We investigate the validity, as well as the failure, of Sobolev-type inequalities on Cartan-Hadamard manifolds under suitable bounds on the sectional and the Ricci curvatures. More specifically, we prove that if the sectional curvatures are bounded from above by a negative power of the distance from a fixed pole (times a negative constant), then all the L p inequalities that interpolate between Poincaré and Sobolev hold in the radial setting provided such power lies in the interval (−2, 0), except the Poincaré inequality. The latter was established in a famous paper [35] by H.P. McKean, under a constant negative bound from above on the sectional curvatures. If the power is equal to −2 then p must necessarily be strictly larger (in a quantitative way) than 2. Upon assuming similar bounds from below on the Ricci curvature, we show that the nonradial version of such inequalities fails, except for the Sobolev one. Finally, applications of the here-established Sobolev-type inequalities to optimal smoothing effects for a porous medium equation set up on the manifold at hand are discussed.