$re = '/^(\d+(?:-\d+)?\s*(M{0,4}(?:C[MD]|D?C{0,3})(?:X[CL]|L?X{0,3})(?:I[XV]|V?I{0,3})))\.\s*(.*)/m';
$str = '05-21 I. Don Quixote
21-20 IV. Macbeth
10-12 ML. To Kill a Mockingbird
12 V. Invisible Man';
preg_match_all($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