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Pregled bibliografske jedinice broj: 129168

Spirobipyridopyrans, Spirobinaphthopyrans, Indolinospiropyridopyrans, Indolinospironaphthopyrans and Indolinospironaphtho-1, 4-oxazines: Synthesis, Study of X-Ray Crystal Structure and Antitumor Activities


Raić-Malić, Silvana; Tomašković, Linda; Mrvoš-Sermek, Draginja; Prugovečki, Biserka; Cetina, Mario; Grdiša, Mira; Pavelić, Krešimir; Mannschreck, Albrecht; Balzarini, Jan; De Clercq, Erik; Mintas, Mladen
Spirobipyridopyrans, Spirobinaphthopyrans, Indolinospiropyridopyrans, Indolinospironaphthopyrans and Indolinospironaphtho-1, 4-oxazines: Synthesis, Study of X-Ray Crystal Structure and Antitumor Activities // Book of abstract / ? (ur.).
Cambridge: ?, 2003. str. 42-42 (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
Spirobipyridopyrans, Spirobinaphthopyrans, Indolinospiropyridopyrans, Indolinospironaphthopyrans and Indolinospironaphtho-1, 4-oxazines: Synthesis, Study of X-Ray Crystal Structure and Antitumor Activities

Autori
Raić-Malić, Silvana ; Tomašković, Linda ; Mrvoš-Sermek, Draginja ; Prugovečki, Biserka ; Cetina, Mario ; Grdiša, Mira ; Pavelić, Krešimir ; Mannschreck, Albrecht ; Balzarini, Jan ; De Clercq, Erik ; Mintas, Mladen

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Book of abstract / ? - Cambridge : ?, 2003, 42-42

Skup
12th SCI-RSC Medicinal Chemistry Symposium

Mjesto i datum
Churchill College, Cambridge, England, 7-10. 09. 2003

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Spiropyrans; 1H and 13C NMR spectra; single crystal X-ray analysis; cytostatic activities

Sažetak
The novel racemic indolinospirobenzopyrans (5-7), indolinospironaphthopyrans (11-14) and indolinospironaphtho-1, 4-oxazine (17) were synthesized by an aldol type of condensation of 1', 3', 3' -trimethyl-2' -methyleneindoline and its 5-substituted derivatives with an appropriately substituted hydroxybenzaldehyde, hydroxynaphthaldehyde or nitrosonaphthol. An unequivocal proof of the stereostructures of 9 and 17 was obtained by their single-crystal X-ray diffraction method. A substituted indoline ring and the benzopyran ring in 9 and the naphtho-1, 4-oxazine moiety in 17 are interconnected via the common chiral atom and disposed almost perpendicularly to each other. The five-membered 2, 3-dihydropyrrolo moiety of the indoline ring adopts an envelope conformation in both structures. Among all compounds in the series, indolinospirobenzopyran (9), containing a methoxy group at the position 6 of the benzopyran ring, exhibited best inhibitory effects on the growth of human CEM (0.68 ug/ml) and Molt4/C8 (0.71 ug/ml) cell lines. Spirobipyridopyran (1) inhibited specifically the growth of human melanoma (HBL) cells but not the growth of normal fibroblasts (WI38).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

Napomena
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