Synthesis and structure revision of tyroscherin, and bioactivities of its stereoisomers against IGF-1-dependent tumor cells

Tetrahedron

Volumn 65, Issue 18, 2009, Pages 3629-3638

  Ishigami, Ken ^a   Katsuta, Ryo ^a   Shibata, Chié ^a   Hayakawa, Yoichi ^b   Watanabe, Hidenori ^a   Kitahara, Takeshi ^c  

^a UNIVERSITY OF TOKYO   (Japan)

^b TOKYO UNIVERSITY OF SCIENCE   (Japan)

^c TEIKYO HEISEI UNIVERSITY   (Japan)

Author keywords

Inhibitor of IGF 1 dependent cell growth; One pot Julia coupling; Structure revision; Tyroscherin

Indexed keywords

1 (4 HYDROXYPHENYL) 2 (METHYLAMINO)DODEC 6 EN 3 OL; 1 (4 HYDROXYPHENYL) 8,10 DIMETHYL 2 (METHYLAMINO)DODEC 6 EN 3 OL; 5 [3 (TERT BUTYLDIMETHYLSILYLOXY)PROPYL] 4 [4 (METHOXYMETHOXY)BENZYL] 3 METHYL 1,3 OXAZOLIDIN 2 ONE; ANTINEOPLASTIC AGENT; GROWTH INHIBITOR; METHYL N (TERT BUTOXYCARBONYL) O (METHOXYMETHYL)TYROSINATE; N ALPHA (TERT BUTOXYCARBONYL) N METHOXY O (METHOXYMETHYL) N METHYLTYROSINAMIDE; N ALPHA (TERT BUTOXYCARBONYL) N METHOXY O (METHOXYMETHYL) N,N ALPHA DIMETHYLTYROSINAMIDE; SOMATOMEDIN C; TERT BUTYL [2 (TERT BUTYLDIMETHYLSILYLOXY) 1 [4 (METHOXYMETHOXY)BENZYL] 5 [(1 PHENYL 1H TETRAZOL 5 YL)SULFONYL]PENTYL]METHYLCARBAMATE; TERT BUTYL [2 (TERT BUTYLDIMETHYLSILYLOXY) 1 [4 (METHOXYMETHOXY)BENZYL] 7,9 DIMETHYLUNDEC 5 ENYL]METHYLCARBAMATE; TERT BUTYL [2 (TERT BUTYLDIMETHYLSILYLOXY) 5 HYDROXY 1 [4 (METHOXYMETHOXY)BENZYL]PENTYL]METHYLCARBAMATE; TERT BUTYL [2,5 BIS(TERT BUTYLDIMETHYLSILYLOXY) 1 [4 (METHOXYMETHOXY)BENZYL]PENTYL]METHYLCARBAMATE; TERT BUTYL [2,5 BIS(TERT BUTYLDIMETHYLSILYLOXY) 5 HYDROXY 1 [4 (METHOXYMETHOXY)BENZYL]PENTYL]METHYLCARBAMATE; TERT BUTYL [5 (TERT BUTYLDIMETHYLSILYLOXY) 1 [4 (METHOXYMETHOXY)BENZYL] 2 OXOPENTYL]METHYLCARBAMATE; TERT BUTYL [5 (TERT BUTYLDIMETHYLSILYLOXY) 2 HYDROXY 1 [4 (METHOXYMETHOXY)BENZYL]PENTYL]METHYLCARBAMATE; TYROSCHERIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL; CANCER INHIBITION; CARBON NUCLEAR MAGNETIC RESONANCE; CELL STRAIN MCF 7; CONTROLLED STUDY; DRUG ACTIVITY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOSELECTIVITY; HUMAN; HUMAN CELL; ONE POT SYNTHESIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION;

EID: 63049131054     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.03.003     Document Type: Article

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