Synthesis of eight stereoisomers of pochonicine: Nanomolar inhibition of β-N-acetylhexosaminidases

Journal of Organic Chemistry

Volumn 78, Issue 20, 2013, Pages 10298-10309

  Zhu, Jian She ^a,f   Nakagawa, Shinpei ^c   Chen, Wei ^b   Adachi, Isao ^c   Jia, Yue Mei ^a   Hu, Xiang Guo ^a   Fleet, George W J ^d   Wilson, Francis X ^e   Nitoda, Teruhiko ^g   Horne, Graeme ^e   Van Well, Renate ^e   Kato, Atsushi ^c   Yu, Chu Yi ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b JIANGXI NORMAL UNIVERSITY   (China)

^c UNIVERSITY OF TOYAMA   (Japan)

^d UNIVERSITY OF OXFORD   (United Kingdom)

^e SUMMIT PLC   (United Kingdom)

^f UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

^g OKAYAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE CONFIGURATION; CYCLIC NITRONES; GLYCOSIDASE INHIBITION; NATURAL PRODUCTS; NATURALLY OCCURRING; NMR SPECTRUM; POLYHYDROXYLATED; SELECTIVE INHIBITORS;

ENANTIOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

ENZYME INHIBITION;

1 EPIPOCHONICINE; 1,3 DIEPIPOCHONICINE; 3 EPIPOCHONICINE; ALPHA LEVO RHAMNOSIDASE; ALPHA N ACETYLGLUCOSAMINIDASE; BETA N ACETYLGALACTOSAMINIDASE; BETA N ACETYLHEXOSAMINIDASE; ENZYME; GLYCOSIDASE INHIBITOR; POCHONICINE; PYRROLIZIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG POTENCY; DRUG SYNTHESIS; ENANTIOMER; ENZYME INHIBITION; IC 50; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION;

BETA-N-ACETYLHEXOSAMINIDASES; ENZYME INHIBITORS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PYRROLIZIDINE ALKALOIDS; STEREOISOMERISM;

EID: 84886396366     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo401694e     Document Type: Article

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