Actually, a flat-point bullet WAS a common loading in the .44 Henry, at least in the early days of the cartridge.
See here for one early example: http://www.oldammo.com/september04.htm
This is an example of a box of loaded rounds from probably from the very late 1880s or early 1890s, just after UMC purchased Remington:
Here's a beautiful example of a pre-1887 box of UMC cartridges for the .44 Henry.
And, finally, another example of a Winchester-loaded flat-nose bullet: http://en.wikipedia.org/wiki/File:44..._cartridge.JPG
Judging by the headstamp, that one is probably from the middle 1870s.