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Evidence Of Steric Factors In The Fungitoxic Mechanism Of 8-Quinolinol And Its 2-, 3-, 4-, 5-, 6- And 7-Chloro And Bromo Analogues / Herman Gershon, Donald D. Clarke, And Muriel Gershon Department Of Chemistry, Fordham University, Bronx, Ny 10458, Usa New York Botanical Garden, Bronx, Ny 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Muriel Gershon
Evidence Of Steric Factors In The Fungitoxic Mechanism Of 8-Quinolinol And Its 2-, 3-, 4-, 5-, 6- And 7-Chloro And Bromo Analogues / Herman Gershon, Donald D. Clarke, And Muriel Gershon Department Of Chemistry, Fordham University, Bronx, Ny 10458, Usa New York Botanical Garden, Bronx, Ny 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Muriel Gershon
Chemistry Faculty Publications
A study was made of the fungitoxicity of 2-, 3-, 4-, 5-, 6- and 7-chloro and bromo- 8-quinolinols against Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride and Trichophyton mentagrophytes in Sabouraud dextrose broth and in Yeast Nitrogen Base supplemented with 1% D-glucose and 0.088% L-asparagine. Based on the presence or absence of synergism between pairs of substituted 8-quinolinols and reversal or nonreversal of toxicity by L-cysteine or Nacetyl- L-cysteine, the following conclusions were reached: (1) substituents on the quinoline ring change the site(s) of action of the toxicant; (2) the sites of action of the 5-, 6-, and 7-chloro-8-quinolinols …
Preparation And Fungitoxicity Of 3,6-Dichloro- And 3,6-Dibromo-8-Quinolinols / H. Gershon, D. D. Clarke, And M. Gershon Department Of Chemistry, Fordham University, Bronx, Ny 10458, Usa New York Botanical Garden, Bronx, Ny 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Muriel Gershon
Preparation And Fungitoxicity Of 3,6-Dichloro- And 3,6-Dibromo-8-Quinolinols / H. Gershon, D. D. Clarke, And M. Gershon Department Of Chemistry, Fordham University, Bronx, Ny 10458, Usa New York Botanical Garden, Bronx, Ny 10458, Usa, Herman Gershon, Donald Dudley Clarke Phd, Muriel Gershon
Chemistry Faculty Publications
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 a Skraup 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, against Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, and Mucor cirinelloides was determined. 3,6-dichloro-8-quinolinol is the most fungitoxic analogue of this class of compounds observed to date