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1.
Herman Gershon Donald D. Clarke Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2001,132(9):1075-1080
Summary. 3,5,6-, 3,5,7-, 4,5,7-, and 5,6,7-trichloro- and -tribromo-8-quinolinols as well as 3,5,6,7-tetrachloro- and -tetrabromo-8-quinolinols
were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. The compounds strongly inhibit five fungi but not M. cirinelloides. They are less active than the related dichloro-8-quinolinols which is attributed to steric hindrance.
Received April 3, 2001. Accepted April 10, 2001 相似文献
2.
Herman Gershon Donald D. Clarke Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2001,158(1):1075-1080
3,5,6-, 3,5,7-, 4,5,7-, and 5,6,7-trichloro- and -tribromo-8-quinolinols as well as 3,5,6,7-tetrachloro- and -tetrabromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. The compounds strongly inhibit five fungi but not M. cirinelloides. They are less active than the related dichloro-8-quinolinols which is attributed to steric hindrance. 相似文献
3.
Herman Gershon Donald D. Clarke John J. McMahon Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2002,133(10):1325-1330
Summary. 3-Iodo- and 6-Iodo-8-quinolinols were prepared and tested against six fungi: Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes in Sabouraud dextrose broth. A comparison with the previously known 5-iodo- and 7-iodo-8-quinolinols showed that the 6-iodo isomer was
the most active.
Corresponding author. E-mail: clarke@fordham.edu
Received May 15, 2002; accepted June 11, 2002 相似文献
4.
Herman Gershon Donald D. Clarke John J. McMahon Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2002,150(3):1325-1330
3-Iodo- and 6-Iodo-8-quinolinols were prepared and tested against six fungi: Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes in Sabouraud dextrose broth. A comparison with the previously known 5-iodo- and 7-iodo-8-quinolinols showed that the 6-iodo isomer was the most active. 相似文献
5.
Summary 3,6-Dichloro- and 3,6-dibromo-8-quinolinols were prepared by direct halogenation of 8-nitroquinoline by N-halosuccinimide in acetic acid or by halogenation of the corresponding 6-halo-8-nitroquinoline prepared via aSkraup reaction. The nitro group was reduced to amino and the amine was hydrolyzed to the phenol in 70% sulfuric acid at 220°C. The fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols, as well as intermediates in their preparation, againstAspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, andMucor cirinelloides was determined. 3,6-dichloro-8-quinolinol is the most fungitoxic analogue of this class of compounds observed to date.
Herstellung und Fungitoxizität von 3,6-Dichlor- und 3,6-Dibrom-8-chinolinen
Zusammenfassung 3,6-Dichlor- und 3,6-Dibrom-8-chinoline wurden durch direkte Halogenierung von 8-Nitrochinolin mit N-Halogensuccinimid in Essigsäure oder durch Halogenierung der entsprechenden nachSkraup synthetisierten 6-Halogen-8-nitrochinoline hergestellt. Die Nitrogruppe wurde zum Amin reduziert und die Aminofunktion in 70% iger Schwefelsäure bei 220°C zum Phenol hydrolysiert. Die Fungitoxizität der 3,6-Dichlor- und 3,6-Dibrom-8-chinoline und jene der bei ihrer Herstellung auftretenden Zwischenstufen gegenAspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride undMucor cirinelloides wurde bestimmt. 3,6-Dichlor-8-chinolin ist der derzeit stärkste bekannte fungitoxische Vertreter dieser Substanzklasse.相似文献
6.
Herman Gershon Donald D. Clarke Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2002,133(11):1437-1442
Summary. 6-Fluoro-8-quinolinol was prepared from 2-amino-5-fluorophenol by a Skraup synthesis. No synergism was observed between 5-fluoro- and 6-fluoro-8-quinolinols or between 6-fluoro- and 7-fluoro-8-quinolinols
against any of the six fungi in our test system (Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Unlike the fluoro-8-quinolinols, the 8-quinolinols comparably substituted with chlorine or bromine did form
synergistic mixtures. This is attributed to steric factors.
Corresponding author. E-mail: clarke@fordham.edu
Received May 23, 2002; accepted May 29, 2002 相似文献
7.
Herman Gershon Donald D. Clarke Muriel Gershon 《Monatshefte für Chemie / Chemical Monthly》2002,158(1):1437-1442
6-Fluoro-8-quinolinol was prepared from 2-amino-5-fluorophenol by a Skraup synthesis. No synergism was observed between 5-fluoro- and 6-fluoro-8-quinolinols or between 6-fluoro- and 7-fluoro-8-quinolinols against any of the six fungi in our test system (Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Unlike the fluoro-8-quinolinols, the 8-quinolinols comparably substituted with chlorine or bromine did form synergistic mixtures. This is attributed to steric factors. 相似文献
8.
