Structure-activity relations in organophosphorus inhibited acetylcholinesterase reactivators. I. Methiodides of new mono- and dioximes with pyridine nucleus.
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Biomedical subjects
Publications and source records attributed to M L Stein.
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The effect of 6,4'-dichloroflavan and of isoflavan and isoflavene derivatives on hepatitis A virus (HAV) infection in a monkey cell line (Frp/3 cells) was studied. These compounds were not virucidal and had no measurable effect on the adsorption of virus to the cells at 0 degrees C, whereas they exerted an inhibitory effect on viral antigen synthesis when incubated with the infected cells during HAV multiplication. Among the substances tested, 6,4'-dichloroflavan and 6,4'-dichloroisoflavan showed the highest activity. These compounds are postulated to interact with an early stage (penetration and/or uncoating) of HAV infection.
A reinvestigation of the bark of Uncaria tomentosa afforded, in addition to the major quinovic acid glycosides 1-3, three further glycosides 4-6. The structures were elucidated by spectral and chemical studies. Furthermore, a series of antiviral tests were performed on all these glycosides and on the related glycosides 7-9, previously isolated from Guettarda platypoda.
Previous research on the aerial parts of Calendula arvensis led to the isolation of the epicubebol glycoside 1 and of the sesquiterpene glycosides 2-5 based on the alloaromadendrane skeleton. A further investigation has revealed two new glycosides, 6 and 7, derived from the same sesquiterpene, the structures of which were elucidated by spectral studies. Furthermore a series of antiviral tests has been performed on glycosides 1-7 by examining their ability to interfere with rhinovirus 1B and vesicular stomatitis virus infection in vitro. Only glycoside 1 slightly reduced rhinovirus multiplication. All the compounds were able to inhibit vesicular stomatitis virus infection, 1 and 2 being the most effective.