The Biden administration on Friday tightened sanctions on hundreds of people and companies connected to Russia in response to the Kremlin's annexation of four regions in Ukraine.

The new restrictions target companies outside of Russia that are suspected of helping military suppliers evade the original sanctions. Others added to the sanction list include relatives of members of Russia's National Security Council. Russian Prime Minister Mikhail Mishustin's wife and two adult children, as well as Defense Minister Sergei Shoigu's wife and adult children are now subject to sanctions.

The Department of Commerce also said it will add 57 entities to its export controls list. The department also warned countries that provide material support to Russia and Belarus could face penalties.

"Russia has four new regions," Russia President Vladimir Putin declared, referring to a sham election that he said added Donetsk, Luhansk, Kherson and Zaporizhzhia to Russia.

President Biden condemned Russia's annexation of the Russia-occupied regions, saying it violated international law.

"Make no mistake: these actions have no legitimacy," Biden said.

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