Summary 3-Bromo-6-chloro- and 6-bromo-3-chloro-8-nitro, -8-amino-, and -8-hydroxyquinolines along with 3-bromo- and 3-chloroquinolin-6,8-diols were prepared and tested for antifungal activity against six fungi (Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, Trichophyton mentagrophytes) inSabouraud dextrose broth. Compounds with chlorine in the 3 position were generally more fungitoxic than the corresponding analogues with bromine. 6-Bromo-3-chloro-8-quinolinol inhibited four fungi at levels below 1 µg/ml andA. niger andM. cirinelloides at 2 µg/ml each.
Synthese und Fungitoxizität von 3-Brom-6-chlor- und 6-Brom-3-chlor-8-chinolinolen
Zusammenfassung 3-Brom-6-chlor- und 6-Brom-3-chlor-8-nitro-, -8-amino- und -8-hydroxychinoline sowie 3-Brom- und 3-Chlorchinolin-6,8-diole wurden hergestellt und gegen sechs Pilzstämme (Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, Trichophyton mentagrophytes) inSabouraud-Dextrosenährmedium auf lhre fungizide Aktivität untersucht. Verbindungen mit Chlor in Position 3 sind durchwegs fungitoxischer als die entsprechenden Bromanalogen. 6-Brom-3-chlor-8-chinolinol hemmt das Wachstum von vier Pilzen bei Konzentrationen unter 1 µg/ml und das vonA. niger undM. cirinelloides bei einer Konzentration von jeweils 2 µg/ml.相似文献
9.
H. Gershon D. D. Clarke M. Gershon 《Monatshefte für Chemie / Chemical Monthly》1995,126(10):1161-1166
Summary Thirty one compounds (phenol; its 12 possible monohalo analogues; 18 nitrophenols (2- and 4-nitrophenols, 4-, 5-, and 6-halo-2-nitrophenols, 3-halo-4-nitrophenols)) were tested for antifungal activity against six fungi (A. niger, A. oryzae, M. verrucaria, T. viride, M. cirinelloides, andT. mentagrophytes) inSabouraud dextrose broth. The two most fungitoxic compounds of those studied were 5-fluoro- and 5-iodo-2-nitrophenols which inhibited all the fungi at concentrations under 10 µg/ml. 6-Iodo-2-nitrophenol inhibited five fungi at a concentration below 10 µg/ml andM. cirinelloides at 10–100 µg/ml.
Fungizide Aktivität von Halogenphenolen und Nitrohalogenphenolen
Zusammenfassung 31 Verbindungen (Phenol; seine 12 möglichen monohalogenierten Derivate; 18 Nitrophenole (2- und 4-Nitrophenole, 4-, 5- und 6-Halogen-2-nitrophenole, 3-Halogen-4-nitrophenole)) wurden gegenüber 6 Pilzstämmen (A. niger, A. oryzae, M. verrucaria, T. viride, M. cirinelloides, T. mentagrophytes) inSabouraud-Nähmedium auf ihre fungizide Aktivität untersucht. Am effizientesten waren dabei 5-Fluor- und 5-lod-2-nitrophenole (Hemmung aller Stämme bei Konzentrationen <10 µg/ml). 6-lod-2-nitrophenol war gegen 5 Pilze bei Konzentrationen <10 µg/ml und gegenüberM. cirinelloides zwischen 10 und 100 µg/ml aktiv.相似文献
10.
Nuray Ulusoy Öznur Ateş Ömer Küçükbasmacı Muammer Kiraz Yıldız Yeğenoğlu 《Monatshefte für Chemie / Chemical Monthly》2003,134(3):465-474
Summary. Some novel 4-[[2-[[5-(2-furanyl)-4-alkyl/aryl-4H-1,2,4-triazol-3-yl]thio]-acetyl/propionyl]-amino]-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazoles were synthesized and evaluated for in vitro antibacterial activity against Staphylococcus aureus ATCC 29213, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922, and Enterococcus faecalis ATCC 29212 and antifungal activity against Candida albicans ATCC 10231, Candida parapsilosis ATCC 22019, Candida krusei ATCC 6258, Candida parapsilosis, Trichophyton mentagrophytes var. erinacei NCPF 375, Microsporum gypseum NCPF 580, and Trichophyton rubrum using the microbroth dilution method. All of the compounds were found to be ineffective against the above bacteria within
the applied MIC ranges. On the other hand, they were effective against fungi to different degrees. Three compounds showed
high activity against C. parapsilosis and T. mentagrophytes var. erinacei NCPF 375 (MIC = 8 μg cm−3). The in vitro antimycobacterial activity of the new compounds was also investigated against Mycobacterium tuberculosis H37RV (ATCC 27294) in BACTEC 12B medium using a broth microdilution assay, the Microplate Alamar Blue Assay (MABA). Compounds
exhibiting fluorescence were tested in the BACTEC 460 radiometric system. The most active compound was found with 66% inhibition
at >6.25 μg cm−3.
