Rapid Identification of Cyclic Tetrapyrrolic Photosensitisers for Photodynamic Therapy Using On‐line Hyphenated LC‐PDA‐MS Coupled with Photo‐cytotoxicity Assay | Zendy

Tan P. J. | Zendy; Appleton D. R. | Zendy; Mustafa M. R. | Zendy; Lee H. B. | Zendy

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Rapid Identification of Cyclic Tetrapyrrolic Photosensitisers for Photodynamic Therapy Using On‐line Hyphenated LC‐PDA‐MS Coupled with Photo‐cytotoxicity Assay

Author(s) -

Tan P. J.,

Appleton D. R.,

Mustafa M. R.,

Lee H. B.

Publication year - 2011

Publication title -

phytochemical analysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.574

H-Index - 72

eISSN - 1099-1565

pISSN - 0958-0344

DOI - 10.1002/pca.1324

Subject(s) - chemistry , photodynamic therapy , tetrapyrrole , cytotoxicity , chromatography , mass spectrometry , fragmentation (computing) , photosensitizer , combinatorial chemistry , organic chemistry , biochemistry , in vitro , enzyme , computer science , operating system

Photodynamic therapy is a treatment modality that involves site‐directed generation of cytotoxic reactive oxygen species by light‐activated photosensitisers. Objective In order to rapidly identify new photosensitisers from natural extracts, we developed a liquid chromatography–photodiode array–mass spectrometry (LC‐PDA‐MS) method to rapidly identify plant extracts that contain photosensitisers, particularly those possessing a cyclic tetrapyrrole structure. Method Six previously isolated compounds ( 1–6 ) were identified in bioactive fractions derived from 15 plant extracts on the basis of their chromatographic retention times, UV–visible profiles, accurate mass and fragmentation patterns. Results Samples containing uncommon photosensitisers were rapidly identified using this method, and subsequent scale‐up isolation efforts led to two new compounds ( 7 and 8 ) which were confirmed to be active photosensitisers in a photo‐cytotoxicity assay. Conclusion This method serves as a useful tool in prioritising samples that may contain new photosensitisers out of a larger group of photo‐cytotoxic natural products extracts. Copyright © 2011 John Wiley & Sons, Ltd.

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