So I went ahead and started buying 8x concentrated tart cherry juice at Whole Foods... and it did jack shit. My tart cherry binge was in Eastern Europe, and I was eating them right off the trees. The Montmorency tart cherries grown in the US have a lower anthocyanin content than their European counterparts. But I was consuming a significantly larger amount of juice than the whole berry equivalent of the European variety. So it probably wasn't just the anthocyanins. Dried Montmorency cherries didn't work either. Same for tart cherry extract.
I did want to run another N=1 experiment with a different berry. Aronia [0], known as chokeberries, have some of the highest anthocyanin content among the food sources listed on Wikipedia [1]. I was hoping to find them in the wild but never made this a serious pursuit. Maybe I'll pull the trigger on ordering some dried Aronia berries on Amazon. I am fairly convinced
[0] https://en.wikipedia.org/wiki/Anthocyanin#In_food [1] https://en.wikipedia.org/wiki/Aronia