$re = '/play\s+([^,]+?)\s*,|show\s+(.*?)\s+profile|show\s+(\d{4})\s+season\s+of\s+([^,]+?)\s*,|i(?:\'m)?\s+.*?(?:\ba\b|\ban\b)\s+(\S+)/mi';
$str = 'play demo-song, pattern: play {song},
show hoizer profile, pattern: show {artist} profile
show 2019 season of GOT, pattern: show {year} season of {series},
PLAY demo-song, pattern: PLay {song},
SHOW hoizer some other artists profile, pattern: show {artist} profile
show 2019 SEASON OF GOT , pattern: show {year} season of {series},
i am a student I AM A programmer i\'m a suergeon pattern: I\'m a {profession}, ';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php