Antifungal Amide from Leaves of <i>Piper hispidum</i>

Alécio, Alberto Camilo; Bolzani, Vanderlan da Silva; Young, Maria Cláudia M.; Kato, Massuo Jorge; Furlan, Maysa

doi:10.1021/np9703656

Cited by 84 publications

(50 citation statements)

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“…A number of extracts proved to be active against Cladosporium sphaerospermum and C. cladosporioides in a bio-autographic screen, and those derived from Piper hispidum [21], P. arboreum, and P. tuberculatum [22,23], were selected for dereplication studies. Chromatographic fractionation of these extracts yielded several classes of amides, amongst which the piperidone PT-4 and the piperidine PT-5 from P. tuberculatum were found to be highly active (Fig.…”

Section: Bioactive Compounds and Their Biosynthetic Originsmentioning

confidence: 99%

Chemistry and evolution of the Piperaceae

Kato

Furlan

2007

Pure and Applied Chemistry

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112

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Abstract:The chemistry of members of the family Piperaceae is of great interest owing to the variety of biological properties displayed. A survey of structural diversity and bioactivity reveals that groups of species specialize in the production of amides, phenylpropanoids, lignans and neolignans, benzoic acids and chromenes, alkaloids, polyketides, and a plethora of compounds of mixed biosynthetic origin. Bioassays against Cladosporium cladosporioides and C. sphaerospermun have resulted in the characterization of various amides, prenylated phenolic compounds, and polyketides as potential classes of antifungal agents. Studies on the developmental process in seedlings of Piper solmsianum have shown that phenylpropanoid are produced instead of the tetrahydrofuran lignans found in adult plants. In suspension cultures of P. cernuum and P. crassinervium, phenylethylamines and alkamides predominate, whereas in the adult plants prenylpropanoids and prenylated benzoic acids are the respective major compound classes. Knowledge of the chemistry, bioactivity, and ecology of Piperaceae species provides preliminary clues for an overall interpretation of the possible role and occurrence of major classes of compounds.

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Section: Bioactive Compounds and Their Biosynthetic Originsmentioning

confidence: 99%

Chemistry and evolution of the Piperaceae

Kato

Furlan

2007

Pure and Applied Chemistry

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112

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“…The chemical studies carried out on Brazilian Piperaceae species have revealed the occurrence of pyrones, lignoids and chromenes besides various amides which showed potent insecticide and antifungal properties 1,[3][4][5][6][7][8][9] . The volatile components from aerial parts of Piperaceae species have been subjected to a number of investigations and are variable mixtures with predominance of monoterpenes (C 10 ) and sesquiterpenes (C 15 ) although diterpenes (C 20 ) and phenylpropanoids have also been detected 10 .…”

Section: Introductionmentioning

confidence: 99%

Composition and antifungal activity of essential oils from Piper aduncum, Piper arboreum and Piper tuberculatum

Navickiene¹,

Morandim²,

Alécio³

et al. 2006

Quím. Nova

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Recebido em 23/2/05; aceito em 16/9/05; publicado na web em 14/3/06The composition of essential oils from leaves, stems and fruits of Piper aduncum, P. arboreum and P. tuberculatum was examined by means of GC-MS and antifungal assay. There was a predominance of monoterpenes in P. aduncum and P. tuberculatum and of sesquiterpenes in P. arboreum. P. aduncum showed the richest essential oil composition, including linalool. The essential oils from fruits of P. aduncum and P. tuberculatum showed the highest antifungal activity with the MIC of 10 µg as determined against Cladosporium cladosporioides and C. sphaerospermum, respectively. This is the first report of the composition of essential oils from P. tuberculatum.

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“…1 A grande maioria de suas espécies produz frutos do tipo espigas com grande quantidade de sementes que possuem síndrome de dispersão zoocó-rica, sendo muito freqüente a dispersão por morcegos. 2 Espécies de Piperaceae têm sido utilizadas na alimentação (como condimento -Piper nigrum), 3 como inseticidas 4 e, também, na medicina tradicional devido ao acúmulo de diferentes classes de metabólitos biologicamente ativos, tais como fenilpropanóides, 5 lignanas/neolignanas, 6-10 pironas, 11 amidas alífáticas e aromáticas, [12][13][14] alcalóides, 15 policetídeos 16 e cromenos, [17][18][19][20][21][22] além de outros metabólitos de biossíntese mista. 7,23,24 As espécies de Piperaceae estão sendo subdivididas em quatro gêneros, 25 sendo que os mais abundantes são Peperomia Ruiz e Pavon, com aproximadamente 1700 espécies 26 e Piper L., com cerca de 2000 espécies.…”

Section: Introductionunclassified