re = /[\r\n]?BEGIN((?!TRUE).)*?END/
str = 'BEGIN
DESCRIPTION: 1234
BOOL:TRUE
END
BEGIN
DESCRIPTION: 4568
BOOL:TRUE
END
BEGIN
DESCRIPTION: 715310
BOOL:FALSE
END
BEGIN
DESCRIPTION: 12489453
BOOL:TRUE
END
BEGIN
DESCRIPTION: 41543
BOOL:FALSE
END'
subst = ''
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