SYNTHESIS AND ANTIFUNGAL ACTIVITY OF NOVEL (1-ARYL-2-HETEROCYCLYL)ETHYLIDENEAMINOOXYMETHYL-SUBSTITUTED DIOXOLANES

被引：32

作者：

BAJI, H

FLAMMANG, M

KIMNY, T

GASQUEZ, F

COMPAGNON, PL

DELCOURT, A

机构：

[1] FAC PHARM DIJON,CHIM ORGAN & PHARM CHIM LAB,F-21000 DIJON,FRANCE

[2] FAC PHARM DIJON,BOT & CRYPTOGAMIE LAB,F-21000 DIJON,FRANCE

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1995年 / 30卷 / 7-8期

关键词：

ANTIFUNGAL ACTIVITY; 1,3 DIOXOLANE; ETHYLIDENEAMINOOXY; IMIDAZOLE; 1,2,4-TRIAZOLE;

D O I：

10.1016/0223-5234(96)88277-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of (1-aryl-2-heterocyclyl)ethylideneaminooxymethyl-substituted dioxolanes IIIa-n were synthesized by condensation of substituted 1,3-dioxolan-4-ylmethyl p-toluenesulfonates 4 with 1-(hydroxyimino)-1-aryl-2-heterocyclylethanes 5. Compounds IIIa-n were found to have effective in vitro antifungal activity when evaluated against the pathogenic fungi Candida albicans, Aspergillus flavus and Fusarium solani with MIC (minimum inhibitory concentration) values of 10 mu g . ml(-1) for IIIa-l and 5 mu g . ml(-1) for IIIm,n.

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页码：617 / 626

页数：10

相关论文

共 24 条

[1] L(+)PROPYLENE GLYCOL [J].

BAER, E ;

FISCHER, HOL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (02) :609-610

[2] SYNTHESIS AND ANTIVIRAL ACTIVITY OF 9-ALKOXYPURINES .2. 9-(2,3-DIHYDROXYPROPOXY)PURINES, 9-(3,4-DIHYDROXYBUTOXY)PURINES, AND 9-(1,4-DIHYDROXYBUT-2-OXY)PURINES [J].

BAILEY, S ;

HARNDEN, MR ;

JARVEST, RL ;

PARKIN, A ;

BOYD, MR .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (01) :57-65

[3]

CHIMIAK A, 1974, B ACAD POL SCI-CHIM, V22, P195

[4] CONFORMATIONAL-ANALYSIS BY NMR-STUDIES OF RIGID OXIMES - CORRELATION DELTA DELTA = F (DIHEDRAL ANGLE) [J].

DURAND, R ;

GENESTE, P ;

MOREAU, C ;

PAVIA, AA .

ORGANIC MAGNETIC RESONANCE, 1974, 6 (02) :73-77

[5]

FUJII T, 1967, CHEM PHARM BULL, V15, P345

[6] PREPARATION AND ANTIMYCOTIC PROPERTIES OF DERIVATIVES OF 1-PHENETHYLIMIDAZOLE [J].

GODEFROI, EF ;

HEERES, J ;

VANCUTSE.J ;

JANSSEN, PAJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (05) :784-&

[7]

GROCHOWSKI E, 1976, SYNTHESIS-STUTTGART, P682

[8] CONFORMATIONALLY DEFINED ADRENERGIC AGENTS .8. SYNTHESIS OF CONFORMATIONALLY DEFINED ANALOGS OF NORFENFLURAMINE - A HIGHLY STEREOSPECIFIC SYNTHESIS OF AMINES FROM ALCOHOLS IN THE BENZOBICYCLO[2.2.1]HEPTENE SYSTEM [J].

GRUNEWALD, GL ;

PARADKAR, VM ;

PAZHENCHEVSKY, B ;

PLEISS, MA ;

SALL, DJ ;

SEIBEL, WL ;

REITZ, TJ .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (14) :2321-2327

[9] SYNTHESIS AND STRUCTURE - ACTIVITY RELATIONSHIPS OF SELECTED ISOMERIC OXIME ORTHO-ETHERS AS ANTICHOLINERGIC AGENTS [J].

HANEY, WG ;

BROWN, RG ;

ISAACSON, EI ;

DELGADO, JN .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1977, 66 (11) :1602-1606

[10] ANTI-MYCOTIC IMIDAZOLES .4. SYNTHESIS AND ANTIFUNGAL ACTIVITY OF KETOCONAZOLE, A NEW POTENT ORALLY ACTIVE BROAD-SPECTRUM ANTIFUNGAL AGENT [J].

HEERES, J ;

BACKX, LJJ ;

MOSTMANS, JH ;

VANCUTSEM, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (08) :1003-1005