Next Article in Journal
Previous Article in Journal
Molecules 2014, 19(1), 400-413; doi:10.3390/molecules19010400
Article

Synthesis, Anticancer Activity and UPLC Analysis of the Stability of Some New Benzimidazole-4,7-dione Derivatives

1,* , 2
, 2
 and 1
Received: 21 October 2013; in revised form: 9 December 2013 / Accepted: 16 December 2013 / Published: 31 December 2013
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [347 KB, updated 18 June 2014; original version uploaded 18 June 2014]
Abstract: In this work, a sensitive analytical method to study the stability of two new series of synthesized heterocyclic compounds, the benzimidazole-4,7-diones 5 and N-oxide benzimidazole-4,7-dione derivatives 6 was established and validated. These derivatives were developed as potential anticancer substances to be activated under hypoxic conditions. At this point we were concerned with establishing their stability in some specific environments for further biological studies. For that, we developed and validated an RP-UPLC method. Next, selected compounds were tested in vitro for possible anticancer activity. Their effect on A549 tumour cell lines under normoxia and hypoxia conditions was determined by a WST-1 test. Four of the examined compounds (compounds 5ac and 6c) showed very good antiproliferative effects and three of them (compounds 6a, 6b and 6d) were specific for hypoxia conditions. The hypoxia/normoxia cytotoxic coefficient of compound 6b is close to that of tirapazamine—a reference compound in our experiments—and this parameter locates it between mitomycin C and 2-nitroimidazole (misonidazole).
Keywords: anticancer prodrug; hypoxia; benzimidazole-4,7-dione; N-oxide benzimidazole-4,7-dione; UPLC anticancer prodrug; hypoxia; benzimidazole-4,7-dione; N-oxide benzimidazole-4,7-dione; UPLC
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Błaszczak-Świątkiewicz, K.; Almeida, D.C.; Perry, M.D.J.; Mikiciuk-Olasik, E. Synthesis, Anticancer Activity and UPLC Analysis of the Stability of Some New Benzimidazole-4,7-dione Derivatives. Molecules 2014, 19, 400-413.

AMA Style

Błaszczak-Świątkiewicz K, Almeida DC, Perry MDJ, Mikiciuk-Olasik E. Synthesis, Anticancer Activity and UPLC Analysis of the Stability of Some New Benzimidazole-4,7-dione Derivatives. Molecules. 2014; 19(1):400-413.

Chicago/Turabian Style

Błaszczak-Świątkiewicz, Katarzyna; Almeida, Diogo C.; Perry, Maria D.J.; Mikiciuk-Olasik, Elżbieta. 2014. "Synthesis, Anticancer Activity and UPLC Analysis of the Stability of Some New Benzimidazole-4,7-dione Derivatives." Molecules 19, no. 1: 400-413.



Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert