Antifungal Amides from Piper scutifolium and Piper hoffmanseggianum

Abstract

Chromatographic fractionation of a dichloromethane extract from the leaves of Piper scutifolium yielded two new isobutyl amides, scutifoliamide A ( 1) and scutifoliamide B ( 2), together with the known compounds piperolactam C ( 3), piperovatine ( 4), piperlonguminine ( 5), corcovadine ( 6), isopiperlonguminine ( 7), and isocorcovadine ( 8). From the dichloromethane extract from the leaves of P. hoffmannseggianum two new isobutyl amides, hoffmannseggiamide A ( 9) and hoffmannseggiamide B ( 10), were obtained together with the known compounds isopiperlonguminine ( 7) and isocorcovadine ( 8), sitosterol, and stigmasterol. The structures of the new compounds were established on the basis of spectroscopic data analysis. The inhibitory activity of compounds 1-10 against the growth of the fungi Cladosporium sphaerospermum and C. cladosporioides was determined by bioautography.

Komposisi Kimia Minyak Atsiri Buah Sirih Hijau (Piper Betle L), Kemukus (Piper Cubeba L) Dan Cabe Jawa (Piper Retrofractum Vahl)

“…Kandungan kimia tumbuhan genus Piper cukup beragam misalnya untuk senyawa non volatil adalah alkaloid amida (Ahn et al, 1992;Banerji. et al, 2002;Park et al, 2007;Marques et al, 2007), lakton (Dharmaratne et al, 2002), flavonoid (Portet et al, 2007) dan lignan (Usia et al, 2005;Cabanillas et al, 2010). Kandungan kimia dari bagian volatil tumbuhan Piper diantaranya monoterpen, seskuiterpen dan fenilpropanoid (Agnes et al,1986;Mundina et al, 1998;Martins et al, 1998;Dos Santos et al, 2001;Cysne et al, 2005;Elfahmi et al, 2006;Rali et al, 2007;Rahman et al, 2011).…”

Natural Products from Plants as Potential Source Agents for Controlling Fusarium

“…The inhibitory activity against the growth of the fungi was moderate at 5 g/L for (S)-3-methoxynordomesticine 18, while the other alkaloids were inactive, suggesting that the presence of electron withdrawing substituents on the nitrogen atom decrease the antifungal activity [145]. The antifungal activity against the same phytopathogenic strain was evaluated by direct bioautography in a TLC bioassay [42,146] for the compounds isolated from Z. monophyllum and Z. quinduense. The minimum growth inhibitory amount was determined for each compound taking into consideration a growth inhibition with less than 100 μg.…”

Bioprospecção em espécies de Piperaceae

“…Conforme observado, o perfil fitoquímico das espécies de Piper apresenta-se muito diversificado, sendo isolados compostos pertencentes às mais diferentes classes de metabólitos secundários (Parmar et al, 1997). O número de metabólitos isolados pertencentes à classe dos alcalóides e amidas são os mais representativos da espécie (Parmar et al, 1998;Navickiene et al, 2000;Marques et al, 2007), seguido de lignanas e neolignanas (Benevides et al, 1999), terpenos (Martins et al, 1998), propenilfenóis (Ramos et al, 1986), pironas (Smith et al, 1983), cromenos e derivados de ácidos benzóicos (Terreaux et al, 1998;Baldoqui et al, 1999;.…”

“…Entre os estudos realizados para espécies de Piper, verifica-se a ocorrência de amidas antifúngicas em P. hispidum (Alécio et al, 1998), P. tuberculatum (Navickiene et al, 2000), P. arboreum (Silva et al, 2001), P. scutifolium e P. hoffmanseggianum (Marques et al, 2007); ácidos benzóicos prenilados em P. aduncum (Baldoqui et al, 1999), P. gaudichaudianum, P. hostmannianum e em P. crassinervium ; flavonóides e hidroquinonas em P. crassinervium (Danelutte et al, 2003;Yamaguchi et al, 2006) e piperolideos em P. malacophyllum .…”