I hit this problem too. I tried setting http_proxy from the xterm before
launching synaptic with sudo, but sudo discards environment variables.
If I'd had my brain in gear I might have tried "sudo su" and then set
http_proxy before running synaptic, but I worked around the problem by
creating a wrapper script for wget. However, this isn't robust because
updates to wget will probably overwrite my script.

My opinion: the proxy that is in the synaptic configuration should be
passed to the installer. It should not be necessary to define http_proxy
externally, and it might be desirable under some circumstances to use a
different proxy for synaptic than for general use (e.g. if a site is
running a local mirror of the Ubuntu archives).

Also note: some of the strange "Sound doesn't work properly in Firefox
after upgrade" bugs might be caused by this. As a result of the failed
download, my upgraded system was still running an old Flash plugin. To
try to fix the problem I deinstalled and reinstalled Flash, and that's
when I discovered the download was failing.

-- 
package flashplugin-installer 10.0.22.87ubuntu2 failed to install/upgrade over 
proxy
https://bugs.launchpad.net/bugs/362970
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