くやしがる
kuyashigaru

Godan Verb (ru)

1. to seem bitter (over); to appear vexed; to be resentful; to appear to regret

Transitive
かれ事業 じぎょう失敗 しっぱい くやしがった。
karewa jigyōno shippaio kuyashigatta.
He was mortified at his failure in business.