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Rational Design of Methylene Blue–Raloxifene Conjugates for Efficient Breast Tumor Elimination Triggered by ERα Degradation

Yu Zhang, Qiying Yu, Ziwei Wang, Luolong Qing, Xiaokui Mo, Bing Liu, Yoke Chin Chai, Bingqiong Yu, Yongxi Dong, Weidong Pan, Silong Zhang, Huan He

2025Journal of Medicinal Chemistry8 citationsDOIOpen Access PDF

Abstract

Small molecules capable of degrading estrogen receptor α (ERα) are of significant interest in breast cancer treatment. Herein, we rationally designed a series of ERα degraders ( MR1 – MR3 ) by conjugating methylene blue, a bifunctional photosensitizer, with the raloxifene pharmacophore. The lead compound MR3 exhibited high affinity to ERα, and it can induce a complete depletion of ERα in MCF7 breast cancer cells after 660 nm irradiation (0.4 W/cm 2 ) for 1 min. Owing to the ERα degradation merit, MR3 displayed a 45-fold boosted anticancer activity (IC 50 = 0.55 μM) after irradiation. In the breast cancer xenograft mouse model, MR3 induced an obvious tumor regression (tumor growth inhibition = 118%), which was superior to that of the FDA-approved ERα degrader Faslodex . These important features make MR3 extremely intriguing for breast cancer treatment.

Topics & Concepts

ChemistryRaloxifeneMethylene blueConjugateDegradation (telecommunications)Breast tumorRational designMethyleneCombinatorial chemistryBreast cancerPharmacologyStereochemistryOrganic chemistryInternal medicineTamoxifenNanotechnologyCancerTelecommunicationsComputer scienceCatalysisMathematical analysisPhotocatalysisMedicineMathematicsMaterials scienceClick Chemistry and ApplicationsProtein Degradation and InhibitorsAdvanced biosensing and bioanalysis techniques
Rational Design of Methylene Blue–Raloxifene Conjugates for Efficient Breast Tumor Elimination Triggered by ERα Degradation | Litcius