Synthesis and antitumor evaluation of novel tetrahydrobenzo[4′,5′]thieno[3′,2′:5,6]pyrimido[1,2-b]isoquinoline derivatives
Mahmoud, Mahmoud R.; Mohamed Hekal; Ali, Yasmeen M.; Abu El-Azm, Fatma; Ismail, Mahmoud;
Abstract
In the present study, a novel 8,9,10,11-tetrahydro-7H,14H-benzo[4′,5′] thieno[2′,3′:4,5]-1,3-oxazino[3,2-b]isoquinoline-7,14-dione 5 was prepared by condensation of 2-amino-3-carbethoxy-4,5,6,7-tetrahydrobenzothiophene with homophthalic anhydride under microwave irradiation, followed by alkaline hydrolysis and cyclization using acetyl chloride. Compound 5 was further allowed to react with different nitrogen nucleophiles to get new tetrahydrobenzothienopyrimido isoquinolinone derivatives. The structures of the prepared compounds were elucidated by IR, 1H-NMR, 13C-NMR, and mass spectroscopy. The newly prepared compounds were tested in vitro against a panel of two human tumor cell lines, namely, hepatocellular carcinoma (liver) HepG2, and mammary gland breast MCF-7. Almost all the tested compounds showed satisfactory activity.
Other data
Title | Synthesis and antitumor evaluation of novel tetrahydrobenzo[4′,5′]thieno[3′,2′:5,6]pyrimido[1,2-b]isoquinoline derivatives | Authors | Mahmoud, Mahmoud R. ; Mohamed Hekal ; Ali, Yasmeen M.; Abu El-Azm, Fatma ; Ismail, Mahmoud | Keywords | Antitumor activity;homophthalic anhydride;microwave irradiation;tetrahydro benzo thien opyrimido isoquinolinone derivatives;tetrahydro benzo thiophene derivatives;RAPID COLORIMETRIC ASSAY;ANTIMICROBIAL EVALUATION;ANALGESIC ACTIVITY;AGENTS;INHIBITORS;THIENOPYRIMIDINES;PROLIFERATION;ANTICANCER;SURVIVAL;GROWTH | Issue Date | 2018 | Publisher | TAYLOR & FRANCIS INC | Journal | Synthetic Communications | Volume | 48 | Issue | 4 | Start page | 428 | End page | 438 | ISSN | 0039-7911 1532-2432 |
DOI | 10.1080/00397911.2017.1406520 | Scopus ID | 2-s2.0-85040978214 | Web of science ID | WOS:000423777900007 |
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