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The Siege of Agyrion occurred in 398 BC when the armies of the Sicilian Greek city-state of Syracuse besieged and captured the rival city of Agyrion amid the Syracusan-Agyrian War. Following the Battle of Katane in the autumn of 399 BC, the Syracusan tyrant Dionysius I - whose rule was welcomed by Catania's majority-Greek population - marched northwest from Catania to besiege the Agyrian capital of Agyrion. At the same time, his general Hipparinus led his army across the River Simeto and marched on Agyrion from the south. The combined Syracusan armies proceeded to assault the city, which was held by Basileios' Agyrian army and a garrison of local Sicels and Greek colonists. The ensuing capture of Agyrion cost the Syracusans dearly, with Syracuse losing 1,504 troops (around a third of their total number). However, Agyrion's fall forced Archon Hermokrates to withdraw the Agyrian armies north towards the town of Kephaloidion (Cefalu), and the Syracusans replenished their ranks from among the Greek locals and from mercenaries eager for a chance to earn coin through an easy war.

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