Opening of forbinexocycle by weak O-nucleophiles. Study and optimisation of free chlorine e6 synthesis methods-Reference-Cited by-同舟云学术

Opening of forbinexocycle by weak O-nucleophiles. Study and optimisation of free chlorine e6 synthesis methods

Published:2023-12-23 Issue:4 Volume:4 Page:68-81
ISSN:2782-1900
Container-title:From Chemistry Towards Technology Step-By-Step
language:en
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Author:

Karimov Dmitry¹

Affiliation:

1. Ivanovo State University of Chemistry and Technology

Abstract

The article considers issues concerning the reaction of exocycle opening in phorbin molecules (on the example of methylpheophorbide a) under the O nucleophiles - water and alcohols action. According to the author, under certain conditions relatively weak nucleophiles as water and alcohols can cause the opening of the exocycle in the molecule of methylpheophorbide a with the formation of chlorine derivatives e6. The study of this reaction, in addition, reveals new synthetic methods to obtain chlorine e6 esters of different degrees of substitution, and eventually - free chlorine e6 in the form of triacids. Free chlorine is a valuable photosensitiser for photodynamic therapy (PDT), and a starting compound for the preparation of other photosensitizers. The article also discusses possible synthetic approaches to obtain free chlorine e6.

Publisher

Yaroslavl State Technical University

Reference29 articles.

1. Миронов А.Ф. Современное состояние химии фотосенсибилизаторов на основе природных порфиринов, хлоринов и бактериохлоринов // Успехи химии порфиринов. 2004. Т. 4. С. 271-289., Mironov, A.F. (2004) Current state of chemistry of photosensitisers based on natural porphyrins, chlorines and bacteriochlorines, Uspexi khimii porfirinov, 4, pp. 271-289 (in Russian).

2. Agostinis P., Berg K., Cengel K.A. et al. Photodynamic therapy of cancer: an update // CA Cancer J. Clin. 2011. Vol. 61, no. 4. P. 250-281. DOI: 10.3322/caac.20114., Agostinis, P., Berg, K., Cengel, K.A. et al. (2011) Photodynamic therapy of cancer: an update, CA Cancer J. Clin., 61(4), pp. 250-281. DOI: 10.3322/caac.20114.

3. Cabuy E. Photodynamic therapy in cancer treatment. RCT summary for professionals // Reliable cancer therapies. Energy-based therapies. 2012. Vol. 3, no. 2. P. 1-54., Cabuy, E. (2012) Photodynamic therapy in cancer treatment. RCT summary for professionals, Reliable cancer therapies. Energy-based therapies, 3(2), pp. 1-54.

4. Цыб А.Ф., Каплан М.А., Романко Ю.С., Попучиев В.В. Клинические аспекты фотодинамической терапии. Калуга: Изд-во науч. лит-ры, 2009. 204 с., Tsyb, A.F., Kaplan, M.A., Romanko, Y.S. & Popuchiev, V.V. (2009) Clinical aspects of photodynamic therapy. Kaluga: Izd-vo nauch. lit-ry (in Russian).

5. Van Straten D., Mashayekhi V., De Bruijn H.S., Oliveira S., Robinson D.J. Oncologic photodynamic therapy: basic principles, current clinical status and future directions // Cancers. 2017. Vol. 9, no. 19. P. 1-54. DOI: 10.3390/cancers9020019., Van Straten, D., Mashayekhi, V., De Bruijn, H.S., Oliveira, S. & Robinson, D.J. (2017) Oncologic photodynamic therapy: basic principles, current clinical status and future directions, Cancers, 9(19), pp. 1-54. DOI: 10.3390/cancers9020019.