1 Enoch 48:10
8 In these days, the kings of the earth who own the land will look downcast because of the works of their hands; for on the day of their trouble and affliction, they will not be able to save themselves. 9 And I will hand them over to the hands of my elect: as straw in the fire, they shall burn before the face of the holy; as lead in the water, they shall sink before the face of the righteous, and no trace of them shall be found anymore. 10 On the day of their affliction, there shall be peace on the earth. They shall fall before them and not rise again; and there shall be no one to help them up, for they have denied the Lord of Spirits and His Anointed. Blessed be the name of the Lord of Spirits.
Jude 1:4
1 From Jude, a slave of Jesus Christ and brother of James, to those who are called, wrapped in the love of God the Father and kept for Jesus Christ. 2 May mercy, peace, and love be lavished on you! 3 Dear friends, although I have been eager to write to you about our common salvation, I now feel compelled instead to write to encourage you to contend earnestly for the faith that was once for all entrusted to the saints. 4 For certain men have secretly slipped in among you—men who long ago were marked out for the condemnation I am about to describe—ungodly men who have turned the grace of our God into a license for evil and who deny our only Master and Lord, Jesus Christ. 5 Now I desire to remind you (even though you have been fully informed of these facts once for all) that Jesus, having saved the people out of the land of Egypt, later destroyed those who did not believe.
Notes and References
"... In particular, however, there is good reason to think that Jude is consciously depending on Enochic material. Most obvious is the fact that he explicitly references Enochic tradition later in his letter! In addition to this explicit reference, there are a number of elements scattered through the book that appear to draw on Enochic material; compare for example “deny our only Master and Lord” in Jude 4 with 1 Enoch 48:10, or the “wandering stars” (13) with 1 Enoch 18:14-16. Focussing more narrowly on Jude 6-7, there is the alreadynoted fact that Jude’s main point about the angels is their punishment, bound with everlasting chains, an element at best implicit in the Genesis account but developed at length in the Book of Watchers. Finally, there are a number of direct verbal and conceptual parallels with regard to the angelic fall, such as the reference to “the great day” (an unusual phrase in the NT), the binding of the angels, and the angels’ having “abandoned” their abode. Taken together, this is quite a formidable amount of evidence for such a short reference ..."
Leach, Peter T. Those Who Mock Them Will Become Like Them: Jude's Polemic Use of the Evil Angels (pp. 1-18) Reformed Theological Seminary, 2020