Pregled bibliografske jedinice broj: 129168
Spirobipyridopyrans, Spirobinaphthopyrans, Indolinospiropyridopyrans, Indolinospironaphthopyrans and Indolinospironaphtho-1, 4-oxazines: Synthesis, Study of X-Ray Crystal Structure and Antitumor Activities
Spirobipyridopyrans, Spirobinaphthopyrans, Indolinospiropyridopyrans, Indolinospironaphthopyrans and Indolinospironaphtho-1, 4-oxazines: Synthesis, Study of X-Ray Crystal Structure and Antitumor Activities // Book of abstract
Cambridge, 2003. str. 42-42 (poster, međunarodna recenzija, sažetak, znanstveni)
CROSBI ID: 129168 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
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
Cambridge, Ujedinjeno Kraljevstvo, 07.09.2003. - 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
POVEZANOST RADA
Ustanove:
Prirodoslovno-matematički fakultet, Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb
Profili:
Linda Tomašković
(autor)
Mladen Mintas
(autor)
Mirica Grdiša
(autor)
Biserka Prugovečki
(autor)
Krešimir Pavelić
(autor)
Silvana Raić-Malić
(autor)
Draginja Mrvoš-Sermek
(autor)
Mario Cetina
(autor)