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ARYLTETRALOLS FROM HOLOSTYLIS RENIFORMIS AND SYNTHESES OF LIGNAN ANALOGOUS
Aristolochiaceae
Lignans
Aryltetralol
Arytetralene
Antiplasmodial activity
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Affilliation
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Belo Horizonte, MG, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Belo Horizonte, MG, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Belo Horizonte, MG, Brasil.
Universidade Estadual de São Paulo. Instituto de Quimica. Araraquara, SP, Brasil.
Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Belo Horizonte, MG, Brasil.
Abstract
Two new lignans, an aryltetralol and its methyl ether analogous, were isolated from Holostylis reniformis (Aristolochiaceae) together with futokadsurin C and (−)-8′-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 (MDL50) evaluated. (−)-Cyclogalgravin and (−)-aristoligol exhibited activity (IC50 ∼ 10.8 and 8.4 μM, respectively), the latter exhibited lower toxicity.
Keywords
Holostylis reniformisAristolochiaceae
Lignans
Aryltetralol
Arytetralene
Antiplasmodial activity
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