BRUSSELS (AP) — The European Union on Monday imposed sanctions on Iran’s deputy defense minister, senior members of its paramilitary Revolutionary Guard and three airlines over allegations that they supplied drones, missiles and other equipment to Russia for use in its war against Ukraine.

Deputy Defense Minister Seyed Hamzeh Ghalandari is one of seven senior officials now banned from traveling in Europe and whose assets in the bloc were frozen. The EU said he “is involved in the development of Iran’s (drone) and missile program,” given his high-level defense role.

Iran Air, Mahan Air and Saha Airlines had their assets frozen. The EU said their planes were “used repeatedly to transfer Iranian-made unmanned aerial vehicles and related technologies to Russia, which have been used in Russia’s war of aggression against Ukraine.”

EU foreign ministers endorsed the sanctions at a meeting in Luxembourg.

In March, the bloc had warned that “were Iran to transfer ballistic missiles and related technology to Russia for use against Ukraine, the EU would be prepared to respond swiftly, including with new and significant restrictive measures.”

EU member countries, with the exception of Hungary, have been supplying weapons and ammunition as well as economic and other support to Ukraine worth some 118 billion euros ($129 billion) since Russia launched its full-scale invasion in February 2022.