No. Pick any $v \in H^1(\mathbb{T})$ such that $Lv \neq 0$ (it's not hard to find some such $v$ using the Fourier transform and the form of $L$ as a Fourier multiplier). Define the map $G: H^1(\mathbb{T}) \to H^1(\mathbb{T})$ via $G(u) = v$. In other words, $G$ is the constant map, and as such is smooth. One readily computes the $DG(u) = 0$. So, if the estimate you're asking for were to hold then we would have that
$$
0 < \Vert L v \Vert_{L^2} = \Vert L G(u) \Vert_{L^2} \le C \Vert DG(u) Lu \Vert_{L^2} =C\Vert 0v \Vert_{L^2}=0,
$$
which is a contradiction.
EDIT (after post was edited):
It's not true for all linear maps $G$. Consider the linear map $G : H^1(\mathbb{T}) \to H^1(\mathbb{T})$ given by
$$
Gu(x) = \hat{u}(0) + \hat{u}(1),
$$
in other words $Gu$ is the constant function on $\mathbb{T}$ with value given by the sum of these two Fourier coefficients. If you don't want to work over $\mathbb{C}$, then just take the real part of the right side to get a real map.
Then
$$
\Vert Gu \Vert_{H^{1/2}} \le | \hat{u}(0)| + |\hat{u}(1)| \le C \Vert u \Vert_{L^2} \le C \Vert u \Vert_{H^{1/2}},
$$
which shows that $G$ is a bounded linear operator. Then $G(0)=0$ and $DG = G$.
Now note that
$$
DG(u) Lu = G Lu = \widehat{Lu}(0) + \widehat{Lu}(1) = \hat{u}(0) + \sqrt{1+ 1^2} \hat{u}(1) = \hat{u}(0) + \sqrt{2} \hat{u}(0),
$$
so if we pick any $u$ such that
$$
\hat{u}(0) = \frac{\sqrt{2}}{\sqrt{2}-1} \text{ and } \hat{u}(1) = -\frac{1}{\sqrt{2}-1}
$$
then
$$
DG(u) Lu = \hat{u}(0) + \sqrt{2}\hat{u}(1) = 0
$$
but
$$
Gu = \hat{u}(0) + \hat{u}(1) = 1 \text{ and so } LGu = 1.
$$
We then get the same contradiction to the proposed inequality as above.