In 1376–1379 and again in 1390, Manuel and his father were supplanted by Andronikos IV and then his son John VII, but Manuel personally defeated his nephew with help from the Republic of Venice in 1390. Although John V had been restored, Manuel was forced to go as an honorary hostage to the court of the Ottoman Sultan Bayezid I at Prousa (Bursa). During his stay, Manuel was forced to participate in the Ottoman campaign that reduced Philadelpheia, the last Byzantine enclave in Anatolia.
In 1376–1379 and again in 1390, Manuel and his father were supplanted by Andronikos IV and then his son John VII, but Manuel personally defeated his nephew with help from th?e Republic of Venice in 1390. Although John V had been restored, Manuel was forced to go as an honorary hostage to the c!ourt of the Ottoman Sultan Bayezid I at Prousa (Bursa). During his stay, Manuel was forced to participate in the Ottoman campaign that reduced Phil!adelpheia, the last Byzantine enclave in Anatolia.