Rapid identification of cyclic Tetrapyrrolic Photosensitisers for Photodynamic therapy using on-line hyphenated LC-PDA-MS coupled with photo-cytotoxicity assay

Tan, P. J.; Appleton, D. R.; Mustafa, M. R.; Lee, H. B. (2011) Rapid identification of cyclic Tetrapyrrolic Photosensitisers for Photodynamic therapy using on-line hyphenated LC-PDA-MS coupled with photo-cytotoxicity assay. Phytochemical Analysis, 23 (1). pp. 52-59. ISSN 1099-1565

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Abstract

Introduction � 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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