diff --git a/core/admin/mailu/models.py b/core/admin/mailu/models.py
index 300d8d8c..697e4df7 100644
--- a/core/admin/mailu/models.py
+++ b/core/admin/mailu/models.py
@@ -39,6 +39,8 @@ class IdnaDomain(db.TypeDecorator):
     """
 
     impl = db.String(80)
+    cache_ok = True
+    python_type = str
 
     def process_bind_param(self, value, dialect):
         """ encode unicode domain name to punycode """
@@ -48,13 +50,13 @@ class IdnaDomain(db.TypeDecorator):
         """ decode punycode domain name to unicode """
         return idna.decode(value)
 
-    python_type = str
-
 class IdnaEmail(db.TypeDecorator):
     """ Stores a Unicode string in it's IDNA representation (ASCII only)
     """
 
     impl = db.String(255)
+    cache_ok = True
+    python_type = str
 
     def process_bind_param(self, value, dialect):
         """ encode unicode domain part of email address to punycode """
@@ -70,13 +72,13 @@ class IdnaEmail(db.TypeDecorator):
         localpart, domain_name = value.rsplit('@', 1)
         return f'{localpart}@{idna.decode(domain_name)}'
 
-    python_type = str
-
 class CommaSeparatedList(db.TypeDecorator):
     """ Stores a list as a comma-separated string, compatible with Postfix.
     """
 
     impl = db.String
+    cache_ok = True
+    python_type = list
 
     def process_bind_param(self, value, dialect):
         """ join list of items to comma separated string """
@@ -91,13 +93,13 @@ class CommaSeparatedList(db.TypeDecorator):
         """ split comma separated string to list """
         return list(filter(bool, (item.strip() for item in value.split(',')))) if value else []
 
-    python_type = list
-
 class JSONEncoded(db.TypeDecorator):
     """ Represents an immutable structure as a json-encoded string.
     """
 
     impl = db.String
+    cache_ok = True
+    python_type = str
 
     def process_bind_param(self, value, dialect):
         """ encode data as json """
@@ -107,8 +109,6 @@ class JSONEncoded(db.TypeDecorator):
         """ decode json to data """
         return json.loads(value) if value else None
 
-    python_type = str
-
 class Base(db.Model):
     """ Base class for all models
     """
diff --git a/core/admin/mailu/schemas.py b/core/admin/mailu/schemas.py
index 191d01ac..00cbf464 100644
--- a/core/admin/mailu/schemas.py
+++ b/core/admin/mailu/schemas.py
@@ -145,6 +145,11 @@ class Logger:
             if history.has_changes() and history.deleted:
                 before = history.deleted[-1]
                 after = getattr(target, attr.key)
+                # we don't have ordered lists
+                if isinstance(before, list):
+                    before = set(before)
+                if isinstance(after, list):
+                    after = set(after)
                 # TODO: this can be removed when comment is not nullable in model
                 if attr.key == 'comment' and not before and not after:
                     pass
diff --git a/core/admin/requirements-prod.txt b/core/admin/requirements-prod.txt
index 331239ba..d6c7aca3 100644
--- a/core/admin/requirements-prod.txt
+++ b/core/admin/requirements-prod.txt
@@ -26,8 +26,9 @@ Flask-Login==0.5.0
 flask-marshmallow==0.14.0
 Flask-Migrate==3.1.0
 Flask-Script==2.0.6
-Flask-SQLAlchemy==2.4.0
+Flask-SQLAlchemy==2.5.1
 Flask-WTF==0.15.1
+greenlet==1.1.2
 gunicorn==20.1.0
 html5lib==1.1
 idna==3.3
@@ -39,16 +40,16 @@ limits==1.5.1
 lockfile==0.12.2
 Mako==1.1.5
 MarkupSafe==2.0.1
-marshmallow==3.10.0
-marshmallow-sqlalchemy==0.24.1
+marshmallow==3.14.0
+marshmallow-sqlalchemy==0.26.1
 msgpack==1.0.2
-mysqlclient==1.4.2.post1
+mysqlclient==2.0.3
 ordered-set==4.0.2
 # packaging==20.9
 passlib==1.7.4
 # pep517==0.10.0
 progress==1.6
-psycopg2==2.8.2
+psycopg2==2.9.1
 pycparser==2.20
 Pygments==2.10.0
 pyOpenSSL==21.0.0
@@ -60,7 +61,7 @@ requests==2.26.0
 retrying==1.3.3
 # six==1.15.0
 socrate==0.2.0
-SQLAlchemy==1.3.3
+SQLAlchemy==1.4.26
 srslib==0.1.4
 tabulate==0.8.9
 tenacity==8.0.1