• 약학회지
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• 제34권2호
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• pp.80-87
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• 1990

3-Substituted 5-aminoisoxazole-4-carboxylates were prepared by the reaction of corresponding bormoaldoximes with cyanoacetate. The 3-trifluoromethylisoxazole derivatives were acylated to amides with various aminopyridine derivatives to afford diamides. The ester group was hydrolyzed and decarboxylated easily to give 3-trifluoromethyl-5-aminoisoxazole. The aminoisoxazole was also converted to amides. 5-Amino-3-trifluoromethylisoxazole-5-one-4-carboxylate was prepared by the reaction of trifluoroacetoaldoximoyl bromide and malonate. 5-Amino-3-methylisoxazole-5-one-4-acetate was prepared by the reaction of hydroxylamine and acetylmalonate. The synthesized compounds were tested for antiinflammatory activities.

• Archives of Pharmacal Research
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• 제15권4호
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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.

• Bulletin of the Korean Chemical Society
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• 제30권8호
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• pp.1873-1876
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• 2009

• 대한화학회지
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• 제42권4호
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• pp.369-377
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• 1998

이소옥사졸과 그의 유도체가 배위된 팔라듐(II) 및 백금(II)착물$([M(L)_2X_2]$, M=Pd(II), Pt(II); L=isoxazole(isox), 3,5-dimethylisoxazole(3,5-diMeisox), 3-methyl, 5-phenylisoxazole(3-Me, 5-Phisox), and 4-am-ino 3,5-dimethylisoxazole(4-ADI); X=Cl, Br)의 항암활성을 분자역학(MM2)법으로 최소에너지를 갖는 구조를 구한 후 확장분자궤도함수(EHMO)법으로 조사하였다. 중심금속의 $d_x^{2-}_y^2$ 궤도함수와 할로겐 원자의 $p_x$ 궤도함수 사이의 ${\sigma}MO$ 에너지준위$(E_{{\sigma}(Pd,Pt-X)})$가 질소원자의 $p_x$ 궤도함수 사이의 ${\sigma}MO$ 에너지준위 $(E_{\sigma}(Pd,Pt-N))$보다 예외없이 더 높아서 결합이 약함을 알 수 있었다. 아울러 같은 착물에서 cis- 보다 trans-착물에서 $(E_{\sigma}(Pd,Pt-X))$ 값이 더 높아서 결합이 약함을 알았다. 또한 평면형 리간드가 배위될 경우 cis-, trans- 이성체 모두 백금착물에서보다 팔라듐착물에서 $X^-$ 이온의 이탈이 더 용이했다. 다라서 $X^-$ 이온으로 떨어져 나가는 용이성이 항암활성과 어떤 관계가 있을 것으로 생각하고 $E_{{\sigma}(Pd,Pt-N)}-E_{{\sigma}(Pd,Pt-X)}({\Delta}E_{{\sigma}(N-X)})$과 저해활성 계수인 logIA의 값를 도시하였던바 실험치와 상관 계수가 0.96인 좋은 직선성이 성립함을 알 수 있었다.

• 통합자연과학논문집
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• 제9권2호
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• pp.94-102
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• 2016

The crystal structure of the potential active 6-ethoxy-3-phenyl-5a,9a-dihydro-3H-chromen[4,3-c][1,2]oxazole-3a(4H)-carbonitrile ($C_{19}H_{15}N_2O_3$) has been determined from single crystal X-ray diffraction technique. The title compound crystallizes in the monoclinic space group C2/c with unit cell dimension a= 29.3026(9) ${\AA}$, b= 6.7695(2) ${\AA}$ and c= 19.7597(6) ${\AA}$ [${\alpha}= 90^{\circ}$, ${\beta}= 125.709(10)^{\circ}$ and ${\gamma}= 90^{\circ}$]. Single crystals suitable for X-ray diffraction were obtained by slow evaporation method, the isoxazole and six membered pyran rings adopts envelope conformation. The crystal packing of the molecules is stabilized by the weak $C-H{\ldots}N$ hydrogen bond interaction.

• 동의신경정신과학회지
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• 제24권3호
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• pp.281-292
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• 2013

Objectives : A growing body of evidence has suggested that the dysfunction of glutamatergic systems plays a pivotal role in major depressive disorder (MDD). This study was performed to investigate the antidepressant-like effects of the ethanolic extract of Gastrodia elata Bl (GE) in mouse models and to investigate the role of ${\alpha}$-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors in producing these antidepressant-like effects. Methods : The forced swim test (FST) and tail suspension test (TST) were used to investigate GE's behavioral effects in mice. Additional biochemical and behavioral experiments with NBQX, an AMPA receptor antagonist, were undertaken to determine whether the antidepressant-like properties of GE are involved in AMPA receptor throughput. Results : Oral administration of GE extract (1,600 mg/kg) 1h prior to testing significantly reduced the immobility times in the FST and TST. These antidepressant-like effects of GE extract were increased dose-dependently. Pre-treatment with NBQX significantly attenuated the reduction in immobility time induced by the GE extract in the FST and TST. Conclusions : The ethanolic extract of GE may exert antidepressant-like effects with involvement of AMPA receptor.

