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KMID : 0617320030120010231
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Journal of Pharmacetical Sceiences Ewha Womans University
2003 Volume.12 No. 1 p.231 ~ p.233
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Design, Synthesis, and Biological Evaluation of Fluoroneplanocin A as the Novel Mechanism-Based Inhibitor of S-Adenosylhomocysteine Hydrolase
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Jeong, Lak Shin
Yoo, Su Jeong/Lee, Kang Man/Koo, Mi Jeong/Choi, Won Jun/Kim, Hea Ok/Moon, Hyung Ryong
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Abstract
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Fluoroneplanocin A (12) was designed as a novel mechanism-based inhibitor of S-adenosylhomocysteine hydrolase (SAH) and efficiently synthesized via an electrophilic vinyl fluorination reaction (n-BuLi, N-fluorobenzenesulfonimide at -78℃). Fluoroneplanocin A exhibited 2-fold more potent SAH Inhibitory activity than the parent neplanocin A. A new mechanism of irreversible Inhibition discovered in this work might provide new alternatives in the design of a different class of antiviral agents operating via SAH inhibition.
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