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Virtual Journal for Biomedical Optics

Virtual Journal for Biomedical Optics

| EXPLORING THE INTERFACE OF LIGHT AND BIOMEDICINE

  • Editors: Andrew Dunn and Anthony Durkin
  • Vol. 9, Iss. 4 — Apr. 1, 2014

Luminescence and photosensitivity of gadolinium labeled hematoporphyrin monomethyl ether

Peng Wang, Feng Qin, Li Wang, Fajun Li, Yangdong Zheng, Yunfei Song, Zhiguo Zhang, and Wenwu Cao  »View Author Affiliations


Optics Express, Vol. 22, Issue 3, pp. 2414-2422 (2014)
http://dx.doi.org/10.1364/OE.22.002414


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Abstract

Photodynamic therapy for deep-lying lesions needs an appropriate imaging modality, precise evaluation of tissue oxygen and an effective photosensitizer. Gadolinium based metalloporphyrins Gd(III)-HMME is proposed in this study as a potential multifunctional theranostic agent, as photosensitizer, ratiometric oxygen sensor and MRI contrast agent. The time resolved spectroscopy revealed the luminescence peak of Gd(III)-HMME at 710 and 779 nm with a lifetime of 64 μs in oxygen-free methanol to be phosphorescent. This phosphorescence is strongly dependent on dissolved oxygen concentration. Its intensity in oxygen saturated methanol solution is 21% of that in deoxygenated solution. The singlet oxygen quantum yields ΦΔ of HMME and Gd(III)-HMME in air saturated methanol solution were determined to be 0.79 and 0.40 respectively using comparative spectra method. These phenomena indicate that the oxygen sensibility and production of singlet oxygen of Gd(III)-HMME can fulfill the requirement of PDT treatment.

© 2014 Optical Society of America

OCIS Codes
(160.4760) Materials : Optical properties
(160.5690) Materials : Rare-earth-doped materials
(300.6500) Spectroscopy : Spectroscopy, time-resolved
(160.1435) Materials : Biomaterials

ToC Category:
Spectroscopy

History
Original Manuscript: November 14, 2013
Revised Manuscript: December 27, 2013
Manuscript Accepted: December 29, 2013
Published: January 28, 2014

Virtual Issues
Vol. 9, Iss. 4 Virtual Journal for Biomedical Optics

Citation
Peng Wang, Feng Qin, Li Wang, Fajun Li, Yangdong Zheng, Yunfei Song, Zhiguo Zhang, and Wenwu Cao, "Luminescence and photosensitivity of gadolinium labeled hematoporphyrin monomethyl ether," Opt. Express 22, 2414-2422 (2014)
http://www.opticsinfobase.org/vjbo/abstract.cfm?URI=oe-22-3-2414