• 약학회지
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• 제55권2호
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• pp.91-97
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• 2011

To search a new anti-depressant agents against para-chloroamphetamine-induced excitation, three dimensional quantitative-structure relationships (3D-QSAR) models between structure of 3a,4-dihydro-3H-[1]-benzopyronao[4,3]isoxazoles (1-30) and thieir inhibitory activity against para-chloroamphetamine-induced excitation were performed and discussed quantitatively using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) methods. From these basis on the findings, the optimized CoMSIA-2F model ($q^2$=0.793 and $r^2$=0.952) showed the best statistical results. And also, it is found that the para-chloroamphetamine inhibitory activity from the optimized CoMSIA-2F model was dependent on steric field (35.2%) and electrostatic field (64.8%) of tricyclic isoxazoles. Particularly, it is predicted that the inhibitory activity against para-chloroamphetamine-induced excitation will be able to increase by the designed compounds from the CoMSIA-2F model.

• Corrosion Science and Technology
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• 제18권5호
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• pp.155-167
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• 2019

In this study, two novel Schiff base compounds including (3-(4-Chlorophenyl isoxazole-5-yl) methanol and (3-(2,4 dichlorophenol isoxazole-5-yl) methanol as corrosion inhibitors for mild steel in 1 M hydrochloric acid solution were investigated by potentiodynamic polarization, electrochemical impedance spectroscopy (EIS), and density functional theory (DFT) computations. The results showed that the corrosion inhibition efficiency (IE) is remarkably enhanced with the growing concentration of the Schiff base inhibitors. The results from Tafel polarization and EIS methods showed that IE decreases with gradual increments of temperature. This process can be attributed to the displacement of the adsorption/desorption balance and hence to the diminution of the level of a surface coating. Also, the adsorption of two inhibitors over mild steel followed the Langmuir adsorption isotherm. Too, the results of the scanning electron microscope (SEM) images showed that the Schiff base inhibitors form an excellent protective film over mild steel and verified the results by electrochemical techniques. Additionally, the results from the experimental and those from DFT computations are in excellent accordance.

• 생명과학회지
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• 제19권8호
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• pp.1055-1061
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• 2009

${\alpha}$-amino-3-hydroxy-5-methyl-4-isoxazole propionate (AMPA) 수용체는 중추신경계에 널리 발현하며, 연접부위에서 글루타메이트에 의한 흥분성 신경전달의 역할을 행한다. 이러한 수용체의 조절은 학습과 기억에 관여한다. 본 연구에서는 AMPA receptor subunit glutamate receptor-interacting protein 1 (GRIP1)과 결합하는 단백질로 armadillo family인 p0071/plakophilin-4을 분리하였다. GRIPl 단백질은 p0071/plakophilin-4 단백질의 C-말단과 결합하며, armadillo family 단백질 중 p0071/plakophilin-4 과만 결합한다. 효모 two-hybrid assay에서 GRIPl의 Postsynaptic density-95/Discs large/Zona occludens-1 (PDZ) 영역이 p0071/plakophilin-4 단백질과의 결합에 관여하며, p0071/plakophilin-4 단백질의 C-말단 아미노산인 "S-X-V" 배열이 결합에 필수적이었다. 이러한 결합은 뇌 균질액에서 Glutathione S-transferase (GST) pull-down assay와 공면역침강법으로 확인하였다. 이러한 결과들은 AMPA 수용체가 연접후막에 안정적으로 위치하는 새로운 역할을 시사한다.

• 대한화학회지
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• 제39권4호
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• pp.244-251
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• 1995

이소옥사졸과 그의 유도체를 가진 팔라듐(II) 착물 $[Pd(L)_2X_2]$, L=isoxazole(isox), 3,5-dimethylisoxazole(3,5-diMeisox), 3-methyl, 5-phenylisoxazole(3-Me, 5-Phisox), and 4-amino, 3,5-dimethylisoxazole(4-ADI); X=Cl, Br)의 항암활성을 확장분자궤도함수(EHMO)법으로 조사하였다. X 원자의 알짜전하 값은 trans-이성체가 cis-이성체보다 음의 값으로 대체로 크게 나타났고, X=Cl일 때가 X=Br일 때보다 음의 값으로 커서, Cl일 때가 이탈이 용이함을 알 수 있었다. Pd(dx2-y2)-X(px)의 ${\sigma}MO$ 에너지($E{\sigma}(Pd-X)$)가 Pd(dx2-y2)-N(px)의 ${\sigma}MO$ 에너지 ($E{\sigma}(Pd-N)$)보다 예외없이 더 높아서 결합이 약함을 알았다. 아울러 같은 착물에서 cis-보다 trans-착물에서 ${\sigma}(Pd-X)$값이 더 높아서 결합이 약함을 알았다. 따라서 $X^-$ 이온으로 떨어져 나가는 용이성과 그 구조변화가 항암활성과 관계가 있을 것으로 생각하고 $E{\sigma}(N-X)(E{\sigma}(Pd-N)－E{\sigma}(Pd-X))$값과 저해활성 계수인 logIA의 값을 도시하였던 바 실험치와 상관 계수가 0.96안 좋은 직선성이 성립함을 알았다.