Cyril of Alexandria

And next He tells them the cause of the evil, and of a tribulation so severe and irremediable befalling them, saying, "that He is about according to the Scriptures to be numbered with the transgressors," plainly referring to His being hung upon the cross with the thieves who were crucified with Him, and so enduring a transgressor's punishment: "and the dispensation, having come to this, will now have an end." For He endured indeed for our sakes His saving passion, and thus far the daring wickedness of the Jews proceeded, and this was …

Commentary on the Gospel of Luke, Sermon 145 ↗

Theophylact of Ohrid

Some have understood the purchase of the sword differently. By this, they say, He hints at the attack upon Him that is about to take place soon, and at the fact that He would be seized by murderous men. Since before this time they had been disputing with one another about primacy, the Lord says: now is not the time for disputes about primacy, but a time of danger and killings. For even I, your Teacher, will be led to death, and moreover to a dishonorable death. …

Commentary on Luke ↗

Bede

For I tell you that this which is written must still be fulfilled in me: "And he was numbered with the transgressors." For indeed, the things concerning me have an end. Behold why the disciples are advised to take a purse, a bag, and a sword, namely because the Lord was to be numbered with the transgressors, which Isaiah describes among other things (Isa. 53), either with robbers, between whom he was to be crucified, or with the dead to whom he was to descend by death, implying that. …

On the Gospel of Luke ↗

Bonaventure

Third, as regards the foresight of future events, He adds: For I say to you that this which is written must yet be fulfilled in Me: And He was reckoned among the wicked: Isaiah fifty-three: "He delivered His soul unto death, and was reckoned among the wicked." Fittingly the Lord foretells this to them, so that from the contemplation of His Passion they might be armed and encouraged, according to 1 Peter four: "Since Christ has suffered in the flesh, arm yourselves also with the same thought." This is the armor to be taken up, …

Commentary on Luke, Chapter 22 ↗