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Letters in Drug Design & Discovery


ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

Synthesis and Cytotoxic Activities of a Curcumin Analogue and Its bis- Mannich Derivatives

Author(s): Kadir Ozden Yerdelen, Halise Inci Gul, Hiroshi Sakagami, Naoki Umemura and Murat Sukuroglu

Volume 12, Issue 8, 2015

Page: [643 - 649] Pages: 7

DOI: 10.2174/1570180812666150213225134

Price: $65


Mannich bases (2-6) of curcumin analogue 1, [1,5-bis(4-hydroxy-phenyl)penta-1,4-dien-3- one], were synthesized.Their cytotoxicity against human HL-60 promyelocytic leukemia and HSC-2, HSC-3, and HSC-4 oral squamous carcinoma cell lines, as well as against normal oral cells was evaluated. Mannich bases 2-5 displayed more potent cytotoxicity than curcumin and curcumin analogue 1 towards malignant cells with high PSE values (93.7-136.6). PARP1 cleavage assay demonstrated the induction of apoptosis of HSC-2 cells by the most potent and tumor selective compound 4, which is a bis Mannich base having N-methyl piperazine moieties. The results obtained suggest that preparation of Mannich bases of a curcumin analogue 1 was a useful chemical modification for cytotoxicity and tumour-selectivity for the compounds synthesized, and apoptosis can be one of the possible mechanisms of action for the cytotoxicity.

Keywords: Anticancer, cytotoxicity, mannich bases, PARP1, PSE, SI.

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