Abstract:
:Following our studies on structure-activity relationships of anti-rhinovirus chromene and chroman derivatives, we designed and synthesized new series of 3-phenylalkyl-2H-chromenes and -chromans bearing differently sized, aliphatic linker chains between the two cycles. The cytotoxicity and the antiviral activity of the new compounds on human rhinovirus (HRV) serotype 1B and 14 infection were evaluated in HeLa cell cultures. Most of the tested compounds interfered with HRV1B multiplication in the micromolar or submicromolar concentrations while HRV14 was less susceptible. 3-[3-(4-Chlorophenyl)propyl]chroman (9c) was selected for preliminary mechanism of action studies due to its potent activity against both serotypes (IC50 of 0.48μM and 1.36μM towards HRV1B and 14, respectively) coupled with high selectivity (SI=206.18 and 73.26, respectively). Results of time of addition/removal studies suggest that 9c, similarly to related derivatives, behaves as a capsid binder interfering with some early events of the HRV1B infectious cycle.
journal_name
Bioorg Med Chemjournal_title
Bioorganic & medicinal chemistryauthors
Conti C,Proietti Monaco L,Desideri Ndoi
10.1016/j.bmc.2017.02.012subject
Has Abstractpub_date
2017-04-01 00:00:00pages
2074-2083issue
7eissn
0968-0896issn
1464-3391pii
S0968-0896(16)30899-9journal_volume
25pub_type
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