)
1,2,4-Oxadiazin-5-ones were prepared via [3+3] cycloaddition of in situ generated aza-oxyallylic cations with nitrile oxides in good yields and excellent functional group compatibility. This efficient transformation is metal-free and is promoted by an inorganic base Cs2CO3. In addition, this reaction features simple-operation, mild conditions, and high regioselectivity.
Synthesis and evaluation of spiroisoxazoline oxindoles as anticancer agents
Ribeiro, Carlos J.A.,Amaral, Joana D.,Rodrigues, Cecília M.P.,Moreira, Rui,Santos, Maria M.M.
, p. 577 - 584 (2014)
Restoring p53 levels through disruption of p53-MDM2 interaction has been proved to be a valuable approach in fighting cancer. We herein report the synthesis and evaluation of eighteen spiroisoxazoline oxindoles derivatives as p53-MDM2 interaction inhibito
Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
Kore, Anilkumar R.,Senthilvelan, Annamalai,Shanmugasundaram, Muthian
, (2020)
The 1,3-dipolar cycloaddition reaction of 3′-O-propargyl guanosine with various in-situ generated nitrile oxides in the presence of DMF as a solvent is described. It is noteworthy that the reaction is highly regioselective that affords biologically import
Synthesis and biological evaluation of novel isoxazole derivatives from acridone
Aarjane, Mohammed,Slassi, Siham,Tazi, Bouchra,Amine, Amina
, (2021)
The present study was carried out in an?attempt to synthesize a new class of potential antibacterial agents. In this context, novel isoxazoles were synthesized and evaluated for their potential antibacterial behavior against four pathogenic bacterial strains. The synthesized compounds exhibited moderate-to-good antibacterial activity against these strains. The highest antibacterial activity was observed against the Escherichia coli strains, particularly for compounds 4a and 4e with phenyl and para-nitrophenyl groups on the isoxazole–acridone skeleton;?they showed promising minimum inhibitory concentration values of 16.88 and 19.01 μg/ml, respectively, compared with the standard drug chloramphenicol (22.41 μg/ml). The synthesized compounds were subjected to in silico docking studies to understand the mode of their interactions with the DNA topoisomerase complex (PDB ID: 3FV5) of E. coli. The molecular docking results showed that compounds 4a–l occupy the active site of DNA topoisomerase (PDB ID: 3FV5), stabilized via hydrogen bonding and hydrophobic interactions, which may be the reason behind their interesting in vitro antibacterial activity.
Efficient synthesis of bis-isoxazole ethers via 1,3-dipolar cycloaddition catalysed by Zn/Zn2+ and their antifungal activities
Zhang, Da-Wei,Lin, Feng,Li, Bo-Chao,Liu, Hong-Wei,Zhao, Tian-Qi,Zhang, Yu-Min,Gu, Qiang
, p. 1500 - 1511 (2015)
An efficient method was developed for synthesising isoxazoles. A series of novel bis-isoxazole ether compounds VI, VII and VIII were synthesised starting from different substituted aldehydes (I) via a 1,3-dispolar cycloaddition using Zn/Zn2+ as a catalyst; these were characterised by FT-IR, HRMS, 1H NMR and 13C NMR spectroscopy. In addition, the antimicrobial properties of the synthesised products were investigated. The synthesised compounds exhibited significant antifungal activities in comparison with the standard drugs, fluconazole and itraconazole. It was found that Candida albicans was sensitive to 2-substituted phenyl bis-isoxazole ethers bearing pyridyl.
A novel cleavage for polystyrene-supported selenium resins: An efficient route to 3,5-disubstituted isoxazolines and their derivatives
Xu, Wei-Ming,Wang, Yu-Guang,Miao, Mao-Zhong,Huang, Xian
, p. 2143 - 2146 (2005)
We report here a novel cleavage method for polystyrene-supported selenium resin using CH3I-NaI under mild conditions to prepare 3,5-disubstituted isoxazolines. The polymer selenium resins can be reused without further transformation. Georg Thie
Synthesis and chemical modification of 3,3-dimethyl-1H,3H-furo[4,3- b][1,5]benzothiazepin-1-one
Matsuo,Sunago,Okutani,Takagi,Nakamoto,Kobayashi
, p. 1643 - 1646 (1995)
Heating of 3-(2-aminophenylthio)-2-methoxycarbonyl-4-methyl-2-penten-4- olide with triethylamine hydrochloride gave 3,3-dimethyl-1H,3H-furo[4,3- b][1,5]benzothiazepin-1-one. Some chemical modifications of the product including [2 + 2]cycloaddition and 1,3-dipolar cycloaddition to the imino group in the product were performed.
Synthesis of novel isoxazoline-containing podophyllotoxin/2′(2′,6′)-(di)halogenopodophyllotoxin derivatives and their insecticidal/acaricidal activities
Yang, Ruige,Zhang, Yuanyuan,Xu, Hui
, p. 1410 - 1416 (2018)
In continuation of our program aimed at the development of natural product-based pesticidal agents, a series of isoxazoline-containing podophyllotoxin/2′(2′,6′)-(di)halogenopodophyllotoxin derivatives were prepared, and their structures were well characte
Synthesis and evaluation of novel isoxazolyl chalcones as potential anticancer agents
Wan, Maosheng,Xu, Linyan,Hua, Li,Li, Ailing,Li, Shuqing,Lu, Wenjing,Pang, Yue,Cao, Chengbo,Liu, Xiangguo,Jiao, Peifu
, p. 38 - 43 (2014)
A series of novel isoxazolyl chalcones were synthesized and evaluated for their activities in vitro against four types of human non-small cell lung cancer cells, including H1792, H157, A549 and Calu-1 cells. The preliminary biological screening showed tha
Substituent effect study on experimental 13C NMR chemical shifts of (3-(substituted phenyl)-cis-4,5-dihydroisoxazole-4,5-diyl)bis(methylene)diacetate derivatives
Kara, Yesim S.
, p. 723 - 730 (2015)
Abstract Eleven novel (3-(substituted phenyl)-cis-4,5-dihydroisoxazole-4,5-diyl)bis(methylene) diacetate derivatives were synthesized in the present study. These dihydroisoxazole derivatives were characterized by IR, 1H NMR, 13C NMR