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References

  1. J. P. Celli, B. Q. Spring, I. Rizvi, C. L. Evans, K. S. Samkoe, S. Verma, B. W. Pogue, T. Hasan, “Imaging and photodynamic therapy: mechanisms, monitoring, and optimization,” Chem. Rev. 110(5), 2795–2838 (2010). [CrossRef] [PubMed]
  2. S. Krishnamurthy, S. K. Powers, P. Witmer, T. Brown, “Optimal light dose for interstitial photodynamic therapy in treatment for malignant brain tumors,” Lasers Surg. Med. 27(3), 224–234 (2000). [CrossRef] [PubMed]
  3. A. Johansson, J. Axelsson, S. Andersson-Engels, J. Swartling, “Realtime light dosimetry software tools for interstitial photodynamic therapy of the human prostate,” Med. Phys. 34(11), 4309–4321 (2007). [CrossRef] [PubMed]
  4. A. Corlu, R. Choe, T. Durduran, M. A. Rosen, M. Schweiger, S. R. Arridge, M. D. Schnall, A. G. Yodh, “Three-dimensional in vivo fluorescence diffuse optical tomography of breast cancer in humans,” Opt. Express 15(11), 6696–6716 (2007). [CrossRef] [PubMed]
  5. M. T. Jarvi, M. J. Niedre, M. S. Patterson, B. C. Wilson, “Singlet oxygen luminescence dosimetry (SOLD) for photodynamic therapy: current status, Challenges and future prospects,” Photochem. Photobiol. 82(5), 1198–1210 (2006). [CrossRef] [PubMed]
  6. Y. Ni, “Metalloporphyrins and functional analogues as MRI contrast agents,” Curr. Med Imaging. Rev. 4(2), 96–112 (2008). [CrossRef]
  7. M. Bottrill, L. Kwok, N. J. Long, “Lanthanides in magnetic resonance imaging,” Chem. Soc. Rev. 35(6), 557–571 (2006). [CrossRef] [PubMed]
  8. H. S. He, J. P. Guo, Z. X. Zhao, W. K. Wong, W. Y. Wong, W. K. Lo, K. F. Li, L. Luo, K. W. Cheah, “Synthesis, characterization and near-infrared photoluminescence of monoporphyrinate lanthanide complexes containing an anionic tripodal ligand,” Eur. J. Inorg. Chem. 2004(4), 837–845 (2004). [CrossRef]
  9. S. M. Borisov, G. Zenkl, I. Klimant, “Phosphorescent platinum(II) and palladium(II) complexes with azatetrabenzoporphyrins-new red laser diode-compatible indicators for optical oxygen sensing,” ACS Appl. Mater. Interfaces 2(2), 366–374 (2010). [CrossRef] [PubMed]
  10. K. Koren, S. M. Borisov, R. Saf, I. Klimant, “Strongly phosphorescent iridium(III)-porphyrins new oxygen indicators with tunable photophysical properties and functionalities,” Eur. J. Inorg. Chem. 2011(10), 1531–1534 (2011). [CrossRef] [PubMed]
  11. P. Mroz, J. Bhaumik, D. K. Dogutan, Z. Aly, Z. Kamal, L. Khalid, H. L. Kee, D. F. Bocian, D. Holten, J. S. Lindsey, M. R. Hamblin, “Imidazole metalloporphyrins as photosensitizers for photodynamic therapy: role of molecular charge, central metal and hydroxyl radical production,” Cancer Lett. 282(1), 63–76 (2009). [CrossRef] [PubMed]
  12. H. J. Vreman, D. K. Stevenson, “Metalloporphyrin-enhanced photodegradation of bilirubin in vitro,” Am. J. Dis. Child. 144(5), 590–594 (1990). [PubMed]
  13. S. D. Appleton, M. L. Chretien, B. E. McLaughlin, H. J. Vreman, D. K. Stevenson, J. F. Brien, K. Nakatsu, D. H. Maurice, G. S. Marks, “Selective inhibition of heme oxygenase, without inhibition of nitric oxide synthase or soluble guanylyl cyclase, by metalloporphyrins at low concentrations,” Drug Metab. Dispos. 27(10), 1214–1219 (1999). [PubMed]
  14. M. A. Oar, W. R. Dichtel, J. M. Serin, J. M. J. Frechet, J. E. Rogers, J. E. Slagle, P. A. Fleitz, L. S. Tan, T. Y. Ohulchanskyy, P. N. Prasad, “Light-harvesting chromophores with metalated porphyrin cores for tuned photosensitization of singlet oxygen via two-photon excited FRET,” Chem. Mater. 18(16), 3682–3692 (2006). [CrossRef]
  15. C. Brushett, B. Qiu, E. Atalar, X. Yang, “High-resolution MRI of deep-seated atherosclerotic arteries using motexafin gadolinium,” J. Magn. Reson. Imaging 27(1), 246–250 (2008). [CrossRef] [PubMed]
  16. Y. Ni, C. Pislaru, H. Bosmans, S. Pislaru, Y. Miao, F. Van de Werf, W. Semmler, G. Marchal, “Validation of intracoronary delivery of metalloporphyrin as an in vivo “histochemical staining” for myocardial infarction with MR imaging,” Acad. Radiol. 5(Suppl 1), S37–S41, discussion S45–S46 (1998). [CrossRef] [PubMed]
  17. V. M. Runge, B. R. Carollo, C. R. Wolf, K. L. Nelson, D. Y. Gelblum, “Gd DTPA: a review of clinical indications in central nervous system magnetic resonance imaging,” Radiographics 9(5), 929–958 (1989). [CrossRef] [PubMed]
  18. A. M. Evens, “Motexafin gadolinium: a redox-active tumor selective agent for the treatment of cancer,” Curr. Opin. Oncol. 16(6), 576–580 (2004). [CrossRef] [PubMed]
  19. A. Harriman, “Luminescence of porphyrins and metalloporphyrins. Part 3. -Heavy-atom effects,” J. Chem. Soc., Faraday Trans. II 77(7), 1281–1291 (1981). [CrossRef]
  20. E. G. Ermolina, R. T. Kuznetsova, T. A. Solodova, E. N. Telminov, T. N. Kopylova, G. V. Mayer, N. N. Semenishyn, N. V. Rusakova, Y. V. Korovin, “Photophysics and oxygen sensing properties of tetraphenylporphyrin lanthanide complexes,” Dyes Pigments 97(1), 209–214 (2013). [CrossRef]
  21. J. Cheng, H. Liang, Q. Li, C. Peng, Z. Li, S. Shi, L. Yang, Z. Tian, Y. Tian, Z. Zhang, W. Cao, “Hematoporphyrin monomethyl ether-mediated photodynamic effects on THP-1 cell-derived macrophages,” J. Photochem. Photobiol. B 101(1), 9–15 (2010). [CrossRef] [PubMed]
  22. T. S. Srivastava, “Lanthanide octaethylprophyrins: preparation, association, and interaction with axial ligands,” Bioinorg. Chem. 8(1), 61–76 (1978). [CrossRef] [PubMed]
  23. A. Ogunsipe, T. Nyokong, “Photophysical and photochemical studies of sulphonated non-transition metal phthalocyanines in aqueous and non-aqueous media,” J. Photochem. Photobiol. Chem. 173(2), 211–220 (2005). [CrossRef]
  24. S. Mathai, T. A. Smith, K. P. Ghiggino, “Singlet oxygen quantum yields of potential porphyrin-based photosensitisers for photodynamic therapy,” Photochem. Photobiol. Sci. 6(9), 995–1002 (2007). [CrossRef] [PubMed]
  25. H. Ryeng, A. Ghosh, “Do nonplanar distortions of porphyrins bring about strongly red-shifted electronic spectra? Controversy, consensus, new developments, and relevance to chelatases,” J. Am. Chem. Soc. 124(27), 8099–8103 (2002). [CrossRef] [PubMed]
  26. M. Gouterman, “Optical spectra and electronic structure of porphyrins and related rings,” in The Porphyrins, Part 3A(Academic Press, 1978).
  27. T. C. Lei, G. F. Glazner, M. Duffy, L. Scherrer, S. Pendyala, B. Li, X. L. Wang, H. W. Wang, Z. Huang, “Optical properties of hematoporphyrin monomethyl ether (HMME), a PDT photosensitizer,” Photodiagn. Photodyn. Ther. 9(3), 232–242 (2012). [CrossRef] [PubMed]
  28. R. Battino, T. R. Rettich, T. Tominaga, “The solubility of oxygen and ozone in liquids,” J. Phys. Chem. Ref. Data 12(2), 163–178 (1983). [CrossRef]

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