As 11:6 and 17b indicate, both the king of the south and the king of the north followed the strategy of using their daughters to destroy the other side. However, in this matter they both were failures.
The king of the north once stood in the beautiful land of Israel and made destruction (v. 16b).
Daniel 11:21-45 and 8:23-25 describe the kingdom and the evils of Antiochus Epiphanes as one of the kings of the north. Chapter eleven places a great deal of emphasis on Antiochus Epiphanes because he, a full type of Antichrist, did so much damage to the temple, defiling and destroying it.
Antiochus was a despicable person. He came in a time of security and seized the kingdom by smooth and cunning words and actions (11:21).
According to verse 25, Antiochus Epiphanes defeated the king of the south.
Verse 30 reveals that Antiochus Epiphanes was enraged at the holy covenant and took action.