Literature DB >> 17880493

Mono-(L)-aspartylchlorin-e6.

Jodie A Hargus1, Frank R Fronczek, M Graça H Vicente, Kevin M Smith.   

Abstract

Mono-(L)-aspartylchlorin-e6 (also known as Talaporfin, NPe6, MACE, and most recently LS-11) is a potent sensitizer for photodynamic therapy that is currently undergoing clinical trials. Using a combination of unambiguous partial synthesis from pheophytin-a and methyl pheophorbide-a, NMR spectroscopy, and single crystal X-ray diffraction, the structure of mono-(L)-aspartylchlorin-e6 is definitively shown to be the isomer in which the aspartyl residue is attached at the 15(2)-side chain position. This conclusion is contrary to earlier assumptions, but affirms the conclusions of a study based on NMR spectroscopy; a rationale for the unique formation of the 15(2)-aspartyl derivative is proposed.

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Year:  2007        PMID: 17880493     DOI: 10.1111/j.1751-1097.2007.00092.x

Source DB:  PubMed          Journal:  Photochem Photobiol        ISSN: 0031-8655            Impact factor:   3.421


  10 in total

1.  Syntheses and cellular investigations of 17(3)-, 15(2)-, and 13(1)-amino acid derivatives of chlorin e(6).

Authors:  R G Waruna Jinadasa; Xiaoke Hu; M Graça H Vicente; Kevin M Smith
Journal:  J Med Chem       Date:  2011-10-07       Impact factor: 7.446

2.  Photoactive fluoropolymer surfaces that release sensitizer drug molecules.

Authors:  Goutam Ghosh; Mihaela Minnis; Ashwini A Ghogare; Inna Abramova; Keith A Cengel; Theresa M Busch; Alexander Greer
Journal:  J Phys Chem B       Date:  2015-02-26       Impact factor: 2.991

3.  Constituents from the leaves of Clausena lansium and their anti-inflammatory activity.

Authors:  De-Yang Shen; Ping-Chung Kuo; Shiow-Chyn Huang; Tsong-Long Hwang; Yu-Yi Chan; Po-Chuen Shieh; Nguyen Thi Ngan; Tran Dinh Thang; Tian-Shung Wu
Journal:  J Nat Med       Date:  2016-08-18       Impact factor: 2.343

4.  Chlorin e6 131:152-Anhydride: A Key Intermediate in Conjugation Reactions of Chlorin e6.

Authors:  Hui Chen; R G Waruna Jinadasa; Lijuan Jiao; Frank R Fronczek; Alex L Nguyen; Kevin M Smith
Journal:  European J Org Chem       Date:  2015-06

5.  Synthesis and characterization of mono-, di-, and tri-poly(ethylene glycol) chlorin e6 conjugates for the photokilling of human ovarian cancer cells.

Authors:  Stanley Kimani; Goutam Ghosh; Ashwini Ghogare; Benjamin Rudshteyn; Dorota Bartusik; Tayyaba Hasan; Alexander Greer
Journal:  J Org Chem       Date:  2012-11-14       Impact factor: 4.354

6.  Syntheses and cellular investigations of di-aspartate and aspartate-lysine chlorin e(6) conjugates.

Authors:  R G Waruna Jinadasa; Zehua Zhou; M Graça H Vicente; Kevin M Smith
Journal:  Org Biomol Chem       Date:  2015-12-03       Impact factor: 3.876

7.  Syntheses and PDT activity of new mono- and di-conjugated derivatives of chlorin e6.

Authors:  Hui Chen; Stewart W Humble; R G Waruna Jinadasa; Zehua Zhou; Alex L Nguyen; M Graça H Vicente; Kevin M Smith
Journal:  J Porphyr Phthalocyanines       Date:  2017 Apr-Jun       Impact factor: 1.811

Review 8.  Photodynamic Therapy for Cancer: What's Past is Prologue.

Authors:  Michael R Hamblin
Journal:  Photochem Photobiol       Date:  2020-01-07       Impact factor: 3.421

9.  Constituents of Aquilaria sinensis Leaves Upregulate the Expression of Matrix Metalloproteases 2 and 9.

Authors:  Sui-Wen Hsiao; Yu-Chin Wu; Hui-Ching Mei; Yu-Hsin Chen; George Hsiao; Ching-Kuo Lee
Journal:  Molecules       Date:  2021-04-26       Impact factor: 4.411

10.  Novel photosensitizers trigger rapid death of malignant human cells and rodent tumor transplants via lipid photodamage and membrane permeabilization.

Authors:  Mikhail M Moisenovich; Valentina A Ol'shevskaya; Tatyana I Rokitskaya; Alla A Ramonova; Roza G Nikitina; Arina N Savchenko; Victor V Tatarskiy; Mikhail A Kaplan; Valery N Kalinin; Elena A Kotova; Oleg V Uvarov; Igor I Agapov; Yuri N Antonenko; Alexander A Shtil
Journal:  PLoS One       Date:  2010-09-15       Impact factor: 3.240

  10 in total

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