It will sadden Tony so much to hear that Donna is dead.
Source: tatoeba (8415875)
Ranked by relevance and common usage.
Keep "sadden" when the sentence already sounds natural, when a synonym would add unintended emphasis, or when readers need the most familiar wording. A synonym should clarify or sharpen the message, not simply make the sentence look more varied.
If two options seem close, choose the one that best matches the audience and purpose of the sentence.
Choose a synonym only if it keeps the core idea of "sadden" intact in the sentence you are editing.
Check whether the replacement sounds more formal, casual, emotional, technical, or forceful than the original word.
Read the full sentence after the swap. Keep the synonym only when the sentence becomes clearer or more precise.
Review note: Synonym lists are ranked with lexical data and reviewed for practical writing value. Use the comparison notes, sentence evidence, and source labels together; a high-ranking synonym can still be wrong when the audience, register, or grammar changes.
After choosing a replacement for "sadden", read the sentence once for meaning and once for rhythm. The best synonym should feel natural in the full sentence, not only accurate in a word list.
If the synonym makes the sentence slower, vaguer, or more dramatic than intended, keep "sadden" or choose a simpler alternative from the closest-match group.
OpenGloss and ConceptNet supply richer edges like generalizations, collocations, and derivations.
9 total sentences available.
It will sadden Tony so much to hear that Donna is dead.
Source: tatoeba (8415875)
It saddens me to think that I might have hurt someone.
Source: wiktionary
The turmoil went on—no rest, no peace. […] It was nearly eleven o'clock now, and he strolled out again. In the little fair created by the costers' barrows the evening only seemed beginning; and the naphtha flares made one's eyes ache, the men's voices grated harshly, and the girls' faces saddened one.
Source: wiktionary
He saddens, all the magic light Dies off at once from bower and hall, And all the place is dark, and all The chambers emptied of delight: […]
Source: wiktionary
Showing 4 of 9 available sentences.
Closest matches include grieve, upset, affect, aggrieve, aggrieve.
Compare the replacement against real sentence context. This entry includes sample sentences so you can check tone, grammar, and meaning before swapping words.