Who married Demetrios Doukas Komnenos Koutroules?

Demetrios, later renamed Michael, Doukas Komnenos Koutroules Angelos (Greek: Δημήτριος (Μιχαήλ) Δούκας Κομνηνός Κουτρούλης Ἄγγελος; fl. 1278–1304) was the third son of the ruler of Epirus, Michael II Komnenos Doukas (ruled 1230–68), also surnamed Koutroules, and his wife Theodora of Arta.

In 1278, he married Anna Komnene Palaiologina, the daughter of the Byzantine emperor Michael VIII Palaiologos (r. 1259–82), and received from his father-in-law the supreme dignity of Despot. From this marriage, he had two sons, Andronikos and Constantine. From a second marriage to a daughter of George I Terter, Tsar of Bulgaria, he had several children more.

He is mentioned as fighting in the ranks of the Byzantine army against the troops of Charles of Anjou in the Siege of Berat, as well as twenty years later against the Alans. In 1304, he was accused of conspiring against Emperor Andronikos II Palaiologos (r. 1282–1328) and was imprisoned. Nothing further is known of him.

Анна (Ана) Тертер (около 1279 — умерла после 1304) — дочь болгарского царя Георгия I Тертера, сестра царя Феодора Святослава Тертера. В первом браке Анна была третьей или четвёртой женой короля Стефана Уроша II Милутина, во втором — женой деспота Эпира Дмитрия Дуки Комнина.