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The New C-5 Substituted Uracil Derivatives of 4, 5-didehydro-5, 6-dideoxy-L-Ascorbic Acid: Synthesis, Antitumoral and Antiviral Evaluations


Gazivoda, Tatjana; Raić-Malić, Silvana; Sabolić, Siniša; Kralj, Marijeta; Pavelić, Krešimir; De Clercq, Erik; Mintas, Mladen
The New C-5 Substituted Uracil Derivatives of 4, 5-didehydro-5, 6-dideoxy-L-Ascorbic Acid: Synthesis, Antitumoral and Antiviral Evaluations // Drugs of the Future 2006, 31 (Suppl. A): XIX. International Symposium on Medicinal Chemistry / J. R. Prous (ur.).
Istanbul: Prous Science, 2006. (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
The New C-5 Substituted Uracil Derivatives of 4, 5-didehydro-5, 6-dideoxy-L-Ascorbic Acid: Synthesis, Antitumoral and Antiviral Evaluations

Autori
Gazivoda, Tatjana ; Raić-Malić, Silvana ; Sabolić, Siniša ; Kralj, Marijeta ; Pavelić, Krešimir ; De Clercq, Erik ; Mintas, Mladen

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

Izvornik
Drugs of the Future 2006, 31 (Suppl. A): XIX. International Symposium on Medicinal Chemistry / J. R. Prous - Istanbul : Prous Science, 2006

Skup
XIX. International Symposium on Medicinal Chemistry

Mjesto i datum
Istanbul, Turska, 29.08.-02.09. 2006.

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
L-ascorbic acid; C-5 substituted uracil derivatives; cytostatic activities; antiviral activities

Sažetak
We have found in our previous studies that some pyrimidine and purine derivatives of 4, 5-didehydro-5, 6-dideoxy-L-ascorbic acid possess pronounced cytostatic activities against some malignant human tumor cell lines [1]. In this connection we have synthesized a series of novel C-5 pyrimidine derivatives of 2, 3-di-O-benzyl-4, 5-didehydro-5, 6-dideoxy-L-ascorbic acid (Figure) by Stille reaction of the 5-iodouracil derivative of L-ascorbic acid with unsaturated stannanes. The novel compunds were evaluated for their cytostatic activities against malignant human tumor cell lines: pancreatic carcinoma, cervical carcinoma, breast carcinoma, laryngeal carcinoma, colon carcinoma, human T-lymphocytes, as well as human fibroblast cells. Inhibitory activity evaluations of those compounds against herpes simplex virus type 1 and 2, vaccinia virus, variccela-zoster virus, vesicular stomatitis virus, Coxsackie virus B4, respiratory syncytial virus, parainfluenza virus, reovirus-1, sindbis virus and Punta Toro virus were also performed. The results of antitumoral and antiviral evaluations will be presented. [1] (a) T. Gazivoda et al, Carbohydrate Res. 2006 (341) 433 ; (b) T. Gazivoda et al, Bioorg. Med. Chem. 2005 (13) 131 ; (c) S. Raić-Malić et al, J. Med. Chem. 2000 (43) 4806 ; (d) S. Raić-Malić et al, J. Med. Chem. 1999 (42) 2673.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti, Farmacija



POVEZANOST RADA


Projekt / tema
0098093

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb