TB Blues - 2: Jimmie Rogers & Lead Belly
Arthritis Blues - Butch Hawes
Dust Pneumonia Blues - Woody Guthrie
Cat's Got the Measles - New Lost City Ramblers
Depression's Gone from Me - Blind Blake
The Fireship - Cyril Tawney. There are other songs about STD's.
I think Lonnie Johnson did Toothache Blues
Doc John