Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
1,2,5-BENZOTHIADIAZEPINE AND PYRROLO[2,1-D][1,2,5]BENZOTHIADIAZEPINE DERIVATIVES WITH SPECIFIC ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 ACTIVITY
Autore:
DISANTO R; COSTI R; ARTICO M; MASSA S; MARONGIU ME; LOI AG; DEMONTIS A; LACOLLA P;
Indirizzi:
UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT,P ALDO MORO 5 I-00185 ROME ITALY UNIV ROMA LA SAPIENZA,DIPARTIMENTO STUDI FARMACEUT I-00185 ROME ITALY UNIV SIENA,DIPARTIMENTO FARMACO CHIM TECNOL I-53100 SIENA ITALY UNIV CAGLIARI,DIPARTIMENTO BIOL SPERIMENTALE I-09137 CAGLIARI ITALY
Titolo Testata:
Antiviral chemistry & chemotherapy
fascicolo: 2, volume: 9, anno: 1998,
pagine: 127 - 137
SICI:
0956-3202(1998)9:2<127:1APD>2.0.ZU;2-3
Fonte:
ISI
Lingua:
ENG
Soggetto:
REVERSE-TRANSCRIPTASE INHIBITORS; REPLICATION; POTENT; SERIES;
Keywords:
PYRROLOBENZOTHIADIAZEPINES; BENZOTHIADIAZEPINES; BENZOTHIADIAZINES; ANTI-HIV-1 AGENTS; NNRTIS; ANTIRETROVIRAL AGENTS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
17
Recensione:
Indirizzi per estratti:
Citazione:
R. Disanto et al., "1,2,5-BENZOTHIADIAZEPINE AND PYRROLO[2,1-D][1,2,5]BENZOTHIADIAZEPINE DERIVATIVES WITH SPECIFIC ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 ACTIVITY", Antiviral chemistry & chemotherapy, 9(2), 1998, pp. 127-137

Abstract

We synthesized and tested as novel inhibitors of human immunodeficiency virus type 1 (HIV-1) bi-and tricyclic thiadiazine ring homologues of chloro-2-ethyl-2H-1,2,4-benzothiadiazin-3-(4H)-one 1,l-dioxide, which is a compound endowed with anti-HIV-l activity at low micromolar concentrations. Benzothiadiazepine derivatives were obtained by alkylation of dihydro-3-methyl-1,2,5-benzothiadiazepin-4(5H)-one 1,l-dioxide, which was obtained by intramolecular cyclization of 2-(2-amino-5-chloro-benzenesulphonamido) propanoic acid. Pyrrolobenzothiadiazepines were synthesized from N-substituted 5-chloro-2-(1H-pyrrol-1-yl)benzenesulphonamides by treating with triphosgene. N-6- substituted pyrrolo[2,1-d][1,2,5]benzothiadiazepin-7(6H)-one 5,5-dioxides were active, though not very potent. Both a chlorine atom and an unsaturated alkyl chain were found to be determinants of anti-HIV-l activity. The highest potencywas shown by a derivative with a TIBO-related 3,3-dimethylallyl chain. 2,3-Dihydro-1,2,5-benzothiadiazepin-4(5H)-one 1,l-dioxides were scarcely active in HIV-l-infected MT-4 cell assays; however, the introduction of the dimethylallyl chain into 7-chloro-1,2,5-benzothiadiazepine moiety led to a bicyclic derivative which was more potent and less cytotoxic than the tricyclic pyrrole-containing counterpart.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/09/20 alle ore 15:32:07