Numerous　studies　have　shown　that　anthocyanins　usually　have　better　in　vitro　bioactivity　than　in　vivo　bioactivity.　This　may　be　due　to　physiochemical　degradation　during　gastrointestinal　digestion　and　their　poor　bioavailability　in　in　vivo　studies.　Therefore,　this　study　aims　to　investigate　the　effects　of　anthocyanin　structure　on　their　stability　under　simulated　gastrointestinal　digestion　and　to　assess　their　absorption　in　the　intestines　using　Caco-2　human　intestinal　cell　monolayers.　The　results　show　that　gastric　digestion　does　not　significant　affect　blueberry　anthocyanins　in　terms　of　composition　and　antioxidative　activity.　However,　approximately　42%　of　the　total　anthocyanin　and　29%　of　the　antioxidative　activity　were　lost　during　intestinal　digestion.　Structural　analysis　indicated　that　fewer　free　hydroxyl　groups　and　more　methoxy　groups　in　the　B-ring　improve　anthocyanin　stability.　The　absorption　trials　demonstrated　that　more　hydrophobic　anthocyanins　have　better　absorption　efficiency　than　more　hydrophilic　anthocyanins.　Furthermore,　the　glycoside　structure　also　determines　the　absorption　efficiency　of　anthocyanins.