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tenderloin (n.)

1828, "tender part of a loin of pork or beef," from tender (adj.) + loin. The slang meaning "police district noted for vice" appeared first 1887 in New York, on the notion of the neighborhood of the chief theaters, restaurants, etc., being the "juciest cut" for graft and blackmail.

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Definitions of tenderloin from WordNet

tenderloin (n.)
a city district known for its vice and high crime rate;
Synonyms: combat zone
tenderloin (n.)
the tender meat of the loin muscle on each side of the vertebral column;
Synonyms: undercut
From wordnet.princeton.edu