Mail Server testing

Hi List,
Am running a pen-test these days against mail servers that have a server side virus scanner as well as a mail content filtering product for inforcing the organization's mail usage policy.

I ran couple of tests including :

1.Sending viruses and worms.
2.Sending anti virus testing files from the eicar project http://www.eicar.org/.
3.Sending renamed virus files to files with an allowed type of files extensions.
4.Sending an archived zip files *a zip file that has been zipped for over 4000 times* some anti viruses hang while trying to unzip this file. 5.Sending a genuine exe file renamed to an allowed type of files extension.
6.Sending mails with wordings like *Middlesex* A University in UK. 7.Mail bombing test.

 I would like to know if you have any other ideas to test server side virus scanners and content filtering products. Also i would like to know what is the best way to prevent mail spamming and bombing.

Thanks.   

-- 
Amal M Al Hajeri
E/Network&Information Security
Etisalat
Head Office Bld(B) 12th floor
Abu Dhabi 
UAE
P.O.Box: 3838
Tel (Office): 00971(2)2584



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