Efficient Synthesis of Chromone and Flavonoid Derivatives with Diverse Heterocyclic Units |
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Authors: | Midori A Arai Prof Dr Mina Sato Keisuke Sawada Takahiro Hosoya Masami Ishibashi Prof Dr |
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Institution: | Graduate School of Pharmaceutical Sciences, Chiba University, Inage, Chiba 263‐8522 (Japan), Fax: (+81)?43‐290‐2914 |
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Abstract: | Chromones and flavonoids are important bioactive compounds. We envisioned that new heterocyclic‐substituted chromones or flavonoids might act as new bioactive compounds. To obtain diverse molecules, we developed an efficient one‐pot synthesis by Michael aldol reaction of chromone and flavonoid derivatives bearing heterocyclic units. The 2,3‐heterocyclic‐substituted chromones were obtained in one step. Moreover, the use of substituted benzaldehydes and subsequent addition of heterocyclic aldehydes gave 3‐pyridyl‐substituted flavones. We also examined these one‐pot reactions in the solid phase. To introduce an additional point of diversity into the molecules, Suzuki–Miyaura coupling was performed. Furthermore, we identified the cytotoxicity of the synthesized compounds against cancer cells (PANC1 and HeLa cells). Several compounds were cytotoxic to these cancer cells. |
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Keywords: | chromones flavonoids Michael aldol one‐pot synthesis pyridine |
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