After the time of Alexander the Great, in 314 BC, at the behest of the Macedonian king Cassander, the settlements of Acarnania lying near the Aetolian border were conglomerated into fewer, larger settlements. Still, border conflicts with the Aetolians were frequent, and led to Acarnania's territory being partitioned between Aetolia and Epirus in, c. 250 BC. After the fall of the king of Epirus, the Acarnanian territory that had been given to Epirus regained its independence, and Leucas became the capital of the region, but conflict with the Aetolians remained. The Acarnanians in consequence united themselves closely to the Macedonian kings, to whom they remained faithful in their various vicissitudes of fortune. They refused to desert the cause of Philip in his war with the Romans, and it was not till after the capture of Leucas, their principal town, and the defeat of Philip at the Battle of Cynoscephalae that they submitted to Rome. When Antiochus III king of Syria, invaded Greece, 191 BC, the Acarnanians were persuaded by their countryman Mnasilochus to espouse his cause; but on the expulsion of Antiochus from Greece, they came again under the supremacy of Rome. In the settlement of the affairs of Greece by Aemilius Paulus and the Roman commissioners after the defeat of Perseus (168 BC), Leucas was separated from Acarnania, and the city of Thyrreion was appointed the new capital.