Medicinal Chemistry

Synthesis and Cytotoxic Distinction of Benzo[h]naphtho[1,2-b] [1,6] Naphthyridine and its Isomeric Benzo[b]naphtho[1,2-h][1,6] Naphthyridines

Abstract

Kolandaivel Prabha and K J Rajendra Prasad

Benzo[h]naphtho[1,2-b][1,6]naphthyridine and its isomeric benzo[b]naphtho[1,2-h][1,6]naphthyridine with aliphatic, aromatic and hetero substitution were synthesized and screened for its antiproliferative activity against four human cancer cell lines. Among these, HeLa cells are more susceptible to compounds 3a, 3b, 9a and 9b with IC50 values of 3.62, 1.05, 6.21 and 1.41 μM respectively. Interestingly chloro substituted compound 9b showed IC50 values of 5.93, 7.01, and 6.81 μM against MCF7, K562 and Hep-G2 cancer cells, which is more active than the standard adriamycin. Furthermore chloro substituted compound 3b displayed good activity against MCF7 (IC50 6.63 μM) and K562 (IC50 7.23 μM) cancer cell lines. This study also revealed that, benzo[h]naphtho[1,2-b][1,6] naphthyridine series were more active than its isomeric benzo[b]naphtho[1,2-h][1,6] naphthyridines.