TY - JOUR
T1 - Correlation of the chemical structure of 4‐nitroquinolines inactivating human cytomegalovirus and established in vivo carcinogenicity tests
AU - Albrecht, Thomas
AU - Speelman, Dan J.
AU - Ramanujam, V. M.Sadagopa
AU - Lund, Howard W.
AU - Legator, Marvin S.
AU - Trieff, Norman M.
PY - 1981
Y1 - 1981
N2 - Inactivation of the infectivity of human cytomegalovirus (CMV) and herpes simplex virus type 1 (HSV‐1) and type 2 (HSV‐2) has been observed following exposure to 4‐nitroquinoline 1‐oxide (NQO) or its metabolite, 4‐hydroxyaminoquinoline 1‐oxide (HAQO). The present study of the specificity of the chemical structure of 4‐nitroquinolines demonstrated that both the 4‐nitro and 1‐oxide groups were required for inactivation of virus infectivity. Reduction of the 4‐nitro group to a 4‐hydroxyamino group enhanced activity, while further reduction to an amino group resulted in loss of activity against virus infectivity. The capacity to inactivate virus was also lost by substitution of the pyridine ring for the quinoline nucleus of NQO. The relationship between the chemical structure and the ability to inactivate viruses studied here correlates well with earlier in vivo carcinogenicity studies of the same group of chemicals.
AB - Inactivation of the infectivity of human cytomegalovirus (CMV) and herpes simplex virus type 1 (HSV‐1) and type 2 (HSV‐2) has been observed following exposure to 4‐nitroquinoline 1‐oxide (NQO) or its metabolite, 4‐hydroxyaminoquinoline 1‐oxide (HAQO). The present study of the specificity of the chemical structure of 4‐nitroquinolines demonstrated that both the 4‐nitro and 1‐oxide groups were required for inactivation of virus infectivity. Reduction of the 4‐nitro group to a 4‐hydroxyamino group enhanced activity, while further reduction to an amino group resulted in loss of activity against virus infectivity. The capacity to inactivate virus was also lost by substitution of the pyridine ring for the quinoline nucleus of NQO. The relationship between the chemical structure and the ability to inactivate viruses studied here correlates well with earlier in vivo carcinogenicity studies of the same group of chemicals.
KW - 4‐hydroxyaminoquinoline 1‐oxide (HAQO)
KW - 4‐nitroquinoline 1‐oxide (NQO)
KW - carcinogenesis
KW - herpesvirus inactivation
KW - mutagenesis
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U2 - 10.1002/tcm.1770010205
DO - 10.1002/tcm.1770010205
M3 - Article
C2 - 6119808
AN - SCOPUS:0019297145
VL - 1
SP - 161
EP - 169
JO - Teratogenesis, Carcinogenesis, and Mutagenesis
JF - Teratogenesis, Carcinogenesis, and Mutagenesis
SN - 0270-3211
IS - 2
ER -