title: Synthesis, singlet oxygen photogeneration and DNA photocleavage of porphyrins with nitrogen heterocycle tails.
abstract: Eight novel compounds were prepared by reaction of 5-(bromo- propoxyphenyl)-10,15,20-triphenylporphyrin with oxazole thiols, 1,3,4-oxadiazole thiols and 1,3,4-thiadiazole thiols, and their structures confirmed by UV-vis, IR, 1H-NMR, MS and elemental analysis. The assessment of indirectly measured 1O(2) production rates against 5,10,15,20-tetraphenyl porphyrin (H(2)TPP) were described and the relative singlet oxygen production yields were：porphyrin 5 > porphyrins 1, 3, 4, 6-8, H(2)TPP > porphyrin 2. Porphyrin 4 and porphyrin 7 showed substantial photocleavage activities toward DNA, with over 75% cleavage observed at 40 µM. It suggested that these those porphyrins with nitrogen heterocycle tails are potential photosensitive agents.
authors.affiliation: College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China. yunman@126.com
authors.forename: Yun-Man
authors.initials: YM
authors.lastname: Zheng
authors.forename: Kai
authors.initials: K
authors.lastname: Wang
authors.forename: Tian
authors.initials: T
authors.lastname: Li
authors.forename: Xiu-Lan
authors.initials: XL
authors.lastname: Zhang
authors.forename: Zao-Yin
authors.initials: ZY
authors.lastname: Li
mesh_terms: D053837:DNA Cleavage / Q000528:radiation effects*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010777:Photochemistry; D011166:Porphyrins / Q000737:chemistry*; D026082:Singlet Oxygen / Q000737:chemistry*
chemical_list: D011166:Porphyrins; D026082:Singlet Oxygen