• The Korean Journal of Pesticide Science
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• v.12 no.2
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• pp.197-200
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• 2008

Novel series of 5-benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline derivatives were designed and synthesized, and their herbicidal activities to diverse weeds were tested under flooded paddy conditions in a greenhouse. Among them, some compounds (3d-f) showed good activities to dominant weeds such as Echinocloa orizycola and Monochoria vaginalis presl. at a rate of 0.063 kg/ha without the serious injury toward rice.

• The Korean Journal of Pesticide Science
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• v.11 no.2
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• pp.67-71
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• 2007

Nobel series of 5-benzyloxymethyl-3-(thiophen-5-yl)-1,2-isoxazoline derivatives were designed and synthesized. The herbicidal activities of these compounds to main dominant weeds to these compounds were evaluated in pot tests that simulated rice paddy conditions. Most of the compounds showed high herbicidal activity to main dominant weeds occurring in rice field without the serious rice injury.

• Bulletin of the Korean Chemical Society
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• v.31 no.5
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• pp.1305-1308
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• 2010

Regioselective perfluorinated isoxazolidine (5 and 7), isoxazoline (9) and 1,2-addition products (6 and 8) having a long alkyl chain functionality have been prepared by 1,3-dipolar cycloaddition between a 1,3-dipole (NH-nitrone or nitrile oxide) and dipolarophile (perfluoro-2-methyl-2-pentene or styrene), respectively. Interestingly, unusual extended conjugated form of isoxazoline adduct (10) was obtained by dehydrofluorinated reaction from the corresponding perfluorinated isoxazoline adduct (9) which was derived from cycloadition between the perfluorinated long alkyl nitrile oxide 1,3-diplole and styrene olefin. This synthetic methodology of heterocyclic compound having a long alkyl chain functionality is useful for the designing of synthetic strategy and potential self-assembled monolayers (SAM) application. These derivatives were characterized by IR, $^1H$ and $^{19}F$ NMR, and MASS analysis.

• Journal of the Korean Chemical Society
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• v.33 no.6
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• pp.673-676
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• 1989

• Biomolecules & Therapeutics
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• v.2 no.2
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• pp.155-160
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• 1994

Human immunodeficiency virus type 1 (HIV-1) protease is essential for the replication of the virus and it is therefore an attractive target for antiviral drugs of HIV-1. Several dipeptide isosteres containing 2-isoxazoline or $\alpha$-hydroxy ketomethylene have been synthesized and their inhibitory effects on the HIV-1 protease examined. The enzymatically active HIV-1 protease was purified to homogeniety from E. coli transformed with a recombinant plasmid (pMAL-pro) containing the entire gene encoding the protease. The purified protease had the substrate specificity with Km value of 9.8$\mu$M when an undecapeptide His-Lys-Ala-Arg-Val-Leu-(p-nitro)Phe-Glu-Ala-Nle-Ser-amide was used as a substrate, and the products from the substrate after specific cleavage by HIV-1 protease were analyzed by HPLC. The synthetic compounds containing dipeptide isosteres showed specific inhibitory effects while a dipeptide isostere containing an isoxazoline ring inhibited the HIV-1 protease competitively with Ki value of 500 $\mu$M. Even if the inhibition effects of HIV-1 protease were not very high, these novel dipeptide isosteres can be used as key structural moieties for developing specific inhibitors of HIV-1 protease.

• Bulletin of the Korean Chemical Society
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• v.17 no.1
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• pp.2-4
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• 1996

• Bulletin of the Korean Chemical Society
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• v.30 no.8
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• pp.1873-1876
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• 2009

• Proceedings of the Korean Society of Applied Pharmacology
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• 1993.04a
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• pp.121-121
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• 1993

Angiotensin Converting Enzyme (ACE)의 효과적인 억제제를 합성하기 위하여 ketomethylene dipeptide isoster와 2-isoxazoline dipeptide isoster를 얻는 방법을 확립하였다. 상기 등입체성 분자들은 아미노산으로부터 유도된 아미노 니트릴 옥사이드의 고리더함반응을 이용하여 효율적으로 합성하였다. 얻어진 이 화합물로부터 ACE 억제제 후보물질 (1, 2)의 합성이 연구되고 있다.

• Archives of Pharmacal Research
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• v.15 no.4
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• pp.317-321
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• 1992

Furoyldroximoyl chloride 3d reacted with 2-aminopyridine, 2-aminopyrimidine. O-aminophenol, O-phenylenediamine and aminothiophenol to afford imidazo [1, 2-a]pyridine 6. imidazo[1, 2-a]pyrimidine 8, benzoxadiazine 10, nitrosobenzopyrizine 13a and nitrosobenzothiazine 13b, respectively. Isoxazoline 18 and pyrrolidino[3, 4-d]isoxazolin-4, 6-dione derivatives 19a and 19b obtained by the reaction of 3 with acrylonitrile and N-arylmaleimide. Hydroximoyl chloride 3 reacted with thiophenol and sodium benzene-sulfinate to yield furylglyoxaloxime 16a and 16b, respectively. Hydroximoyl chloride 3 reacted also with some active methylene compound to give isoxazole derivatives 20-23, respectively.

• The Korean Journal of Pesticide Science
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• v.2 no.1
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• pp.104-106
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• 1998

3-Aryltetrahydro-1,2-benzisoxazolin-4-one derivatives were prepared by regioselective 1,3-dipolar cycloaddition reactions of various aryl nitrile oxides with 2-cyclohexen-1-one. The structures of these compounds were designed as a modifications of triketone herbicides and showed good herbicidal activity.