Biomimetic Oxidation of Piperine and Piplartine Catalyzed by Iron(III) and Manganese(III) Porphyrins


Autoria(s): SCHAAB, Estela Hanauer; CROTTI, Antonio Eduardo Miller; IAMAMOTO, Yassuko; KATO, Massuo Jorge; LOTUFO, Leticia Veras Costa; LOPES, Norberto Peporine
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

19/10/2012

19/10/2012

2010

Resumo

Synthetic metalloporphyrins, in the presence of monooxygen donors, are known to mimetize various reactions of cytochrome P450 enzymes systems in the oxidation of drugs and natural products. The oxidation of piperine and piplartine by iodosylbenzene using iron(III) and manganese(III) porphyrins yielded mono- and dihydroxylated products, respectively. Piplartine showed to be a more reactive substrate towards the catalysts tested. The structures of the oxidation products were proposed based on electrospray ionization tandem mass spectrometry.

CAPES

FAPESP[09/51812]

FAPESP[07/54241-8]

CNPq

INCT-if

Identificador

BIOLOGICAL & PHARMACEUTICAL BULLETIN, v.33, n.5, p.912-916, 2010

0918-6158

http://producao.usp.br/handle/BDPI/20831

http://apps.isiknowledge.com/InboundService.do?Func=Frame&product=WOS&action=retrieve&SrcApp=EndNote&UT=000277012400031&Init=Yes&SrcAuth=ResearchSoft&mode=FullRecord

Idioma(s)

eng

Publicador

PHARMACEUTICAL SOC JAPAN

Relação

Biological & Pharmaceutical Bulletin

Direitos

restrictedAccess

Copyright PHARMACEUTICAL SOC JAPAN

Palavras-Chave #piperine #piplartine #metalloporphyrin #biomimetic oxidation #mass spectrometry #SWISS ALBINO MICE #LUNG CARCINOGENESIS #DRUG-METABOLISM #MODEL SYSTEMS #AMIDES #METALLOPORPHYRINS #PHYTOCHEMISTRY #HYDROXYLATION #TUBERCULATUM #EPOXIDATION #Pharmacology & Pharmacy
Tipo

article

original article

publishedVersion