$re = '/^(?:\((?P<imp>[A-Z])\)\ )?(?P<dued>(?:2[0-1][0-9]{2}\-(?:0[0-9]|1[0-2])\-(?:[0-2][0-9]|3[0-1]))|\?)\ (?:\+(?P<proname>[a-zA-Z0-9]+)(?:\#(?P<pronum>[0-9]+))?\ )?(?:\$(?P<startd>2[0-1][0-9]{2}\-(?:0[0-9]|1[0-2])\-(?:[0-2][0-9]|3[0-1]))(?:\^(?P<repeat>\d*(?:D|W|M|Y)(?:\,\d*(?:D|W|M|Y)+)*))?\ )?(?P<todo>.+?(?=(?:\ (?:\@|\&))|$))(?P<contexts>(?:\ \@\S+)*)(?P<tags>(?:\ \&\S+)*)/m';
$str = '(A) 2016-10-23 +projectB $2016-10-03 to be completed as soon as possible @context_bar
(A) 2016-11-01 +projectA $2016-09-25 job to complete @context @context_two
(B) ? +houseworks $2016-10-04^2D,W lavoro importante &TAG_FOO &TAG_BAR
2016-12-15 +projectA#2 $2016-09-25 second job related to the same project @another_context
? +houseworks $2016-10-02^3D altro lavoro di casa @context_bar &TAG
? +projectA#3 $2016-09-25 third job of the same project @foo_context &WAIT
? +projectA#4 $2016-09-25 fourth job, needs third to be completed first
2016-11-23 $2015-06-23^4Y another job without project @context_foo @context_bar &TAG_A &TAG_B
? minimal job like email fra@me.com';
preg_match_all($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