Bioorganic and Medicinal Chemistry p. 837 - 850 (1996)
Update date:2022-08-03
Topics:
Artico
Silvestri
Pagnozzi
Stefancich
Massa
Loi
Putzolu
Corrias
Spiga
La Colla
With the aim of developing novel inhibitors of human immunodeficiency virus, various derivatives (10-17) related to 5H-pyrrolo[1,2- b][1,2,5]benzothiadiazepine (PBTD) were prepared and tested in vitro. The title tricyclic derivatives were obtained by intramolecular cyclization of the open-chain intermediate arylpyrrylsulfones, followed by N-alkylation at position 10. Among test derivatives some 10-alkyl-5H-pyrrolo[1,2- b][1,2,5]benzothiadiazepin-11(10H)-one-5,5-dioxides were found to exert potent and specific activity against HIV-1. In particular, 7-chloro derivatives 11i and j showed a potency comparable to that of nevirapine. However, when the chloro atom was shifted to the 8 position, the related products were scarcely active or totally inactive. Replacement of the pyrrole with pyrrolidine led to inactive products and the reduction of SO2 to S strongly diminished the antiviral potency. PBTD derivatives active in cell cultures were also inhibitory to the recombinant HIV-1 RT in enzyme assays, thus allowing the conclusion that PBTDs are a new class of non-nucleoside reverse transcriptase inhibitors (NNRTIs).
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Doi:10.1016/j.jallcom.2010.07.006
(2010)Doi:10.1021/jo00838a012
(1969)Doi:10.1021/jm00308a051
(1968)Doi:10.1021/jo960854v
(1996)Doi:10.1007/s11243-011-9487-x
(2011)Doi:10.1002/hlca.19960790709
(1996)