title: Remarkable regioselective position-10 bromination of bacteriopyropheophorbide-a and ring-B reduced pyropheophorbide-a.
abstract: Both bacteriopyropheophorbide-a and ring-B reduced pyropheophorbide-a on reacting with NBS (N-bromosuccinamide) undergo electrophilic bromination to provide 10-bromo analogs. The electronic nature of the substituents present at position-3 did not make any difference in the regioselective outcome of the brominated products. These relatively stable brominated chlorins and bacteriochlorins provide an easy way of introducing a wide variety of functionalities, which could be extremely useful in developing improved agents for biomedical applications and supramolecular chemistry.
authors.affiliation: Chemistry Division, PDT center, Cell Stress Biology, Roswell Park Cancer Institute, Buffalo, New York 14263, USA.
authors.forename: Manivannan
authors.initials: M
authors.lastname: Ethirajan
authors.forename: Penny
authors.initials: P
authors.lastname: Joshi
authors.forename: White H
authors.initials: WH
authors.lastname: William
authors.forename: Kei
authors.initials: K
authors.lastname: Ohkubo
authors.forename: Shunichi
authors.initials: S
authors.lastname: Fukuzumi
authors.forename: Ravindra K
authors.initials: RK
authors.lastname: Pandey
mesh_terms: D002734:Chlorophyll / Q000031:analogs & derivatives* / Q000737:chemistry; D054879:Halogenation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D002734:Chlorophyll; C040298:pyropheophorbide a