Intraspecific variability of<i>Holostylis reniformis</i>: concentration of lignans, as determined by maceration and supercritical fluid extraction (SFE-CO<sub>2</sub>), as a function of plant provenance and plant parts.

This is a comparative study on the intraspecific chemical variability of species, collected in two different regions of Brazil, Biome Cerrado (semiarid) and Biome Amazônia (coastal). The use of GC-MS and statistical methods led to the identification of 56 compounds. A higher percentage of palmitone and germacrene-D in the hexanes extracts of the leaves of plants from these respective biomes was observed. Phytochemical studies on the extracts led to the isolation and identification of 19 known compounds, including lignans, neolignans, aristolochic acids, indole--carboline, and indole alkaloids. In addition, two new indole alkaloids, 3,4-dihydro-hyrtiosulawesine and 6--(-glucopyranosyl)hyrtiosulawesine, were isolated and a new neolignan, -eupomatenoid-7, was obtained in a mixture with its known isomer eupomatenoid-7. Their structures were determined by spectroscopic methods, mainly by 1D- and 2D-NMR. The occurrence of indole alkaloids is being described for the first time in the Aristolochiaceae family. Moreover, the susceptibility of intracellular amastigote and promastigote forms of to the alkaloids and eupomatenoid-7 were evaluated. This neolignan exhibited low activity against promastigotes (IC = 46 µM), while the alkaloids did not show inhibitory activity. The new alkaloid 6--(-glucopyranosyl)hyrtiosulawesine exhibited activity in the low micromolar range against , with an IC value of 5 µM and a selectivity index higher than 50.

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“…Our previous studies have shown the chemical variability of Brazilian Aristolochia species [16]. Aristolochia cordigera Willd.…”

Section: Chemical Composition Antiprotozoal and Cytotoxic Activitiesmentioning

confidence: 99%

Chemical Composition, Antiprotozoal and Cytotoxic Activities of Indole Alkaloids and Benzofuran Neolignan of Aristolochia cordigera

et al. 2017

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“…Holostylis reniformis Duch. (Aristolochiaceae) synthesizes a variety of seco compounds, including lignans and sesquiterpenes (da Silva and Lopes, , 2006Lopes et al, 2012;Martins et al, 2014;Pereira et al, 2012). More than 25 aryltetralone and furan lignans without oxygenation at C-9,9 0 have been isolated from extracts of this species (da Silva and Lopes, , 2006Lopes et al, 2012), and isoeugenol is shown to be their biosynthetic intermediate (da Lopes, 2004, 2006;Messiano et al, 2008Messiano et al, , 2009.…”

Section: Introductionmentioning

confidence: 99%

Aryltetralols from Holostylis reniformis and syntheses of lignan analogous

Pereira

Ferreira

Messiano

et al. 2015

Phytochemistry Letters

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Two new lignans, an aryltetralol and its methyl ether analogous, were isolated from Holostylis reniformis (Aristolochiaceae) together with futokadsurin C and (À)-8 0-epi-aristoligone. The latter was also obtained as an enantiomeric mixture by synthesis and was transformed into aryltetralols and aryltetralenes that were subjected to chiral-HPLC separations. The compound structures were determined by spectroscopic methods. Several of these lignans had their antiplasmodial activity (against Plasmodium falciparum, W2 clone, anti-HRPII) and toxicity to mammalian kidney cells (MDL 50) evaluated. (À)-Cyclogalgravin and (À)-aristoligol exhibited activity (IC 50 $ 10.8 and 8.4 mM, respectively), the latter exhibited lower toxicity.

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A morphological study of Aristolochia holostylis (Aristolochiaceae) reveals the presence of a new species

2022

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Intraspecific variability ofHolostylis reniformis: concentration of lignans, as determined by maceration and supercritical fluid extraction (SFE-CO₂), as a function of plant provenance and plant parts.

Cited by 3 publications

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Chemical Composition, Antiprotozoal and Cytotoxic Activities of Indole Alkaloids and Benzofuran Neolignan of Aristolochia cordigera

Chemical Composition, Antiprotozoal and Cytotoxic Activities of Indole Alkaloids and Benzofuran Neolignan of Aristolochia cordigera

Aryltetralols from Holostylis reniformis and syntheses of lignan analogous

A morphological study of Aristolochia holostylis (Aristolochiaceae) reveals the presence of a new species

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Intraspecific variability ofHolostylis reniformis: concentration of lignans, as determined by maceration and supercritical fluid extraction (SFE-CO2), as a function of plant provenance and plant parts.

Cited by 3 publications

References 0 publications

Chemical Composition, Antiprotozoal and Cytotoxic Activities of Indole Alkaloids and Benzofuran Neolignan of Aristolochia cordigera

Chemical Composition, Antiprotozoal and Cytotoxic Activities of Indole Alkaloids and Benzofuran Neolignan of Aristolochia cordigera

Aryltetralols from Holostylis reniformis and syntheses of lignan analogous

A morphological study of Aristolochia holostylis (Aristolochiaceae) reveals the presence of a new species

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Intraspecific variability ofHolostylis reniformis: concentration of lignans, as determined by maceration and supercritical fluid extraction (SFE-CO₂), as a function of plant provenance and plant parts.