If you are on Oneiric (11.10) can you try to install the HPLIP 3.11.12
package from my PPA?

https://launchpad.net/~till-kamppeter/+archive/ppa

Simply run the commands

sudo add-apt-repository ppa:till-kamppeter/ppa
sudo apt-get update
sudo apt-get dist-upgrade
sudo apt-get install printer-driver-postscript-hp

in a terminal window and after that your HPLIP is 3.11.2. Can you print
duplex now?

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Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/416513

Title:
  duplex printing no longer works for OfficeJetPro 8500 with HPLIP >
  3.9.6b

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https://bugs.launchpad.net/hplip/+bug/416513/+subscriptions

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