title: Structure-activity relationships of ustiloxin analogues.
abstract: Four novel ustiloxin D analogues were synthesized focusing on the size of the macrocyclic core, the stereochemistry at the bridgehead ether, and the enantiomer of ustiloxin D. All four were subjected to biological evaluation testing the inhibition of tubulin polymerization. Only 2,2-dimethyl-ustiloxin D retained any activity.
authors: Department of Chemistry, University of Pennsylvania, 231 S. 34th Street, Philadelphia, PA 19104, USA.
authors: Madeleine M
authors: MM
authors: Joullié
authors: Simon
authors: S
authors: Berritt
authors: Ernest
authors: E
authors: Hamel
references: J Antibiot (Tokyo). 1994 Jul;47(7):765-73
references: 8071121
references: EMBO Rep. 2008 Nov;9(11):1101-6
references: 18787557
references: J Am Chem Soc. 2007 Nov 21;129(46):14463-9
references: 17973389
references: Angew Chem Int Ed Engl. 2001 May 18;40(10):1884-1888
references: 11385662
references: Med Res Rev. 1996 Mar;16(2):207-31
references: 8656780
references: Org Lett. 2005 Nov 10;7(23):5325-7
references: 16268569
references: J Org Chem. 2004 Dec 10;69(25):8810-20
references: 15575762
references: J Am Chem Soc. 2008 Feb 20;130(7):2351-64
references: 18229928
references: Bioorg Med Chem Lett. 2006 Sep 15;16(18):4804-7
references: 16837194
references: J Am Chem Soc. 2003 Jun 11;125(23):6864-5
references: 12783528
references: J Am Chem Soc. 2002 Jan 30;124(4):520-1
references: 11804473
references: Curr Med Chem Anticancer Agents. 2002 Jan;2(1):19-53
references: 12678750