diff --git a/pkgs/development/python-modules/google-auth-oauthlib/default.nix b/pkgs/development/python-modules/google-auth-oauthlib/default.nix
index 5894c2080ffb..84693b839de9 100644
--- a/pkgs/development/python-modules/google-auth-oauthlib/default.nix
+++ b/pkgs/development/python-modules/google-auth-oauthlib/default.nix
@@ -2,6 +2,7 @@
 , stdenv
 , buildPythonPackage
 , fetchPypi
+, setuptools
 , click
 , mock
 , pytestCheckHook
@@ -12,26 +13,33 @@
 
 buildPythonPackage rec {
   pname = "google-auth-oauthlib";
-  version = "1.1.0";
-  format = "setuptools";
+  version = "1.2.0";
+  pyproject = true;
 
   disabled = pythonOlder "3.6";
 
   src = fetchPypi {
     inherit pname version;
-    hash = "sha256-g+qMOwiB5FN5C6/0RI6KYRKsh3jR3p2gtoAQuEOTevs=";
+    hash = "sha256-KS0tN4M0nysHNKCgIHseHjIqwZPCwJ2PfGE/t8xQHqg=";
   };
 
+  nativeBuildInputs = [
+    setuptools
+  ];
+
   propagatedBuildInputs = [
     google-auth
     requests-oauthlib
   ];
 
+  passthru.optional-dependencies = {
+    tool = [ click ];
+  };
+
   nativeCheckInputs = [
-    click
     mock
     pytestCheckHook
-  ];
+  ] ++ passthru.optional-dependencies.tool;
 
   disabledTests = [
     # Flaky test. See https://github.com/NixOS/nixpkgs/issues/288424#issuecomment-1941609973.
@@ -46,9 +54,11 @@ buildPythonPackage rec {
   ];
 
   meta = with lib; {
+    changelog = "https://github.com/googleapis/google-auth-library-python-oauthlib/blob/v${version}/CHANGELOG.md";
     description = "Google Authentication Library: oauthlib integration";
     homepage = "https://github.com/GoogleCloudPlatform/google-auth-library-python-oauthlib";
     license = licenses.asl20;
+    mainProgram = "google-oauthlib-tool";
     maintainers = with maintainers; [ terlar ];
   };
 }
diff --git a/pkgs/development/python-modules/google-auth/default.nix b/pkgs/development/python-modules/google-auth/default.nix
index 4785bed59fb3..905f301c2cc8 100644
--- a/pkgs/development/python-modules/google-auth/default.nix
+++ b/pkgs/development/python-modules/google-auth/default.nix
@@ -5,7 +5,6 @@
 , buildPythonPackage
 , cachetools
 , cryptography
-, fetchpatch
 , fetchPypi
 , flask
 , freezegun
@@ -22,40 +21,29 @@
 , requests
 , responses
 , rsa
-, six
-, urllib3
+, setuptools
 }:
 
 buildPythonPackage rec {
   pname = "google-auth";
-  version = "2.21.0";
-  format = "setuptools";
+  version = "2.27.0";
+  pyproject = true;
 
-  disabled = pythonOlder "3.6";
+  disabled = pythonOlder "3.7";
 
   src = fetchPypi {
     inherit pname version;
-    hash = "sha256-so6ASOV3J+fPDlvY5ydrISrvR2ZUoJURNUqoJ1O0XGY=";
+    hash = "sha256-6GOlbMwtjvqD33qAJyYB5DSH+ppyijdiBchsJqrvqCE=";
   };
 
-  patches = [
-    # Although the migration to urllib3-2.0.0 is incomplete,
-    # the discussion in the following PR has addressed the concerns.
-    # https://github.com/googleapis/google-auth-library-python/pull/1290
-    (fetchpatch {
-      name = "support-urllib3_2.patch";
-      url = "https://github.com/googleapis/google-auth-library-python/commit/9ed006d02d7c9de3e6898ee819648c2fd3367c1d.patch";
-      hash = "sha256-64g0GzZeyO8l/s1jqfsogr8pTOBbG9xfp/UeVZNA4q8=";
-      includes = [ "google/auth/transport/urllib3.py" ];
-    })
+  nativeBuildInputs = [
+    setuptools
   ];
 
   propagatedBuildInputs = [
     cachetools
     pyasn1-modules
     rsa
-    six
-    urllib3
   ];
 
   passthru.optional-dependencies = {
@@ -68,6 +56,7 @@ buildPythonPackage rec {
       pyopenssl
     ];
     pyopenssl = [
+      cryptography
       pyopenssl
     ];
     reauth = [
@@ -90,8 +79,7 @@ buildPythonPackage rec {
     pytestCheckHook
     responses
   ] ++ passthru.optional-dependencies.aiohttp
-  # `cryptography` is still required on `aarch64-darwin` for `tests/crypt/*`
-  ++ (if (stdenv.isDarwin && stdenv.isAarch64) then [ cryptography ] else passthru.optional-dependencies.enterprise_cert)
+  ++ passthru.optional-dependencies.enterprise_cert
   ++ passthru.optional-dependencies.reauth;
 
   pythonImportsCheck = [
diff --git a/pkgs/development/python-modules/tensorboard/default.nix b/pkgs/development/python-modules/tensorboard/default.nix
index d06c9e6d7d8e..af45054bac42 100644
--- a/pkgs/development/python-modules/tensorboard/default.nix
+++ b/pkgs/development/python-modules/tensorboard/default.nix
@@ -23,15 +23,15 @@
 
 buildPythonPackage rec {
   pname = "tensorboard";
-  version = "2.15.1";
+  version = "2.16.0";
   format = "wheel";
-  disabled = pythonOlder "3.6";
+  disabled = pythonOlder "3.9";
 
   src = fetchPypi {
     inherit pname version format;
     dist = "py3";
     python = "py3";
-    hash = "sha256-xGwdHPE6RYxCmGiniyUx2P9faCBY1p7AhAsLx6OPHA8=";
+    hash = "sha256-JjuQmiAJyzp52qar5kwXhcwxfCWlTk2y/stkKf/FTFg=";
   };
 
   nativeBuildInputs = [
@@ -76,9 +76,11 @@ buildPythonPackage rec {
   ];
 
   meta = with lib; {
+    changelog = "https://github.com/tensorflow/tensorboard/blob/${version}/RELEASE.md";
     description = "TensorFlow's Visualization Toolkit";
     homepage = "https://www.tensorflow.org/";
     license = licenses.asl20;
+    mainProgram = "tensorboard";
     maintainers = with maintainers; [ abbradar ];
   };
 }