Antibacterial and antifungal activity of sulfur-containing compounds from Petiveria alliacea L.

Kim, Seokwon; Kubec, Roman; Musah, Rabi A.

doi:10.1016/j.jep.2005.08.072

Cited by 125 publications

(80 citation statements)

References 14 publications

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“…S-benzyl-cysteine sulfoxide is another compound shared by both fractions and a nonvolatile precursor of a series of sulphur compounds produced by degradation during plant extraction. It has been reported to exhibit antimicrobial and antifungal properties as well as a possible antitumoral activity (31).…”

Section: Discussionmentioning

confidence: 99%

A fraction from Petiveria alliacea induces apoptosis via a mitochondria-dependent pathway and regulates HSP70 expression

et al. 2009

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contributed equally to this work. AbstractObjective. To evaluate the biological activity of Petiveria alliacea extracts on tumoral cells in vitro. Materials and methods. P.alliacea fractions prepared by a bioguided purification protocol were characterized by their biological activities on two human tumoral cell lines. Morphological changes, cell viability, mitochondrial membrane depolarization, nuclear staining and activity on HSP70 were analyzed. Results. The present study demonstrates that P.alliacea fractions can induce apoptosis in a mitochondria-dependent pathway and down regulate HSP70 expression in vitro. The possible compounds present in P.alliacea responsible for the described biological activities were identified by dereplication methods. Conclusion. The present study provides new knowledge on the antitumoral properties of the plant species P. alliacea described in several ethnobotanical studies.Key words: apoptosis; cancer; heat shock proteins; Petiveria alliacea. ResumenUna fracción de Petiveria alliacea induce apoptosis dependiente de la mitocondria y regula la expresión de la proteína HSP70. Objetivo. Evaluar la actividad biológica in vitro de extractos de Petiveria alliacea utilizando líneas celulares tumorales. Materiales y métodos. Las fracciones de P.alliacea fueron preparadas mediante un protocolo de purificación biodirigido. La actividad biológica fue caracterizada utilizando dos líneas celulares tumorales de origen humano, donde se analizaron los cambios morfológicos, la viabilidad celular, la actividad sobre la membrana mitocondrial y la fragmentación nuclear. Asimismo se evaluó la actividad de las fracciones sobre la expresión de la proteína HSP70. Resultados. El presente estudio muestra que las fracciones de P.alliacea inducen muerte celular por apoptosis dependiente de la mitocondria y además regulan negativamente la expresión de la proteína HSP70. Los compuestos que posiblemente son responsables de la actividad biológica presente en las fracciones de P.alliacea fueron identificados por dereplicación. Conclusión. El presente estudio contribuye a explicar en parte las propiedades antitumorales de la planta P.alliacea descritas en diversos escritos etnobotánicos.

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Section: Discussionmentioning

confidence: 99%

A fraction from Petiveria alliacea induces apoptosis via a mitochondria-dependent pathway and regulates HSP70 expression

et al. 2009

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“…In the State of Minas Gerais the roots of this plant are used to treat rheumatism (Gomes et al, 2005) and in other Brazilian regions, both the roots and the leaves are popularly used as stimulant. Phytochemical analysis revealed the presence of coumarins, triterpenes and flavonoids (Rocha & Da Silva, 1969) amino acids and trisulphide (Kim et al, 2006). So far, there is not information about essential oils.…”

Section: Few Ethnopharmacological Surveys Amongmentioning

confidence: 99%

Essential oils found in the smoke of "tira-capeta", a cigarette used by some quilombolas living in pantanal wetlands of Brazil

Negri¹,

Rodrigues²

2010

Rev. bras. farmacogn.

