Synthesis of arylidene-substituted gelastatin analogues and their screening for MMP-2 inhibitory activity

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 12, 2005, Pages 4103-4112

  Eun, Jin Kim ^a   Ko, Soo Y ^a  

^a Ewha Womans University   (South Korea)

Author keywords

Gelastatin analogues; MMP 2 inhibitor; Screening

Indexed keywords

BENZYLIDENE DERIVATIVE; GELATINASE A; GELATINASE INHIBITOR;

ARTICLE; CALCULATION; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; HUMAN CELL; ISOMERISM;

CELL LINE, TUMOR; GELATINASES; HUMANS; ISOMERISM; MATRIX METALLOPROTEINASE 2; PROPIONATES; PYRONES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 19444386259     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.03.037     Document Type: Article

References (15)

1. M. Whittaker, C.D. Floyd, P. Brown, and A.J.H. Gearing Chem. Rev. 99 1999 2735
2. Y. Kato, T. Yamashita, and M. Ishikawa Oncol. Lett. 9 2002 565
3. H.-J. Lee, M.-C. Chung, C.-H. Lee, B.-S. Yun, H.-K. Chun, and Y.-H. Kho J. Antibiot. 50 1997 357
4. J.-H. Cho, S.Y. Ko, E. Oh, J.C. Park, and J.U. Yoo Helv. Chim. Acta 85 2002 3994
5. E. Ciganek Org. React. 51 1997 201
6. D. Basavaiah, P.D. Rao, and R.S. Hyma Tetrahedron 52 1996 8001
7. S.E. Drews, and G.H.P. Roos Tetrahedron 44 1988 4653
8. E.J. Kim, S.Y. Ko, and C.E. Song Helv. Chim. Acta 86 2003 894
9. T. Jeffery Tetrahedron Lett. 32 1991 2121
10. T. Jeffery J. Chem. Soc., Chem. Commun. 1991 324
11. The structures, including the (E/Z)-geometry, of all the analogues have been assigned by comparing the NMR patterns with those of 16a and 17a
12. J.G. Topliss J. Med. Chem. 15 1972 1006
13. J.G. Topliss J. Med. Chem. 20 1977 463
14. C.G. Knight, F. Willenbrock, and G. Murphy FEBS 296 1992 263
15. 50 are presented in the supplementary material