Ferrocene‐substituted 3,3′‐diindolylmethanes with improved anticancer activity

Muenzner, Julienne K.; Ahmad, Aamir; Rothemund, Matthias; Schrüfer, Sebastian; Padhyé, Subhash; Sarkar, Fazlul H.; Schobert, Rainer; Biersack, Bernhard

doi:10.1002/aoc.3452

Cited by 19 publications

(13 citation statements)

References 32 publications

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“…Most recently, ferrocene‐related anticancer research is also focusing on ferrocene–chalcogeno‐triazole–sugar conjugates, membrane interactions of nitroarylferrocenes, PEGylated ferrocene radiosensitizers of cancer cells, tubulin‐binding ferrocene‐substituted 3,3′‐diindolylmethane, ferrocene‐modified phospholipids, ferrocene–iminosugar hybrids, ferrocene–N‐heterocyclic carbene–gold(I) complexes targeting antioxidant pathways, and dendrimer‐related strategies . In terms of drug delivery, an elegant approach was reported by Wang's group with pH‐responsive supramolecular vesicles based on water‐soluble pillar[6]arene and ferrocene derivatives …”

Section: Ferrocenes In Nanomedicinementioning

confidence: 99%

Why is Ferrocene so Exceptional?

2016

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The appearance of ferrocene in the middle of the 20th century has revolutionized organometallic chemistry and is now providing applications in areas as varied and sometimes initially unexpected as optical and redox devices, battery and other materials, sensing, catalysis, including asymmetric and enantioselective catalysis, and medicine. The author presents here a general, although personal, view of ferrocene's chemistry, properties, functions, and applications through a literature survey involving both historical and up‐to‐date trends and including examples of his group's research in a number of these areas. The review gathers together general features of ferrocene chemistry and representative examples of the salient aspects. Its focus is on ferrocene's basic properties, ferrocene‐containing ligands, the ferrocene/ferricinium redox couple, ferrocene mixed‐valence and average‐valence systems, the ferricinium/ferrocene redox shuttle in catalysis, ligand‐exchange reactions, ferrocene‐containing polymers, ferrocene‐containing structures for cathodic battery and other materials, ferrocenes in supramolecular ensembles, liquid crystals, and nonlinear optical materials, ferrocene‐containing stars and their electrostatic effects, ferrocene‐containing dendrons, dendrimers, and nanoparticles (NPs) and their application in redox sensing and catalysis, and ferrocenes in nanomedicine.

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Section: Ferrocenes In Nanomedicinementioning

confidence: 99%

Why is Ferrocene so Exceptional?

2016

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“…Compounds containing ferrocene, a compound with a sandwich-like structure with two cyclopentadienyl rings bound to an iron (II) center, have been evaluated in TNBC cell lines. [136][137][138][139][140][141][142][143][144][145][146][147][148][149][150][151][152][153][154][155] Ferrocene and its derivatives (such as ferroquine and ferrocifen) have attractive qualities such as reversible redox properties and have displayed anticancer, antibacterial, antifungal, and antiparasitic activity. [136] Zhang and co-workers have reviewed the anticancer properties displayed by ferrocene-containing hybrids.…”

Section: Iron (Ii) Compoundsmentioning

confidence: 99%

Exploring the Potential of Metallodrugs as Chemotherapeutics for Triple Negative Breast Cancer

Nayeem

Contel

2021

Chemistry A European J

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This review focuses on studies of coordination and organometallic compounds as potential chemotherapeutics against triple negative breast cancer (TNBC) which has one of the poorest prognoses and worst survival rates from all breast cancer types. At present, chemotherapy is still the standard of care for TNBC since only one type of targeted therapy has been recently developed. References for metal-based compounds studied in TNBC cell lines will be listed, and those of metal-specific reviews, but a detailed overview will also be provided on compounds studied in vivo (mostly in mice models) and those compounds for which some preliminary mechanistic data was obtained (in TNBC cell lines and tumors) and/or for which bioactive ligands have been used. The main goal of this review is to highlight the most promising metalbased compounds with potential as chemotherapeutic agents in TNBC.

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“…[76] Moreover, both the hybrids lines, while DIM (IC 50 > 100 μM) was devoid of activity. [77] The SAR indicated that the introduction of either electron-donating or electron-withdrawing group into the C-2 and/or C-5 position of indole moiety was detrimental to the activity. Titanocene T (39) induced a moderate to good reduction in tumor growth compared with the control group without causing apparent toxicity in the mice model.…”

Section: Bisindole Hybridsmentioning

confidence: 99%

Anticancer activity of bisindole alkaloids derived from natural sources and synthetic bisindole hybrids

Zhang

2020

Archiv der Pharmazie

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The bisindole moiety, as a versatile pharmacophore, is one of the widespread heterocycles in naturally occurring and synthetic bioactive compounds. The bisindole alkaloids derived from natural sources possess structural and mechanistic diversity, and they were found to be generally more active than monoindole alkaloids against various cancer cell lines. Moreover, some bisindole alkaloids such as the tubulin inhibitors, vinorelbine and vinblastine, have already been approved for cancer therapy, suggesting that bisindole alkaloids are a significant source of anticancer agents and lead hits. Bisindole hybrids have the potential to overcome drug resistance, enhance efficiency, and reduce severe side effects. The bisindole–lactam hybrid midostaurin has already been approved for the treatment of adult patients with newly diagnosed acute myeloid leukemia who are FLT3 mutation‐positive, highlighting the importance of bisindole hybrids in the development of novel anticancer agents. In this review, we present a brief account of the bisindole alkaloids derived from nature and of synthetic hybrids with potential anticancer activity developed in the recent 10 years.

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Ferrocene‐substituted 3,3′‐diindolylmethanes with improved anticancer activity

Cited by 19 publications

References 32 publications

Why is Ferrocene so Exceptional?

Why is Ferrocene so Exceptional?

Exploring the Potential of Metallodrugs as Chemotherapeutics for Triple Negative Breast Cancer

Anticancer activity of bisindole alkaloids derived from natural sources and synthetic bisindole hybrids

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