Chemistry:Proflavine
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| Preferred IUPAC name
Acridine-3,6-diamine | |
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| Properties | |
| C13H11N3 | |
| Molar mass | 209.252 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Proflavine, also called proflavin and diaminoacridine, is an acriflavine derivative, a disinfectant bacteriostatic against many gram-positive bacteria.[1] It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic, and was formerly used as a urinary antiseptic.
Proflavine is also known to have a mutagenic effect on DNA by intercalating between nucleic acid base pairs. It differs from most other mutagenic components by causing basepair-deletions or basepair-insertions and not substitutions. In the presence of light, proflavine can induce double-stranded breaks in DNA.[2]
Proflavine absorbs strongly in the blue region at 445 nm (in water at pH 7) with molar extinction coefficient of c. 40,000.[3][needs context]
Proflavin is a fluorescent dye that is sometimes used in microscopic in-vivo imaging due to its intercalation properties. However, there was concern that women exposed to proflavin could develop cervical cancer since they have mutagenesis potential. However, the retrospective analysis performed by Pantano et. al. demonstrated that there is no increased cervical cancer risk after exposure to proflavin.[4]
References
- ↑ "Acridine derivatives as chemotherapeutic agents". Current Medicinal Chemistry 9 (18): 1655–1665. September 2002. doi:10.2174/0929867023369277. PMID 12171548.
- ↑ "Proflavine an acridine DNA intercalating agent and strong antimicrobial possessing potential properties of carcinogen". Karbala International Journal of Modern Science 3 (4): 272–278. December 2017. doi:10.1016/j.kijoms.2017.07.003.
- ↑ "The Diffuse Interstellar Bands: A Major Problem in Astronomical Spectroscopy". Journal of Molecular Spectroscopy 238 (1): 1–10. July 2006. doi:10.1016/j.jms.2006.03.009. Bibcode: 2006JMoSp.238....1S.
- ↑ "Is Proflavine Exposure Associated with Disease Progression in Women with Cervical Dysplasia? A Brief Report". Photochemistry and Photobiology 94 (6): 1308–1313. November 2018. doi:10.1111/php.12976. PMID 29981148.
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