Spectroscopic and photostability study of water-soluble hypericin encapsulated with polyvinylpyrrolidone

Hypericin has gained great attention as a powerful photosensitizing and fluorescent agent for photodynamic therapy (PDT) and fluorescence diagnosis (FD) of cancer. However, native hypericin is hydrophobic and nearly insoluble in aqueous media which hinders its photobiological activity. Herein, we demonstrate the encapsulation of hypericin and polyvinylpyrrolidone (hypericin@PVP) as an attractive class of water-soluble formula of hypericin with improved absorption and emission characteristics in water. The absorption and fluorescence properties of the water-soluble hypericin@PVP were studied at room temperature. Also, the photostability of the prepared hypericin@PVP was studied under visible light irradiation. The absorbance and emission measurements confirm the association and binding of hypericin and PVP with a binding constant (Kb) of 1.2 × 105 M−1. The interaction between hypericin and PVP in water could lead to the dissociation of aggregated hypericin into their monomeric state which is crucial for effective photobiological implementation in PDT and FD. Upon encapsulation with PVP, hypericin showed a significant increase in the fluorescence properties with an enhanced emission intensity of 300% at a PVP concentration of 1 × 10−4 M. Moreover, water-soluble hypericin@PVP demonstrated high photostability under visible light irradiation with an irradiance of 15 mW/cm2 and exposure time up to 150 min. This enhancement in the absorption, emission, and photostability of hypericin in water is related to the effects of encapsulation with PVP and the unique spectroscopic properties of the formulated hypericin@PVP. [Display omitted] •Effective solubilization of hypericin in aqueous solution using PVP.•Quantitative characterization of transition of hypericin aggregates to monomers.•Calculation of binding constant of hypericin and PVP in water.•Improved photophysical properties of hypericin in water.•Enhanced photostability of water-soluble hypericin@PVP formula.