hwang d r jakas p f koster t w ku c p lee a j nichols s t ross j m samanen r e valocik j a vasko moser j w venlaysky a s wong c k yuan bioorg med chem 1994 2 897 palladium mediated hydrogenation of the alkene double bond reduction then afforded the desired diester 12 as a racemic mixture finally efficient removal of the boc protecting group afforded the free benzylic methyl amine 13 in excellent yield which was then selectively cyclised with the adjacent methyl ester to generate compound iv 1 h nmr 300 mhz cdcl 3 u03b4 h 6 64 1h dd j 7 0 2 4 hz 6 54 6 46 2h m 5 41 1h d j 16 3 hz 5 03 4 97 1h m 4 34 1h d j 4 2 hz 3 94 3 86 2h m 3 66 3h s 3 64 1h d j 16 2 hz 2 99 3h s 2 98 1h dd j 15 8 7 4 hz 2 61 1h dd j 15 8 6 3 hz 1 76 1 69 1h m 1 61 2h q j 6 6 hz 0 89 the potency and efficacy of the igd mimetic iv was tested on the migration of human skin fibroblasts in the 3d collagen gel assay as previously used to demonstrate the motogenic activity of igd synthetic peptides s l schor i ellis j banyard and a m schor journal of cell science 1999 112 3879 the results were plotted and are shown on the graph depicted in fig3 in which compound iv is referred to as bdp 1 the data are expressed as fold stimulation of migration relative to control fibroblasts in the absence of test compound the range.