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RESUMO: "Óleos essenciais encontrados na fumaça do ¨tira-capeta¨, um cigarro utilizado pelos quilombolas que vivem no pantanal do Brasil". Pesquisa etnofarmacológica realizada entre os quilombolas que vivem na Sesmaria Mata-Cavalos, no Estado de Mato Grosso, Brasil, um cigarro conhecido como ¨tira-capeta¨, foi citado por melhorar a memória e cognição, além de possuir outras indicações terapêuticas, tais como, "contra a sinusite", "para evitar resfriado", e "para aliviar problemas de insônia". No presente estudo, foi feita a caracterização dos óleos essenciais liberados durante o aquecimento das plantas utilizadas na confecção do cigarro, usando um método simples, rápido e livre de solvente baseado em cromatografia gasosa acoplada a espectrometria de massas usando "headspace" e microextração em fase sólida. Os principais constituintes encontrados foram 1,8-cineol, cânfora e α-pineno. Na tentativa de correlacionar a atividade biológica desses constituintes com as indicações terapêuticas relatadas pelos quilombolas, encontramos vários trabalhos realizados por diversos autores que mostraram que estes óleos possuem atividades similares às indicações terapêuticas relatadas pelos quilombolas.Unitermos: Etnofarmacologia, óleos essenciais, medicina popular, sistema nervoso central, quilombolas, memória. ABSTRACT: An ethnopharmacological survey developed among quilombolas living in SesmariaMata-Cavalos, in the State of Mato Grosso, Brazil; a cigarette known as "tira-capeta" (removingthe-devil), had been cited mainly "to improve memory and cognition", and also showed other therapeutical indications, such as: "against sinusitis", "to avoid cold", "to relieve sleep problems". The purpose of the present study was carried out a screening of essential oils delivered in the heating of plants used to produce the "tira-capeta" cigarette, using a simple, rapid and solvent-free method based on gas chromatography-mass spectrometry and headspace solid-phase microextraction. The principal essential oils found were 1,8 cineole, camphor and α-pinene. In the tentative to correlate these constituents with therapeutical indications reported by the quilombolas, were found some works carried out by many authors that corroborated the therapeutical indications reported by the quilombolas.

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“…These molecules are reported to exhibit cardiovascular effects, antimicrobial activity, and anticancer activity (Bayer et al, 1989;Dorsch et al, 1990;Block, 1992;Iranshahi et al, 2008;Block, 2010). We have shown that petivericin and other thiosulfinates produced from P. alliacea S-substituted Cys sulfoxide precursors also exhibit significant antibacterial and antifungal activity (Kim et al, 2006). As more information becomes available on the unique structural features that render many of these organosulfur derivatives biologically active, it will become increasingly desirable to have ways in which molecules with the desired features can be acquired.…”

Section: Discussionmentioning

confidence: 99%

Discovery and Characterization of a Novel Lachrymatory Factor Synthase inPetiveria alliaceaand Its Influence on Alliinase-Mediated Formation of Biologically Active Organosulfur Compounds

Musah

Kubec

2009

Plant Physiology

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A novel lachrymatory factor synthase (LFS) was isolated and purified from the roots of the Amazonian medicinal plant Petiveria alliacea. The enzyme is a heterotetrameric glycoprotein comprised of two a-subunits (68.8 kD each), one g-subunit (22.5 kD), and one d-subunit (11.9 kD). The two a-subunits are glycosylated and connected by a disulfide bridge. The LFS has an isoelectric point of 5.2. It catalyzes the formation of a sulfine lachrymator, (Z)-phenylmethanethial S-oxide, only in the presence of P. alliacea alliinase and its natural substrate, S-benzyl-L-cysteine sulfoxide (petiveriin). Depending on its concentration relative to that of P. alliacea alliinase, the LFS sequesters, to varying degrees, the sulfenic acid intermediate formed by alliinase-mediated breakdown of petiveriin. At LFS:alliinase of 5:1, LFS sequesters all of the sulfenic acid formed by alliinase action on petiveriin, and converts it entirely to (Z)-phenylmethanethial S-oxide. However, starting at LFS:alliinase of 5:2, the LFS is unable to sequester all of the sulfenic acid produced by the alliinase, with the result that sulfenic acid that escapes the action of the LFS condenses with loss of water to form S-benzyl phenylmethanethiosulfinate (petivericin). The results show that the LFS and alliinase function in tandem, with the alliinase furnishing the sulfenic acid substrate on which the LFS acts. The results also show that the LFS modulates the formation of biologically active thiosulfinates that are downstream of the alliinase in a manner dependent upon the relative concentrations of the LFS and the alliinase. These observations suggest that manipulation of LFS-to-alliinase ratios in plants displaying this system may provide a means by which to rationally modify organosulfur small molecule profiles to obtain desired flavor and/or odor signatures, or increase the presence of desirable biologically active small molecules.

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Antibacterial and antifungal activity of sulfur-containing compounds from Petiveria alliacea L.

Cited by 125 publications

References 14 publications

A fraction from Petiveria alliacea induces apoptosis via a mitochondria-dependent pathway and regulates HSP70 expression

A fraction from Petiveria alliacea induces apoptosis via a mitochondria-dependent pathway and regulates HSP70 expression

Essential oils found in the smoke of "tira-capeta", a cigarette used by some quilombolas living in pantanal wetlands of Brazil

Discovery and Characterization of a Novel Lachrymatory Factor Synthase inPetiveria alliaceaand Its Influence on Alliinase-Mediated Formation of Biologically Active Organosulfur Compounds

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