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Pregled bibliografske jedinice broj: 186044

Časopis

Autori: Jarak, Ivana; Kralj, Marijeta; Šuman, Lidija; Pavlović, Gordana; Dogan, Jasna; Piantanida, Ivo; Žinić, Mladen; Pavelić, Krešimir; Karminski-Zamola, Grace
Naslov: Novel Cyano- and N-isopropylamidino-Substituted Derivatives of Benzo[b]thiophene- 2-carboxanilides and Benzo[b]thieno[2, 3-c]quinolones: Synthesis, Photochemical Synthesis, Crystal Structure Determination and Antitumor Evaluation. Part 2.
Izvornik: Journal of medicinal chemistry (0022-2623) 48 (2005); 2346-2360
Vrsta rada: članak
Ključne riječi: benzo[b]thieno[2; 3-c]quinolones; synthesis; photochemical synthesis; intercalators; binding on DNA; anticancer activity
Sažetak:
A series of new derivatives of 3-chloro-benzo[b]thiophene-2-carboxanilides (groups 2, 4, 5, 7, 8) and their "cyclic" analogues benzo[b]thieno[2, 3-c]quinolones were synthesized. Spectroscopic study of interactions of some representatives of "cyclic" derivatives and their "acyclic" precursors with ds-DNA/RNA supported strong intercalative binding of former and weak non-intercalative binding of later group of compounds. All tested compounds showed certain antiproliferative effect toward series of human tumor and one normal cell line. Among them those with one amidino- substituent have shown the best effect. The most active benzo[b]thieno[2, 3-c]quinolones induced apparent S and G2/M arrest of the cell cycle, which resulted in apoptosis. These results strongly suggested that the compounds may act as topoisimerase "poisons", what is in good agreement with their intercalative mode of binding to ds- DNA/RNA, opposite to studied "acyclic" group of derivatives. 6a and 6d showed the best selectivity by inhibiting the growth of tumor cells but not the normal fibroblasts
Projekt / tema: 0098053, 0119633, 0098093, 0098092, 0125005
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
MEDLINE
Scopus
SCI-EXP, SSCI i/ili A&HCI
Science Citation Index Expanded (SCI-EXP) (sastavni dio Web of Science Core Collectiona)
Kategorija: Znanstveni
Znanstvena područja:
Kemija,Temeljne medicinske znanosti
URL cjelovitog teksta:
Google Scholar: Novel Cyano- and N-isopropylamidino-Substituted Derivatives of Benzo[b]thiophene- 2-carboxanilides and Benzo[b]thieno[2, 3-c]quinolones: Synthesis, Photochemical Synthesis, Crystal Structure Determination and Antitumor Evaluation. Part 2.



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