Throughout the Middle Ages, Herzegovina was made up of separate small duchies: Zahumlje (Hum), centered around the town of Blagaj and Travunia-Konavli, centered on the town of Trebinje all loyal to the Bosnian Ban and later King.
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Despite this ceremony, Kantakouzenos carried on the fight on behalf of his brother-in-law, leading the Despot's army to victory over the Kral of Bosnia, Stephen Thomas, on 16 September 1448, which restored Srebrnica to Serbian rule.
By the end of this period, in the 1460s, the territory of the Kingdom of Bosnia was significantly reduced, with the Ottoman Empire controlling the entirety of today's eastern Bosnia, as far north as Šamac, and Herceg Stjepan under control of all of today's Herzegovina as far north as Glamoč.