Corresponding author. E-mail: nurayulusoy@yahoo.com
Received July 24, 2002; accepted August 26, 2002 相似文献
11.
Süleyman Gürsoy Zehra A. Bayır Esin Hamuryudan Özer Bekarogğlu 《Monatshefte für Chemie / Chemical Monthly》2000,131(3):287-292
Summary. Unsymmetric metallophthalocyanines (M=Zn, Co, Ni) carrying alkylthio and acetyloxyethylthio groups on peripheral positions were prepared from 4,5-bis-alkylthio-phthalonitrile, 4,5-bis-(acetyloxyethylthio)-phthalonitrile, and the corresponding anhydrous metal salts Zn(CH3COO)2, NiCl2, and CoCl2. The extremely soluble compounds were characterized by their IR, 1H NMR, and UV/Vis spectra. Their long wavelength absorption band was found to be bathochromically shifted; their solubility
is superior to that of symmetrical phthalocyanines.
Received July 27, 1999. Accepted (revised) September 30, 1999 相似文献
12.
Issa Yavari Mehdi Adib Fatemeh Jahani-Moghaddam 《Monatshefte für Chemie / Chemical Monthly》2002,133(11):1431-1436
Summary. Protonation of the reactive 1:1-intermediate produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates
with diethyl N,N′-(naphthalene-1,8-diyl)-dioxamate leads to a vinylphosphonium salt which undergoes an intramolecular Wittig reaction to produce dialkyl-4-ethoxy-1-(8-((2-ethoxy-2-oxoacetyl)-amino)-1-naphthyl)-5-oxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylates in good yields. The title compounds exist as stable rotamers as a result of restricted rotation
around the single bond linking the naphthalene moiety and the heterocyclic system. The calculated free energy of activation
for interconversion of the atropisomers amounts to about 102±2 kJ · mol−1.
Corresponding author. E-mail: isayavar@yahoo.com
Received February 5, 2002. Accepted March 19, 2002 相似文献
13.
G. A. Gazieva A. N. Kravchenko K. A. Lyssenko R. G. Gaziev O. V. Lebedev N. N. Makhova 《Russian Chemical Bulletin》2008,57(8):1744-1753
The reactions of sulfamides with 4,5-dihydroxyimidazolidin-2-ones were studied at ambient and high pressure. The previously
unknown derivatives of 5(3H)-oxotetrahydro-1H-imidazo-[4,5-c][1,2,5]thiadiazole 2,2-dioxide, viz., sulfo analogs of tetrahydroimidazo[4,5-d]imidazole-2,5-(1H,3H) diones (glycolurils), were synthesized. The structures of some of these compounds were established by X-ray diffraction.
The high-pressure reactions performed under conditions of solvent phase transitions afforded also N-(1,3-diethyl-5-hydroxy-2-oxoimidazolidin-4-yl)-N,N′-dialkylsulfamides. Among these compounds, a new conglomerate was found.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1711–1719, May, 2008. 相似文献
14.
Xinhua Liu Jing Zhu Chunxiu Pan Bao’an Song Bo Li 《Frontiers of Chemistry in China》2008,3(4):418-421
(E)-3-(2-chlorophenyl)-1-(2,4-dichlorophenyl) prop-2-en-1-one was prepared from 2-chlorobenzaldehyde followed by cyclization
with hydrazine monohydrate. Eight new 3-(2,4-Di-chlorophenyl)-5-(2-chlorophenyl)-4,5-dihydro-N-acylpyrazole derivatives were synthesized and characterized by elemental analysis, IR and 1H NMR spectroscopy. The experimental results show that the inhibition ratio of compounds 3f towards H. Oryzae and P. oryzae at 50 mg·L−1 is 55.2% and 57.1%, respectively. The inhibition ratio of compounds 3g towards H. Oryzae, P. oryza, S. Sclerotiorum at 50 mg·L−1 is 53.3%, 60.0%, 50.4% respectively.
__________
Translated from Chinese Journal of Applied Chemistry, 2007, 27(7): 835–837 相似文献
15.
