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Rcdisterona de Pfaffia tuberosa (Spreng.) Hicken

Ecdysterone from Pfaffia tuberosa (Spreng.) Hicken

Resumos

As raízes secas da espécie brasileira Pfaffia tuberosa (Spreng.) Hicken foram submetidas a extração com metanol. Deste extrato metanólico foram isolados a ecdisterona e o ácido oleanólico, através de processos de separação por HPLC e cromatografia em coluna. Tanto a ecdisterona como o ácido oleanólico foram identificados comparativamenve com os respectivos padrões. Análise quantitativa por HPLC mostrou 0,23% de ecdisterona. Este teor foi corsiderado baixo em relação a outra espécie, também brasileira, a Pfaffia iresinoides.

Pfaffia tuberosa (Spreng.) Hicken; ecdisterona; ácido oleanólico


In this paper, we wish to report the isolation and identification of ecdysterone from Pfaffia tuberosa (Spreng.) Hicken. The roots of Pfaffia tuberosa (Spreng.) Hicken were colected in the Mato Grosso State - Brazil. The dried and sliced roots (197g) were extracted with hot MeOH. A suspension of the resulting MeOH extract in the water was treated with n-BuOH. The n-BuOH layer was concentrated in vacuo to give a brown viscous oil (5g), wich was chromatographed on silicagel (65g) using CHCl3 - MeOH - H2O (80:20:10) lower phase, and 15ml fractions were collected. Fractions 11-13 were concentrated and the residual solid was recrystallized from EtOH to afford oleanolic acid (65mg). The crystalline residue obtained from fractions 44-56 was recrystallized from EtOAC-MeOH to give ecdysterone (87mg). Each compound was identified by direct comparison with an authentic sample. Further HPLC quantitative analysis showed lower content of ecdysterone (0,23%) compared with that of Pfaffia iresinoides Spreng.

Pfaffia tuberosa (Spreng.) Hicken; ecdysterone; oleanolic acid


ORIGINAIS

Ecdisterona de Pfaffia tuberosa (Spreng.) Hicken

Ecdysterone from Pfaffia tuberosa (Spreng.) Hicken

Nobushigue NishimotoI; Yoshinori ShiobaraI; Shun-suke InoueI; Masumi FujinoI; Tsunematsu TakemotoI; Cheow Lin YeohII; Goro HashimotoIII

IFaculty of Pharmaceutical Sciences, Tokushima Bunri University, Ya­mashirocho, Tokushima-770, Japan

IIJapan Bio Institute Co., Ltd., Minami-oi, Shinagawa-ku, Tokyo 140, Japan

IIICentro de Pesquisas de História Natural - Rua Potsdam, 67- Wandar -05318 - São Paulo, SP - Brasil

RESUMO

As raízes secas da espécie brasileira Pfaffia tuberosa (Spreng.) Hicken foram submetidas a extração com metanol. Deste extrato metanólico foram isolados a ecdisterona e o ácido oleanólico, através de processos de separação por HPLC e cromatografia em coluna. Tanto a ecdisterona como o ácido oleanólico foram identificados comparativamenve com os respec­tivos padrões. Análise quantitativa por HPLC mostrou 0,23% de ecdisterona. Este teor foi corsiderado baixo em relação a outra espécie, também brasileira, a Pfaffia iresinoides.

Unitermos:Pfaffia tuberosa (Spreng.) Hicken; ecdisterona; ácido oleanólico.

ABSTRACT

In this paper, we wish to report the isolation and identification of ecdysterone from Pfaffia tuberosa (Spreng.) Hicken. The roots of Pfaffia tuberosa (Spreng.) Hicken were colected in the Mato Grosso State - Brazil. The dried and sliced roots (197g) were extracted with hot MeOH. A suspension of the resulting MeOH extract in the water was treated with n-BuOH. The n-BuOH layer was concentrated in vacuo to give a brown viscous oil (5g), wich was chromatographed on silicagel (65g) using CHCl3 - MeOH - H2O (80:20:10) lower phase, and 15ml fractions were collected. Fractions 11-13 were concentrated and the residual solid was recrystallized from EtOH to afford oleanolic acid (65mg). The crystalline residue obtained from fractions 44-56 was recrystallized from EtOAC-MeOH to give ecdysterone (87mg). Each compound was identified by direct comparison with an authentic sample. Further HPLC quantitative analysis showed lower content of ecdysterone (0,23%) compared with that of Pfaffia iresinoides Spreng.

Key words:Pfaffia tuberosa (Spreng.) Hicken; ecdysterone; oleanolic acid.

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Agradecimento

Nosso sincero agradecimento a AMERICA LATINA NATURAL, Indústria e Comércio Ltda., São Paulo - Brasil pela colaboração na coleta deste mate­rial para estudo.

  • 1 - ARENAS, P. & AZORERO, M.R. Plant used as means of absortion, contra ception, sterilization and fecundation by Paraguayan Indigenous Pepple. Economic Botany, 31:302-6, 1977.
  • 2 - NAKAI, N.; TAKAGI, N.; MIICHI, H.; HAYASHI, S.; NISHIMOTO, N.; TAKEMOTO, T.; KIZU, H. Pfaffosides, nortriterpenoid sanins from Pfaffia paniculata. Phytochemistry, 23(8):1703-5, 1984.
  • 3 - NISHIMOTO, N.; NAKAI, S.; TAKAGI, N.; HAYASHI, S.;TAKEMOTO,T.; ODASHIMA, S.; KIZU, H.;WADA,Y.  Pfaffosides and nortriterpenoid saponins from Pfaffia paniculata. Phytochemistry, 23(1):139-42, 1984.
  • 4 - NISHIMOTO, N.; SHIOBARA, Y.; FUJINO, M.; INOUE, S.; TAKEMOTO, T.; OLIVEIRA, F.; AKISUE, G.; AKISUE, M.K.; HASHIMOTO, G.; TANAKA, O.;KASAI, R.; MATSUURA, H. Ecdysteroids from Pfaffia iresinoides and ressignment of some 13CNMR chemical shifts. Phytochemistry, 26(9):2505-7, 1987.
  • 5 - OLIVEIRA, F.; AKISUE, G.; AKISUE, M.K. Contribuiçăo para o estudo farmacognóstico do "Ginseng brasileiro" Pfaffia paniculata (Martius) Kuntze. An. Farm. Quim. S.Paulo, 20(1/2):261-77, 1980.
  • 6 - TAKEMOTO, T.; NISHIMOTO, N.; NAKAI, S.; TAKAGI, N.; HAYASHI, S.; ODASHIMA, S.; WADA, Y. Pfaffic acid, a novel nortriterpene from Pfaffia paniculata (Martius) Kuntze. Tetrahedron Letters, 24(10):1057-60; 1983.

Datas de Publicação

  • Publicação nesta coleção
    18 Mar 2010
  • Data do Fascículo
    Dez 1986
Sociedade Brasileira de Farmacognosia Universidade Federal do Paraná, Laboratório de Farmacognosia, Rua Pref. Lothario Meissner, 632 - Jd. Botânico, 80210-170, Curitiba, PR, Brasil, Tel/FAX (41) 3360-4062 - Curitiba - PR - Brazil
E-mail: revista@sbfgnosia.org.br