Synthesis of Tamoxifen-Artemisinin and Estrogen-Artemisinin Hybrids Highly Potent Against Breast and Prostate Cancer

合成对乳腺癌和前列腺癌高效的他莫昔芬-青蒿素和雌激素-青蒿素杂合物

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Abstract

In the search for new and effective treatments of breast and prostate cancer, a series of hybrid compounds based on tamoxifen, estrogens, and artemisinin were successfully synthesized and analyzed for their in vitro activities against human prostate (PC-3) and breast cancer (MCF-7) cell lines. Most of the hybrid compounds exhibit a strong anticancer activity against both cancer cell lines - for example, EC(50) (PC-3) down to 1.07 μM, and EC(50) (MCF-7) down to 2.08 μM - thus showing higher activities than their parent compounds 4-hydroxytamoxifen (afimoxifene, 7; EC(50) =75.1 (PC-3) and 19.3 μM (MCF-7)), dihydroartemisinin (2; EC(50) =263.6 (PC-3) and 49.3 μM (MCF-7)), and artesunic acid (3; EC(50) =195.1 (PC-3) and 32.0 μM (MCF-7)). The most potent compounds were the estrogen-artemisinin hybrids 27 and 28 (EC(50) =1.18 and 1.07 μM, respectively) against prostate cancer, and hybrid 23 (EC(50) =2.08 μM) against breast cancer. These findings demonstrate the high potential of hybridization of artemisinin and estrogens to further improve their anticancer activities and to produce synergistic effects between linked pharmacophores.

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