Nirav K. Shah Manish P. Patel Ranjan G. Patel 《Phosphorus, sulfur, and silicon and the related elements》2013,188(10):2704-2719
A new series of 12-(2-chloro-6-quinoline-3-yl)-3,3,8-substituted-2,3,4,12-tetrahydro-benzo[4,5]thiazolo[2,3-b]quinazolin-1-ones 4 was synthesized in one pot by condensing various 2-chloro-3-formylquinolines 1, 2-amino-6-substituted-benzothiazoles 2, and 1,3-cyclohexanedione 3 in ethanol. All the compounds were characterized by IR, 1H NMR, 13C NMR spectra and elemental analysis. All the synthesized compounds were screened for their antibacterial activity against Grampositive bacterial species Bacillus cereus and Bacillus substilus, Gram-negative bacterial species Escherichia coli, and their fungicidal activity against Aspergillus niger, Fuserium oxisporum, and Rhizopus species. 相似文献
16.
E. S. Denislamova N. V. Bubnov A. N. Maslivets 《Russian Journal of Organic Chemistry》2011,47(6):933-936
Methyl 1-aryl-3-benzoyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione to give methyl 11-aryl-12-benzoyl-9-hydroxy-4,6-dimethyl-3,5,10-trioxo-4,6,8,11-tetraazatricyclo[7.2.1.02,7]dodec-2(7)-ene-1-carboxylates which underwent thermal recyclization to 1-aryl-3-benzoyl-4-hydroxy-1′,3′-dimethylspiro[pyrrole-2,5′-pyrrolo[2,3-d]pyrimidine]-2′,4′,5,6′(1H,1′H,3′H,7′H)-tetraones. 相似文献
17.
Süleyman Gürsoy Zehra A. Bay?r Esin Hamuryudan ?zer Bekarog?lu 《Monatshefte für Chemie / Chemical Monthly》2000,79(8):287-292
Unsymmetric metallophthalocyanines (M=Zn, Co, Ni) carrying alkylthio and acetyloxyethylthio groups on peripheral positions were prepared from 4,5-bis-alkylthio-phthalonitrile, 4,5-bis-(acetyloxyethylthio)-phthalonitrile, and the corresponding anhydrous metal salts Zn(CH3COO)2, NiCl2, and CoCl2. The extremely soluble compounds were characterized by their IR, 1H NMR, and UV/Vis spectra. Their long wavelength absorption band was found to be bathochromically shifted; their solubility is superior to that of symmetrical phthalocyanines. 相似文献
18.
Kenji Yamagata Fumi Okabe Motoyoshi Yamazaki Yoshinobu Tagawa 《Monatshefte für Chemie / Chemical Monthly》2002,133(5):643-651
Summary. The reaction of 2-amino-4,5-dihydro-3-furancarboxamides with morpholine in the presence of acetic acid in pyridine or under
the influence of ammonium acetate gave the corresponding 3-diaminomethylene-4,5-dihydro-2(3H )-furanones; 4,5-dihydro-2-morpholino-3-furancarboxamides were not isolated. One of the former reacted with benzylamine to
give (E )- and (Z )-3-(amino-(benzylamino)-methylene)-4,5-dihydro-4-phenyl-2(3H )-furanones and 2-benzylamino-4,5-dihydro-4-phenyl-3-furancarboxamide.
Received October 4, 2001. Accepted October 10, 2001 相似文献
19.
Amol H. Kategaonkar Vilas B. Labade Pravin V. Shinde Atul H. Kategaonkar Bapurao B. Shingate Murlidhar S. Shingare 《Monatshefte für Chemie / Chemical Monthly》2010,46(6):787-791
Abstract
A series of new tetrazolo[1,5-a]quinoline-4-carbonitrile derivatives were synthesized for the first time via tetrazolo[1,5-a]quinoline derivatives. Elemental analysis, IR, 1H NMR, 13C NMR, and mass spectral data were used to elucidate the structures of all newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds were investigated against Gram-positive Bacillus subtilis, Gram-negative Escherichia coli, and two fungi, Candida albicans and Aspergillus niger, in comparison with standard drugs. Some of the tested compounds showed significant antimicrobial activity. 相似文献20.
N. N. Pesyan 《Journal of Structural Chemistry》2010,51(5):991-995
A new tetracyclic compound, 1,9-dimethyl-4,5-dihydro-6H-pyrido[3’,2’:4,5]thieno[2,3-f]pyrrolo[l,2-a][1,4]diazepin-6-one (2) was isolated and studied by X-ray crystallography. Compound 2 crystallizes in the orthorhombic system,
space group Pna21, a = 11.1098(8) ?, b = 8.4815(6) ?, c = 28.367(2) ?, V= 2673.0(3) ?3, Z=8. The crystal structure comprises two crystallographically independent molecules of the compound. They relate as stereoisomers;
in each the diazepine ring exhibits a boat conformation. The crystal packing reveals zigzag H-bonded chains with two distinct
hydrogen bonds. The H…O distances and N-H…O angles for N3-H3…O1’ are 2.012? and 174°, and for N3’-H3’…O1 are 1.974? and 154°,
respectively. 相似文献