Word doc file conversion error - virus or OS?

I have word documents made on the Mac and have only existed on the Mac. When double clicked, some of them will not open anymore. Office prompts to convert the file but no matter what format chosen, the converted file is no good.
This issue doesn't seem to effect all word docs. Seems like there was an Mac OS update or something that may have caused issue. The system has Parallels running XP and it was thought that might have allowed a virus or caused some corruption. (The virtual PC never had e-mail setup or Office installed.)  Moving the files to another Mac provides the same results. So the files themselves seemed to have changed or it's something in the OS.
Only difference I have noticed between the two files are, the files that don't open have a file extension and the files that do open have none. The ones with no file extension I think are a legacy from an older OS version that was not as strict on having them. Adding and then removing a file extension does nothing, the OS still sees those files as Word docs.
Removing the file extension on a file that has one, does not change convert file prompt. In fact it just makes the file loose it application type so the OS doesn't know what type of file it is.
All of this was happening using Office 2008 (Word 12.3.6) so today I bought Office 2011 today to see if the issue could be resolve and got the same results.
I have read many threads on Word conversion issues but none like this one or that doesn't involve a PC. Anybody have thought or seem this? Maybe there is a work around I'm missing?
Thanks for your time.

Thank you about your XP answer. That makes sense. I would think that would be a major flaw in the Parallels product.
That leaves OS versions possibly. All these word docs were created in Office 2008 after the company got the Macs and made the switch. The only things that really changed over that time was OS upgrades and MS Office updates.
The issue only came to known last year. Inital research and current have found nothing to act on.  Other issues I've read involve going between platforms and that's just not the case here. We threw the PCs out after the move.
This issue effects many files throughout our client file folders, the only differences being as I noted. Attach two JPEGs showing a good (no extension) and bad (has file extension) file info.

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