One thing to note is that all of those (with the exception of the 28-300-L) are strictly telephoto lenses, and on that type of lens, the light rays that exit the rear of the lens are coming in at a fairly straight angle...the lenses are optically tele-centric...the light does not come toward the film (sensor) plane at steep, raking angles. With many older wide-angle and wide-angle zoom designs, the light leaving the rear element came into the film plane at steep angles of incidence, which worked FINE on film, where millions upon millions of ultra-small silver particles could easily "accept" the photons.
WIth a digital sensor, the pixels are not quite so evenly dispersed as are silver particles suspended in a continuously spread-out emulsion: on a sensor, the pixels are much bigger than film's semi-random silver emulsion's particulate light-accepting structure, so pixels are more like "buckets", or let's say teeny-tiny little beakers, with straight sides...light that comes STRAIGHT into the pixel wells through the microlenses is well-accepted, but at the edges of the sensor, light rays that strike at a glancing angle are not handled nearly as well as the light that comes "straight in", headlong. Canon (and the other big companies) has made improvements in microlens technology since the 30D era, and continues to advance.
There's not a "lot of" advantage to re-designing telephoto lenses of the quality of the ones on that list above. The lenses from the late film era that DO benefit the most from digital optimization are the wide angles and wide zooms. MANY film-era wide-angle lenses show pretty serious weaknesses on digital, especially now that the megapixel levels have risen to 20 MP or a bit higher.