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Letters in Drug Design & Discovery
ISSN (Print): 1570-1808
ISSN (Online): 1875-628X
VOLUME: 11
ISSUE: 9
DOI: 10.2174/1570180811666140529005029      Price:  $58









Evaluation of Alkylating and Intercalating Properties of Mannich Bases for Cytotoxic Activity

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Author(s): Huseyin Istanbullu, Yalcin Erzurumlu, Petek Ballar Kirmizibayrak and Ercin Erciyas
Pages 1096-1106 (11)
Abstract:
A series of new “hybrid compounds”, Mannich base derivatives of planar polycyclic/heterocyclic starting materials, was designed and synthesized. The structures of the compounds were confirmed by spectroscopic methods and elemental analysis. Cytotoxicity of compounds was investigated in three cancer cell lines (PC3, HeLa, and MCF7) and one non-tumoral cell line (293 HEK). We tested the DNA-intercalating capability of the molecules by ethidium bromide (EtBr) fluorescence displacement experiment. Compounds' alkylation potency was investigated via in vitro incubation test using 2-mercaptoethanol, a biomimetic nucleophile. The five of the compounds (7s, 9d, 10b, 11b, 12c) are reported for first time in the literature. Our results suggest that compound 9d has a biological activity close to the reference compound doxorubicin, an intercalating agent in clinical use.
Graphical Abstract:
Keywords:
Alkylation, cytotoxicity, ethidium bromide displacement, intercalation, mannich bases, mercaptoethanol.
Affiliation:
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ege University, 35100, Izmir, Turkey.