Texaphyrin

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Texaphyrin general structure

Texaphyrin is a sub-class of heterocyclic

buckyball was chosen instead.[2]

Texaphyrin core Nitrogen superimpose with 5 points of the star featured on the state flag of Texas[3]

Sessler has described possible medicinal uses of these compounds in the

photosensitiser for use in photodynamic therapy to treat skin conditions and Prostate cancer.[4] Pharmacyclics and the rights to texaphyrins was sold to AbbVie in 2015 for 21 billion dollars.[5]

Synthesis of Texaphyrins

Original synthesis of texaphyrins developed by Jonathan Sessler

The Texaphyrin core is synthesized from the scheme shown above featuring the symmetric tri-pyrrole which is subsequently cyclized. To aromatize the texaphyrin core Sessler et al. used Cd2+, however this process was quickly replaced to allow large scale synthesis of the texaphyrin core.

oxidation is done using air and chloroform to afford the basic Texaphyrin as a green solid.[6]
The aromatic diamine can have a variety of different substituents where R is listed, and in the case of Motexafin these are polyether chains.

Texaphyrin Complexes and Chemistry

Generic texaphyrin complex and known metal centers

Texaphyrin is known to make stable complexes with the elements shown in the figure, and unlike traditional porphyrins texaphyrins possess only a -1 charge instead of the typical -2.

UV-Vis to determine the concentration of the metal ion.[9] Currently this method works for the detection of Hg(II), In(III), Cd(II), Mn(II), Bi(III), Co(II), and Pb(II) with the ability to detect amounts as low as 228 ppb.[9]

Medical Applications of Texaphyrins

Texaphyrins have seen medical applications, primarily in the form of

non-small cell lung cancer with brain metatheses, however the exact reason for its failure was not stated.[14] Shortly after non-approval Pharmacyclics announced they plan to continue to pursue candidates based on the texaphyrins in hopes of having a similar compound granted FDA approval, but neither Pharmacyclics nor the current owners of the company AbbVie
, appear to have developed anything since.

References

  1. S2CID 12961805
    .
  2. ^ Texas Legislature resolution, 1997
  3. ^
    PMID 23557113
    .
  4. PMID 18676760
    .
  5. ^ "AbbVie to Acquire Pharmacyclics, including its blockbuster product Imbruvica®, Creating an Industry Leading Hematological Oncology Franchise | AbbVie News Center". news.abbvie.com. Retrieved 2023-06-09.
  6. ^
    ISSN 0001-4842
    .
  7. ISSN 0006-2952
    .
  8. PMC 3197826
    .
  9. ^
    PMC 10544843
    .
  10. ISSN 1088-4246
    .
  11. ISSN 1465-6566
    .
  12. ISSN 1556-0864
    .
  13. ISSN 0002-7863
    .
  14. ^ "Pharmacyclics Receives Non-Approvable Letter from the FDA for Xcytrin for the Treatment of Lung Cancer Brain Metastases". Drugs.com. Retrieved 2023-06-09.

External links

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