Sense

1. (exclamation of pain and anger) ah, woe, alas

Examples

• οὐαί σοι, Μωάβ. ἀπώλου, λαὸσ Χαμώσ. ἀπεδόθησαν οἱ υἱοὶ αὐτῶν διασῴζεσθαι καὶ αἱ θυγατέρεσ αὐτῶν αἰχμάλωτοι τῷ βασιλεῖ τῶν Ἀμορραίων Σηών. (Septuagint, Liber Numeri 21:29)
• καὶ ἐφοβήθησαν οἱ ἀλλόφυλοι καὶ εἶπον. οὗτοι οἱ θεοὶ ἥκασι πρὸσ αὐτοὺσ εἰσ τὴν παρεμβολήν. οὐαὶ ἡμῖν. ἐξελοῦ ἡμᾶσ, κύριε, σήμερον, ὅτι οὐ γέγονε τοιαύτη ἐχθὲσ καὶ τρίτην. (Septuagint, Liber I Samuelis 4:7)
• οὐαὶ ἡμῖν. τίσ ἐξελεῖται ἡμᾶσ ἐκ χειρὸσ τῶν θεῶν τῶν στερεῶν τούτων̣ οὗτοι οἱ θεοί, οἱ πατάξαντεσ τὴν Αἴγυπτον ἐν πάσῃ πληγῇ καὶ ἐν τῇ ἐρήμῳ. (Septuagint, Liber I Samuelis 4:8)
• καὶ ἐκάλεσε τὸ παιδάριον Οὐαὶ Βαρχαβὼθ ὑπὲρ τῆσ κιβωτοῦ τοῦ Θεοῦ καὶ ὑπὲρ τοῦ πενθεροῦ αὐτῆσ καὶ ὑπὲρ τοῦ ἀνδρὸσ αὐτῆσ. (Septuagint, Liber I Samuelis 4:21)
• μ ὅτι τάδε λέγει Κύριοσ. ἰδοὺ ἐγὼ ἐξολοθρεύσω τοῦ Ἱεροβοὰμ οὐροῦντα πρὸσ τοῖχον, καὶ ἔσονται οἱ τεθνηκότεσ τοῦ Ἱεροβοὰμ ἐν τῇ πόλει καταφάγονται οἱ κύνεσ, καὶ τὸν τεθνηκότα ἐν τῷ ἀγρῷ καταφάγεται τὰ πετεινὰ τοῦ οὐρανοῦ, καὶ τὸ παιδάριον κόψονται. οὐαὶ Κύριε, ὅτι εὑρέθη ἐν αὐτῷ ρῆμα καλὸν περὶ τοῦ Κυρίου. (Septuagint, Liber I Regum 12:36)

Source: Ancient Greek entries from Wiktionary