exchange 2003 send on behalf of permissions

I am having a problem with sending from a user in outlook via a seprate mailbox. I have given all the correct rights in server management. I have setup mailbox rights with full permisson.

Im recieving this error You do not have permission to send to this recipient.  For assistance, contact your system administrator.
            MSEXCH:MSExchangeIS:/DC=local/DC=domainname:servername

You do not have permission to send to this recipient.  For assistance, contact your system administrator.

            <external dns #5.7.1 smtp;550 5.7.1 Message rejected as spam by Content Filtering.>
TechdivisionAsked:
Who is Participating?
 
The_KirschiCommented:
Also did you enable the "Send As"? Furthermore there is a difference between "Send As" and "Send on behalf". For more information see this very good article. It should answer your question:

http://www.msexchange.org/tutorials/Sending-As.html
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The_KirschiCommented:
...Message rejected as spam by Content Filtering...

Seems to be problem with the message content but not with the send on behalf. Is there any attachment in that mail that could cause this?
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PenguinNCommented:
There is a fix for this type of behaviour but it does not refer to the spam filter.
http://support.microsoft.com/kb/895949
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