Based on the structure-activity relationship observed employing 1-6 (Fig. ) with the previously reported studies of flavonoids, we could determine structural features on all the A, B, and C rings of flavonoids that are critical for controlling multiple pathological factors, i.e., free radicals, AChE, metal-free Ab, and metal-Ab. As depicted in Fig. , first, three hydroxyl groups at the C5-C7 positions on the A ring are essential for gaining multiple reactivities with our desired pathogenic targets. Second, the translocation of the B ring from C2 to C3 on the C ring affording an isoflavone framework can enhance both antioxidant and AChE inhibitory abilities. Third, a catechol moiety on the B ring in an isoflavone backbone is reported to be important in modulating the reactivities of our targets. Moreover, as illustrated in Fig. , comparing the HOMOs of 4 and 6 indicates that the electronic distribution on all the A, B, and C rings is notable in the isoflavone 6; thus, the addition of electron-donating groups at the C3' and C4' positions on the B ring can impact the electronic property of the overall structure. Collectively, we rationally fashioned the isoflavone 7 (Fig. ) that contains three hydroxyl groups on the A ring and a catechol moiety on the B ring, as a flavonoid with multiple reactivities against pathological components in AD. As expected, 7