Wish I can help you with Charles Colby, but I can't. I have the 1883 History of Pike Co Missouri Book. It is now on the internet for your on lookup. Tried to delete my board message for lookups, but couldn't figure out how. Not that I don't mind doing the lookup for people.
I was helping with the Howard side of family. Sorry to say, I wasn't much help. Haven't yet located Albert Howards burial in Clarksville area? His wife, remarried, moved on to Illinois.