Squalene synthase inhibitors: Isosteric replacements of the farnesyl chain of benzyl farnesyl amine

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 21, 1996, Pages 2491-2494

  Brinkman, John A ^a   Damon, Robert E ^a   Fell, Jay B ^a   Perez, Lawerence B ^a   Scallen, Terence J ^b   Vedananda, T R ^a  

^a Sandoz Pharma Ltd   (Switzerland)

^b UNIVERSITY OF NEW MEXICO SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYLAMINE DERIVATIVE; BENZYLFARNESYLAMINE; ENZYME INHIBITOR; SQUALENE SYNTHASE; SQUALENE SYNTHASE INHIBITOR; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; CHOLESTEROL SYNTHESIS; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME INHIBITION; LIVER MICROSOME; NONHUMAN; RAT;

ANIMALIA;

EID: 0030571278     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00470-2     Document Type: Article

References (13)

1. 1. Lipid Research Clinics Program. J. Am. Med. Assoc. 1984, 257, 351.
2. (b) Lipid Research Clinics Program. J. Am. Med. Assoc. 1984, 251, 365.
3. 2. Pedersen, T. R.; Kjekshus, J.; Berg, K.; Haghfelt, Y.; Farageman, O.; Thorgeirsson, G.; Pyorala, K.; Mertinen, T.; Olsson, A. G.; Wedel, H.; Wilhelmsmen, L. Lancet. 1994, 344, 1383.
4. 3. Poulter, C. D.; Rilling, H. C. Biosynthesis of Isoprenoid Compounds; Poulter, C. D.; Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York, 1981; Vol. 1, Chapter 8, pp 414-441.
5. 4. Biller, S. A.; Neuenschwander, K.; Ponipom, M. M.; Poulter, C. D. Curr. Pharm. Des. 1996, 2, 1.
6. 5. Oehlschlager, A. C.; Sing, S. M.; Sharma, S.J Org. Chem. 1991, 56, 3856.
7. (b) Poulter, C. D.; Capson, T. L.; Thompson, M. D.; Bard, R. S. J. Am. Chem. Soc. 1989, 111, 3734.
8. (c) Capson, T. L.; Thompson, M. D.; Dixit, V. M.; Gaughan, R. G.; Poulter, C. D. J. Org. Chem.. 1988, 53, 5903.
9. (d) Sandifer, R. M.; Thompson, M. D.; Gaughan, R. G.; Poulter, C. D. J. Am. Chem. Soc. 1982, 104, 7376.
10. (e) Bertolino, A.; Altman, L. J.; Vasak, J.; Rilling, H. C. Biochem. Biophys. Acta. 1978, 530, 17.
11. 6. Prashad, M.; Kathawala, F. G.; Scallen, T. J. Med. Chem. 1993, 36, 1501.
12. 7. Assay details previously reported reference 6. Note. The FPP concentration in the assay was incorrectly reported as 10 mM. The correct value should be 10 μM.
13. 8. Note. During the preparation of this manuscript a communication reporting phenoxypropylamines as squalene synthase inhibitors appeared. Brown, G. R.; Butlin, R. J.; Chapman, S.; Eakin, M. A.; Foubister, A. J.; Freeman, S.; Griffiths, D.; Harrison, P. J.; Johnson, M. C.; Mallion, K. B.; McTaggart, F.; Reid, A. C.; Smith, G. J.; Taylor, M. J.; Walker, R. P.; Whittamore, P. R. O. J. Med. Chem. 1995, 38, 4157.