Asymmetric Synthesis and Biological Activity of l-Bicyclocarba-d4T |
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| Authors: | Hyung Ryong Moon Ah-Young Park Kyung Ran Kim Moon Woo Chun Lak Shin Jeong |
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| Institution: | 1. College of Pharmacy and Research Institute for Drug Development , Pusan National University , Busan, Korea;2. College of Pharmacy , Seoul National University , Seoul, Korea;3. College of Pharmacy , Ewha Womans University , Seoul, Korea |
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| Abstract: | Novel l-bicyclocarba-d4T (1), an enantiomer of d-N-MCd4T has been enantiopurely synthesized as a potent anti-HIV agent starting from (R)-epichlorohydrin using tandem alkylation, chemoselective reduction of ester in the presence of lactone functional group, Grignard reaction, RCM reaction, and Mitsunobu reaction as key steps. l-N-MCd4T (1) was found to be very potent anti-HIV-1 (EC50 = 6.76 μg/mL) agent with no cytotoxicity. |
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| Keywords: | Anti-HIV agent novel l-bicyclocarba-d4T tandem alkylation (R)-epichlorohydrin |
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