use strict;
my $str = '/home/my/siteblog
/home/my/siteblog/img/example.jpg
/home/my/siteblog/img/example.JPG
/home/my/siteblog/img/another-image.jpeg
/home/my/siteblog/img/stupid-extension.jpEG';
my $regex = qr~/img/(([^/]+)(?i:\.jpe?g))$~mp;
my $subst = '/img-cleaned-up/$2.jpg?original=$1';
my $result = $str =~ s~$regex~$subst~rg;
print "The result of the substitution is' $result\n";
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 Perl, please visit: http://perldoc.perl.org/perlre.html