re = /(\b(?'first_word'[A-Z](?!([A-Z0-9]*\b|[[:alnum:]]*_)(?# the word isn't in all caps and doesn't contain underscores))(?:[a-z0-9]*)))|(\G(?'trailing_word'[A-Z][a-z0-9]*))/m
str = 'PascalCase
Pascal
PascalCaseCase
Pascal684Case
Pas45calCase
PascalCase6523Case
PascalCaseCaseCase
PPascal
PascalCCase
camelCase
// some random commentary with Capitalized and SCREAMING letters
SCREAMING_SNAKE_CASE
Pascal_Snake_Case
'
subst = '\\L${first_word}${trailing_word:+_\\L${trailing_word}:}'
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