sorrowful
perilupos describes a state of acute grief or distress, whether over riches, a demand, or the prospect of death.
The attested verses present perilupos as intense sorrow or distress: a rich man becomes so in response to his wealth, a king is grieved by his oaths and guests, and a speaker describes his soul as so distressed in view of death.
Senses in use
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Intense grief or distress in a pressing situation · dominant
In Luke 18:23 the nominative masculine form describes a man who becomes sorrowful because he is very rich; in Mark 6:26 the same form occurs when the king is grieved because of his oaths and guests. In Mark 14:34 and Matthew 26:38, the nominative feminine form describes a soul as sorrowful in a statement that connects the distress with death.
In the Anselm Project Bible: The APB presents the term with “sorrowful” in Luke 18:23, Mark 14:34, and Matthew 26:38, and with “deeply grieved” in Mark 6:26. These are translation renderings of whole clauses.