diff --git a/lib/annotate/annotate_models.rb b/lib/annotate/annotate_models.rb
index dc2901a3..519c3f30 100644
--- a/lib/annotate/annotate_models.rb
+++ b/lib/annotate/annotate_models.rb
@@ -433,7 +433,9 @@ def annotate_one_file(file_name, info_block, position, options = {})
       old_header = old_content.match(header_pattern).to_s
       new_header = info_block.match(header_pattern).to_s
 
-      column_pattern = /^#[\t ]+[\w\*\.`]+[\t ]+.+$/
+      column_name_pattern = '[\w\*\.`]+'
+      comment_pattern = '(?:\(.+\))?'
+      column_pattern = %r/^#[\t ]+#{column_name_pattern}#{comment_pattern}[\t ]+.+$/
       old_columns = old_header && old_header.scan(column_pattern).sort
       new_columns = new_header && new_header.scan(column_pattern).sort
 
diff --git a/spec/lib/annotate/annotate_models_spec.rb b/spec/lib/annotate/annotate_models_spec.rb
index 09647461..1eb95543 100644
--- a/spec/lib/annotate/annotate_models_spec.rb
+++ b/spec/lib/annotate/annotate_models_spec.rb
@@ -2922,6 +2922,35 @@ def annotate_one_file(options = {})
           expect(File.read(@model_file_name)).to eq("#{@schema_info}#{@file_content}")
         end
       end
+
+      context 'of commented columns' do
+        before do
+          klass = mock_class(:users,
+                             :id,
+                             [
+                               mock_column(:id, :integer, comment: 'primary key'),
+                               mock_column(:name, :string, comment: 'with comment')
+                             ],
+                             [],
+                             [])
+          @schema_info = AnnotateModels.get_schema_info(klass, '== Schema Info', with_comment: true)
+          annotate_one_file
+        end
+
+        it 'should update commented column' do
+          klass = mock_class(:users,
+                             :id,
+                             [
+                               mock_column(:id, :integer, comment: 'primary key'),
+                               mock_column(:name, :text, comment: 'ｍｕｌｔｉｂｙｔｅ ｃｏｍｍｅｎｔ')
+                             ],
+                             [],
+                             [])
+          @schema_info = AnnotateModels.get_schema_info(klass, '== Schema Info', with_comment: true)
+          annotate_one_file
+          expect(File.read(@model_file_name)).to eq("#{@schema_info}#{@file_content}")
+        end
+      end
     end
 
     describe 'with existing annotation => :before' do