Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

Dichloroflavan 6-chloro-2-(4- chlorophenyl)chroman

Synonyms: CHEMBL29441, AGN-PC-003V4C, AG-G-88725, SureCN4461737, ACMC-20n1au, ...

Al-Nakib, W. et al., Tisdale, M. et al., Genovese, D. et al., Ninomiya, Y. et al., Superti, F. et al.

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Disease relevance of BW 683C

The binding of [3H]Ro 09-0410 to human rhinovirus type 2 was inhibited by unlabeled Ro 09-0410, 4',6-dichloroflavan, and RMI-15,731 but not by Ro 09-0179 or enviroxime [1].
Poliovirus type 2 Sabin mutants were selected for drug resistance and dependence by plating on HeLa cell monolayers in the presence of 3(2H)-isoflavene, a compound related to dichloroflavan, which prevents the shut-off of host translation and poliovirus RNA and protein synthesis [2].
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 [3].

High impact information on BW 683C

These results indicate that dichloroflavan binds directly to rhinovirus 1B and appears to prevent virus replication at a point immediately after uncoating of the viral RNA [4].
Dichloroflavan was shown to bind to the highly sensitive rhinovirus type 1B (50% inhibitory concentration 0.007 microM) and at a much lower level to the insensitive rhinovirus type 4 (50% inhibitory concentration greater than 25 microM) [4].
Thus a new group of compounds from Janssen was found to be 10-fold more active than enviroxime or 57-fold more active than dichloroflavan (DCF), against human rhinovirus 9 (HRV-9) [5].
In this study we also report on the synergistic interaction between these new synthetic substances and also with some of the earlier compounds such as DCF and enviroxime and we discuss the possible implication of this synergistic activity regarding the future prevention and treatment of common colds caused by rhinoviruses [5].

References

Comparative studies on the modes of action of the antirhinovirus agents Ro 09-0410, Ro 09-0179, RMI-15,731, 4',6-dichloroflavan, and enviroxime. Ninomiya, Y., Aoyama, M., Umeda, I., Suhara, Y., Ishitsuka, H. Antimicrob. Agents Chemother. (1985) [Pubmed]
Isolation and biological characterization of 3(2H)-isoflavene-resistant and -dependent poliovirus type 2 Sabin mutants. Genovese, D., Catone, S., Farah, M.E., Gambacorta, A., Fiore, L. J. Gen. Virol. (1999) [Pubmed]
Effect of isoflavans and isoflavenes on the infection of Frp/3 cells by hepatitis A virus. Superti, F., Seganti, L., Orsi, N., Divizia, M., Gabrieli, R., Panà, A., Stein, M.L. Antiviral Res. (1989) [Pubmed]
Inhibition of an early stage of rhinovirus replication by dichloroflavan (BW683C). Tisdale, M., Selway, J.W. J. Gen. Virol. (1983) [Pubmed]
A 'new' generation of more potent synthetic antirhinovirus compounds: comparison of their MICs and their synergistic interactions. Al-Nakib, W., Tyrrell, D.A. Antiviral Res. (1987) [Pubmed]

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