Let $X$ be a topological space. Let $F,G$ be continuous maps from $X$ to $\mathbb{R}$. Let $Y\subset X$ be a dense subspace.
Then
$$ F|_Y \leq G|_Y \iff F \leq G $$
The key is continuity. (Actually, semi-continuity of the appropriate direction is enough.) Continuity guarantees for $x\in X\setminus Y$ and $x_\alpha \in Y$ such that $x_\alpha \to x$ you have
$$ F(x) \leq \lim F(x_\alpha) \leq \lim G(x_\alpha) \leq G(x) $$
So the question you need to ask yourself is: are the two functionals on the two sides of your inequality continuous functionals on $H^1(\Omega)$? Just knowing that they involve norms in $L^2$ space is not (generally) enough (imagine $f\mapsto \|\triangle f\|_{L^2(\Omega)}$).
For a slightly silly example: Let $G:H^1(\Omega)\to\mathbb{R}$ be identically 1, and let $F:C^\infty(\Omega)\to \mathbb{R}$ be identically zero, but let $F:H^1(\Omega) \setminus C^\infty(\Omega) \to \mathbb{R}$ be equal to $\|f\|_{L^2(\Omega)}$. Then clearly $F|_{C^\infty} \leq G|_{C^\infty}$ but the extension to $H^1$ is false in general.