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Autori: Hranjec, Marijana; Sović, Irena; Ratkaj, Ivana; Kraljević Pavelić, Sandra; Pavlović, Gordana; Pavelić, Krešimir; Karminski-Zamola, Grace
Naslov: Synthesis, antitumor activity and crystal structure of novel benzofuran-2-carboxanilides
Izvornik: International Symposium on Advances in Synthetic and Medicinal Chemistry : Abstracts / Nicolaou, K.C. (ur.). - St. Petersburg :
Skup: International Symposium on Advances in Synthetic and Medicinal Chemistry
Mjesto i datum: St. Petersburg, Rusija, 21.-25.08.2011.
Ključne riječi: benzofuran-2-carboxanilides; amidines; antitumor activity; crystal structure
Sažetak:
Since classical chemotherapy which uses small molecules or bioactive natural products is still the mainstay of cancer treatment, there has been tremendous growth in recent years in the number and types of new anticancer agents. Substituted heterocyclic amides exhibit wide range of pharmacological activities and have therefore attracted considerable attention from medicinal and synthetic organic chemists. We have previously reported synthesis and strong inhibitory activities on several human tumour cell lines of various amidino substituted benzobthiophene-2-carboxamides and benzo[b]thieno[2, 3-c]quionolones while it is well known that amidines are structural parts of numerous compounds of biological interest as various medical and biochemical agents. As a part of our continuing search for potential anticancer agents related to heterocyclic amides, we have synthesized novel cyano, nitro, acetamido, N, N-dimethylamino and 2-imidazolinyl substituted benzofuran-2-carboxanilides using classical linear and convergent organic synthesis reactions. Structures of prepared compounds were confirmed by means of 1H, 13C NMR, IR and UV spectroscopy. Crystal and molecular structures of two compounds were determined by X-ray diffractometry. All compounds were tested on their antitumor activity on human tumour cell lines, as well as on normal (diploid) human fibroblasts (control cell line). The in vitro screening revealed a rather strong and non-specific cytotoxic effect of all tested compounds. Some compounds exerted a highly selective concentration-dependent antiproliferative effects on certain cell lines and are thus suitable for further studies. References [1] Jarak I. ; Kralj, M. ; Šuman, L. ; Pavlović, G. ; Dogan J. ; Piantanida, I. ; Žinić, M. Pavelić, K. ; Karminski-Zamola, G. J. Med. Chem. 48 (2005) 2346-2360. [2] Ester, K. ; Hranjec, M. ; Piantanida, I. ; Ćaleta, I. ; Jarak, I. ; Pavelić, K. ; Kralj, M. ; Karminski-Zamola, G. J. Med. Chem. 52 (2009) 2482-2492. [3] Hranjec, M. ; Kralj, M. ; Piantanida, I. ; Sedić, M. ; Šuman, L. ; Pavelić, K. ; Karminski-Zamola, G. J. Med. Chem. 50 (2007) 5696-5711.
Vrsta sudjelovanja: Poster
Vrsta prezentacije u zborniku: Sažetak
Vrsta recenzije: Međunarodna recenzija
Projekt / tema: 125-0982464-1356, 335-0982464-2393, 335-0000000-3532, 09-1191344-2943
Izvorni jezik: ENG
Kategorija: Znanstveni
Znanstvena područja:
Kemija
Upisao u CROSBI: mhranjec@fkit.hr (mhranjec@fkit.hr), 31. Kol. 2011. u 12:23 sati



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