diff --git a/appengine/flexible/ruby31-and-earlier/static_files/rails/Gemfile.lock b/appengine/flexible/ruby31-and-earlier/static_files/rails/Gemfile.lock
index eb5c0ebdc..212b3a17e 100644
--- a/appengine/flexible/ruby31-and-earlier/static_files/rails/Gemfile.lock
+++ b/appengine/flexible/ruby31-and-earlier/static_files/rails/Gemfile.lock
@@ -61,7 +61,7 @@ GEM
       execjs
     coffee-script-source (1.12.2)
     concurrent-ruby (1.2.2)
-    crass (1.0.6)
+    crass (1.0.7)
     cuprite (0.14.3)
       capybara (~> 3.0)
       ferrum (~> 0.13.0)
@@ -83,7 +83,7 @@ GEM
       railties (>= 4.2.0)
       thor (>= 0.14, < 2.0)
     libv8 (3.16.14.19)
-    loofah (2.21.3)
+    loofah (2.25.2)
       crass (~> 1.0.2)
       nokogiri (>= 1.12.0)
     mail (2.7.0)
@@ -95,16 +95,16 @@ GEM
       nokogiri (~> 1)
       rake
     mini_mime (1.0.0)
-    mini_portile2 (2.8.6)
+    mini_portile2 (2.8.9)
     minitest (5.20.0)
     nio4r (2.3.1)
-    nokogiri (1.16.5)
+    nokogiri (1.19.4)
       mini_portile2 (~> 2.8.2)
       racc (~> 1.4)
     public_suffix (3.0.2)
     puma (5.6.7)
       nio4r (~> 2.0)
-    racc (1.7.3)
+    racc (1.8.1)
     rack (2.2.8.1)
     rack-test (2.1.0)
       rack (>= 1.3)