$re = '/ ^ # start of line
{\w+} # any word character wrapped by curly brackets
\s\S+ # space followed by one or more Not-spaces
\s\S+ # space followed by one or more Not-spaces
\s-\s # space-dash-space
( # --First match group:
New\s\w+ # ‘New’ followed by space and one or more word chars
\s-\s # space-dash-space
New\s\w+ # ‘New’ followed by space and one or more word chars
) # --END First match group
\s* # one-or-more spaces (you can remove this, I think)
$ # end of line
/mx';
$str = '{BANANAS} 2015/02/03 16:10 - Old look - Old Design
{BALOONS} 2015/02/03 16:23 - New look - New Design
{ORANGES} 2015/02/03 16:30 - Old look - Old Design
{BALOONS} 2015/02/03 16:50 - New look - New Design
{CARS} 2015/02/03 16:55 - New link - New Creation';
preg_match_all($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