re = /(?<!\s)(?<!since)(\s*)1\.0\.0/m
str = '/**
* @since 1.0.0 <--- this shouldn\'t be matched
* @package blah blah blah
* Version: 1.0.0 <--- this should be matched
*/
/**
* Fired during plugin activation.
*
* This class defines all code necessary to run during the plugin\'s activation.
*
* @since 1.0.0 <--- this shouldn\'t be matched
* @package blah blah
* @subpackage blah blah
* @author blah blah
*/
define( \'PLUGIN_VERSION\', \'1.0.0\' ); // <--- this should be matched
'
subst = '${1}1.2.3'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
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 Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html