Deuteronomy 28:52

52 and have utterly crushed thee in thy cities, until the high and strong walls be destroyed, in which thou trustest, in all thy land; and it shall afflict thee in thy cities, which he has given to thee.

Deuteronomy 28:52 Meaning and Commentary

Deuteronomy 28:52

And he shall besiege thee in all thy gates
That is, in all their cities and walled towns, which had gates and bars for security:

until thy high and fenced walls come down, wherein thou trustedst,
throughout all thy land;
the Jews had several cities well fenced and strongly fortified, besides Jerusalem, which was fortified both by art and nature, and in which they greatly put their trust and confidence; but these were broken down, particularly by the battering rams of the Romans:

and he shall besiege thee in all thy gates, throughout all thy land,
which the Lord thy God hath given thee;
this is repeated for the certainty of it, and that it might be taken notice of, and abate their trust and confidence in their outward strength. Now all this was fulfilled, partly in the siege of Samaria by the king of Assyria, who went through all the land of the ten tribes, ( 2 Kings 17:5 ) ( 2 Kings 18:9 2 Kings 18:10 ) ; and in Sennacherib's taking the fenced cities of Judah, ( 2 Kings 18:13 ) ; and in the siege of Jerusalem, and breaking down the walls of it by Nebuchadnezzar, ( 2 Kings 25:10 ) ; and, last of all, in the siege of Jerusalem, and battering down the walls of it, by the Romans; at which time also all their strong and fenced cities throughout the land were taken and demolished.

Deuteronomy 28:52 In-Context

50 a nation bold in countenance, which shall not respect the person of the aged and shall not pity the young.
51 And it shall eat up the young of thy cattle, and the fruits of thy land, so as not to leave to thee corn, wine, oil, the herds of thine oxen, and the flocks of thy sheep, until it shall have destroyed thee;
52 and have utterly crushed thee in thy cities, until the high and strong walls be destroyed, in which thou trustest, in all thy land; and it shall afflict thee in thy cities, which he has given to thee.
53 And thou shalt eat the fruit of thy body, the flesh of thy sons and of thy daughters, all that he has given thee, in thy straitness and thy affliction, with which thine enemy shall afflict thee.
54 He that is tender and very delicate within thee shall look with an evil eye upon his brother, and the wife in his bosom, and the children that are left, which may have been left to him;

The Brenton translation of the Septuagint is in the public domain.