Abstract:
:A series of D-erythro- and L-threo-ceramide analogues was synthesized and investigated for their ability to reverse the inhibitory effects of fumonisin B(1) (FB(1)) on axonal growth in hippocampal neurons. The analogues contained either a C(7) side chain or a phenyl group substituted for the C(13) residue present in naturally occurring ceramides, while the N-acyl chain length was reduced from C(16)-C(24) to C(2)-C(8). D-erythro-Ceramide 18a with a C(7) side chain and an N-acetyl residue and D-erythro-ceramide 20c with an aromatic side chain and an N-hexanoyl residue were most active in reversing the inhibitory effects of FB(1) on axonal growth, although the mechanism remains unclear.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Van Overmeire I,Boldin SA,Dumont F,Van Calenbergh S,Slegers G,De Keukeleire D,Futerman AH,Herdewijn Pdoi
10.1021/jm990091ekeywords:
subject
Has Abstractpub_date
1999-07-15 00:00:00pages
2697-705issue
14eissn
0022-2623issn
1520-4804pii
jm990091ejournal_volume
42pub_type
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