Hallmarks of anticancer and antimicrobial activities of corroles

Sharma, Vinay K.; Assaraf, Yehuda G.; Gross, Zeev

doi:10.1016/j.drup.2023.100931

Cited by 12 publications

(6 citation statements)

References 196 publications

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“…The first report exposing the relevance of corroles for drug discovery was published in 2000 by introducing a tris-cationic corrole and showing that it is more potent for attenuating tumor progression and metastasis than analogous porphyrins. Considering that the anticancer properties of corroles and corresponding metal complexes have recently been summarized, , only three most recent examples are now outlined. Two of them share a common motif: the introduction of completely lipophilic corroles, which spontaneously form nanoparticles (NPs) when added to aqueous solutions.…”

Section: Catalytic Properties Of Metallocorroles Of Relevance To Drug...mentioning

confidence: 99%

Milestones and Most Recent Advances in Corrole’s Science and Technology

Mahammed

Gross

2023

J. Am. Chem. Soc.

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The renaissance in corrole chemistry is strongly correlated with synthetic breakthroughs that started in 1999, regarding the one-pot rather than multistep syntheses of this heme-like N4 macrocycle. This largely improved synthetic accessibility allowed for technological advances wherein the corresponding metal complexes have since been introduced as key elements. Great emphasis was devoted to the elucidation of the unique fundamental features that distinguish corrole ligands, among them outstanding electron donation (σ by the N atoms and π by the macrocycle) to transition metals chelated by them. Such investigations remain crucial for enabling the by-demand tuning of metallocorrole properties for distinctly different applications. These range from the catalysis of organic reactions, through bioimaging and disease prevention/treatment strategies, to photo- and electrocatalysis for clean energy. Surveyed are the original reports that impacted these developments, together with some of the most recent advances.

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Section: Catalytic Properties Of Metallocorroles Of Relevance To Drug...mentioning

confidence: 99%

Milestones and Most Recent Advances in Corrole’s Science and Technology

Mahammed

Gross

2023

J. Am. Chem. Soc.

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“…Compared to porphyrin, the corrole photosensitizer has higher 1 O 2 quantum yields because it is less prone to aggregation . In addition, the corrole macrocycle has a direct pyrrole–pyrrole linkage, which makes it more easily metabolized after PDT . Although there have been reports about the synthesis of corrole conjugates for antitumor application such as cyclodextrin, coumarin, amino acid, protein, peptide, and siRNA conjugates, the synthesis of corrole and the chemotherapeutic drug conjugate and its application in chemo-photodynamic combination therapy have not been reported so far.…”

Section: Introductionmentioning

confidence: 99%

Construction of 5-Fluorouracil and Gallium Corrole Conjugates for Enhanced Photodynamic Therapy

Cen,

Xie,

Guo

et al. 2024

J. Med. Chem.

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Molecular hybridization is a well-established strategy for developing new drugs. In the pursuit of promising photosensitizers (PSs) with enhanced photodynamic therapy (PDT) efficiency, a series of novel 5-fluorouracil (5FU) gallium corrole conjugates (1-Ga–4-Ga) were designed and synthesized by hybridizing a chemotherapeutic drug and PSs. Their photodynamic antitumor activity was also evaluated. The most active complex (2-Ga) possesses a low IC50 value of 0.185 μM and a phototoxic index of 541 against HepG2 cells. Additionally, the 5FU-gallium corrole conjugate (2-Ga) exhibited a synergistic increase in cytotoxicity under irradiation. Excitedly, treatment of HepG2 tumor-bearing mice with 2-Ga under irradiation could completely ablate tumors without harming normal tissues. 2-Ga-mediated PDT could disrupt mitochondrial function, cause cell cycle arrest in the sub-G1 phase, and activate the cell apoptosis pathway by upregulating the cleaved PARP expression and the Bax/Bcl-2 ratios. This work provides a useful strategy for the design of new corrole-based chemo-photodynamic therapy drugs.

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“…π-Extended porphyrinoid dyes have received notable interest due to unique photophysical, structural, and redox properties that lead to panchromatic absorption in the near–infrared (NIR) region. − Usually, porphyrin dyes have weak absorption in the red region . The absorption spectra of porphyrinoids are quite flexible and can be easily perturbed by varying β- and/or meso -substituents. − Developing fused or conjugated porphyrins is one effective and straightforward methodology for tuning redox and photophysical properties. − The HOMO–LUMO gap can easily be decreased by appending the conjugated π-systems with donor−π–acceptor groups. , Recent studies on conjugated porphyrinoids revealed that porphyrin-based dyes with NIR absorption had demonstrated potential applications in nonlinear optics, , photodynamic therapy, − OLEDs, molecular wires, and molecular electronics …”

Section: Introductionmentioning

confidence: 99%