PMID- 16438618 OWN - NLM STAT- MEDLINE DCOM- 20060725 LR - 20061115 IS - 0031-8655 (Print) IS - 0031-8655 (Linking) VI - 82 IP - 3 DP - 2006 May-Jun TI - Photostability of bacteriochlorophyll a and derivatives: potential sensitizers for photodynamic tumor therapy. PG - 770-80 AB - The photostabilities of bacteriochlorophyll a and several of its derivatives, which are of interest as potential sensitizers in photodynamic tumor therapy, were investigated. The pigments were irradiated with light >630 nm in organic solvents (acetone, tetrahydrofuran, pyridine, methanol, ethanol, n-propanol, 2-propanol and toluene) and in aqueous detergent solutions (cetyl-trimethyl-ammonium bromide [CTAB], lauryldimethyl-aminoxide [LDAO] or sodium dodecyl-sulfate [SDS] and Triton X-100 [TX100]). Their stabilities in these different solvents were determined in the presence and absence of an external sensitizer (pyromethyl-pheophorbide a), oxygen, sodium ascorbate and inert gas (Ar) or vacuum. The photodegradation products of bacteriochlorophyll a in acetone solution were isolated, purified by HPLC and analyzed by their absorption spectra and mass spectroscopy. Besides the well-known dehydrogenation products, such as [3-acetyl]-chlorophyll a, which were obtained as by-products, the major products had low absorption in the visible-near infrared spectral range. The spectral signature of the major component of these products was characteristic of linear open-chain tetrapyrroles, but they lacked the characteristic protonation-deprotonation behavior and reactivity of bilins with Zn(++). FAU - Limantara, Leenawaty AU - Limantara L AD - Department Biologie I, Bereich Botanik, Ludwig Maximilians Universitat Munchen, Germany. FAU - Koehler, Peter AU - Koehler P FAU - Wilhelm, Brigitte AU - Wilhelm B FAU - Porra, Robert J AU - Porra RJ FAU - Scheer, Hugo AU - Scheer H LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - United States TA - Photochem Photobiol JT - Photochemistry and photobiology JID - 0376425 RN - 0 (Bacteriochlorophylls) RN - 0 (Photosensitizing Agents) SB - IM MH - Bacteriochlorophylls/*radiation effects MH - *Light MH - Neoplasms/therapy MH - Photochemistry MH - Photochemotherapy/methods MH - Photosensitizing Agents/*chemistry/radiation effects EDAT- 2006/01/28 09:00 MHDA- 2006/07/26 09:00 CRDT- 2006/01/28 09:00 PHST- 2006/01/28 09:00 [pubmed] PHST- 2006/07/26 09:00 [medline] PHST- 2006/01/28 09:00 [entrez] AID - 2005-09-07-RA-676 [pii] AID - 10.1562/2005-09-07-RA-676 [doi] PST - ppublish SO - Photochem Photobiol. 2006 May-Jun;82(3):770-80. doi: 10.1562/2005-09-07-RA-676.