Synthesis and antimicrobial activity of squalamine analogue 2 are reported.
The synthesis of 2 was accomplished from bisnoralcohol 3. The spermidine m
oiety was introduced via reductive amination of an appropriately functional
ized 3 beta-aminosterol with spermidinyl aldehyde 17 utilizing sodium triac
etoxyborohydride as the reducing agent. Compound 2 shows weaker antimicrobi
al activity than squalamine. (C) 2000 Elsevier Science Ltd. All rights rese
rved.