2015
DOI: 10.1134/s0006297915060103
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Development of bacteriochlorophyll a-based near-infrared photosensitizers conjugated to gold nanoparticles for photodynamic therapy of cancer

Abstract: We report the synthesis and characterization of a new sulfur-containing derivative of bacteriochlorophyll a. The latter was isolated from biomass of the nonsulfur purple bacterium Rhodobacter capsulatus strain B10. The developed photosensitizer is N-aminobacteriopurpurinimide with an exocyclic amino group acylated with a lipoic acid moiety, which is a biogenic substance that acts as a cofactor of the pyruvate dehydrogenase and α-ketoglutarate dehydrogenase complexes in the body. The disulfide moiety of lipoic … Show more

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Cited by 27 publications
(15 citation statements)
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“…These AuNRs are also familiar as drug delivery vehicles in cancer diagnostics and therapy [33][34][35][36][37][38][39][40][41][42][43]. The surface of the gold nanoparticles, in general, can be easily functionalized, thus establishing very stable conjugations [44]. This fact encouraged the linking of different PSs onto the surface of the AuNPs or NRs for a PDT or a combined PDT/PTT treatment, where they showed good efficiency [45][46][47][48].…”
Section: Introductionmentioning
confidence: 99%
“…These AuNRs are also familiar as drug delivery vehicles in cancer diagnostics and therapy [33][34][35][36][37][38][39][40][41][42][43]. The surface of the gold nanoparticles, in general, can be easily functionalized, thus establishing very stable conjugations [44]. This fact encouraged the linking of different PSs onto the surface of the AuNPs or NRs for a PDT or a combined PDT/PTT treatment, where they showed good efficiency [45][46][47][48].…”
Section: Introductionmentioning
confidence: 99%
“…[7][8][9] On the other hand, PS immobilization onto the nanoparticles of different nature provides passive targeting, comprising the macromolecules extravasation from defective tumor vessels and their retention in the interstitium due to impaired lymphatic drainage tumor system (EPR-effect). [10][11][12][13] Nanostructures based on the bacteriochlorin PS and the magnetic iron oxide nanoparticles, proposed in this paper could be considered as perspective theranostic agent for photodynamic therapy and MRI diagnosis. Among various iron oxides nanoparticles the researchers focus most of their attention to the magnetite nanoparticles, due to their low toxicity, the possibility of functionalization by biomolecules and relative aggregative stability.…”
Section: Introductionmentioning
confidence: 99%
“…This distinctive feature explains their functioning in the dark and in places typically unreachable to other photosynthetic systems such as deep soil and sea, or internal organs of living species. For these reasons, BChl have a larger range of applications compared with Chl as they can be involved in bioremediation [5,6] or, very importantly, as elements of nanostructures in photodynamic therapy and nanomedicine [7,8]. Naturally occurring BChl and their derivatives represent an important group of photosensitizers (PS) since the strong absorption in the infra-red spectral region enables ablation of tumors that cannot be accessed by commonly employed PS such as chlorophylls, porphyrins, and phthalocyanines absorbing at shorter wavelengths.…”
mentioning
confidence: 99%
“…Naturally occurring BChl and their derivatives represent an important group of photosensitizers (PS) since the strong absorption in the infra-red spectral region enables ablation of tumors that cannot be accessed by commonly employed PS such as chlorophylls, porphyrins, and phthalocyanines absorbing at shorter wavelengths. As a consequence, many synthetic strategies [7,9] or engineered biosynthesis [10] have been proposed to obtain novel derivatives of bacteriochlorophylls with improved photo-and chemical stability and enhanced photosensitizing properties. Thus, it becomes of paramount importance to develop a fast and simple method for characterizing the novel rationally designed BChl.…”
mentioning
confidence: 99%