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Phenolic constituents of Porophyllum obscurum
BiochemicalSystematicsand Ecology,Vol. 22, No. 5, p. 543, 1994 Copyright© 1994ElsevierScience Ltd Printed in GreatBritain. All rights reserved 0305-1978/94 $7.004-0.00
) Pergamon 0305-1978(94)E0009-5
Phenolic Constituents of Porophyllum obscurum C. M. VAN BAREN, B. JUAREZ, G. E. FERRARO and J. D. COUSSIO IQUIMEFA (Instituto de la Quimica y Metabolismo del Farmaco) UBA-CONICET, C~tedra de Farmacognosia, Departamento de Farmacologia, Facultad de Farmacia y Bioquimica, UBA, Junin 956, 1113 Buenos Aires, Argentina
Key Word Index--Porophyllum obscurum; Compositae; flavonols; glycosides flavonoids; caffeoyl esters.
Subject and Source Porophyllum obscurum (Spr.) DC (Compositae) is a perennial shrub which grows in the drier regions of northern and central Argentina (Zardini, 1984). A voucher specimen is deposited in the Museo de Bot~nica "Juan A. Dominguez" in the Faculty of Pharmacy and Biochemistry at the University of Buenos Aires.
Previous Work Volatile terpenes have been investigated by Fester et aL (1951, 1955, 1956).
Present Study The following compounds were isolated from the methanolic extract of the aerial parts of Porophyllum obscurum; quercetin (PC, TLC, UV); isorhamnetin (PC, TLC, UV); quercetin-7-arabinoside (Avicularin) (PC, UV, hydrolysis); quercetin 3-rhamnoside (Quercitrin) (PC, UV, hydrolysis); quercetin 7-glucoside (Quercimeritrin) (PC, UV, hydrolysis); isorhamnetin 3-galactoside (PC, UV, hydrolysis) (Harborne and Mabry, 1982); quercetagetin 7-glucoside (Quercetagetrin) (PC, MS, UV, hydrolysis) (Bacon, 1978); escopoletin (PC, TLC, UV); chlorogenic acid (PC, TLC, UV); and caffeic acid (PC, TLC, UV).
Chemotaxonomic Significance Porophyllum has been placed traditionally in the tribe Helenieae, subtribe Tagetininae. Other authors placed this genus in the tribe Tageteae, subtribe Tagetanae or Tagetinae (Johnson, 1989). There is not enough information about the chemical composition of this genus which could help in the correlation with tribal and subtribal classification (Heywood et al., 1977). In the present paper we discuss the results of the investigation on the phenolic constituents of R obscurum. The finding of quercetagetin derivatives in this species may help to support the inclusion of the genus Porophyllum within the Tageteae. Acknowledgements--This work was supported in part by funds provided by CONICET.
References Bacon, J. D., Urbatsch, L. E., Bragg, L. H., Mabry, T. J., Neuman, R and Jackson, D. W. (1978) Phytochemistry17, 1939; Fester, G. A., Martinuzzi, E. A. and Ricciardi, A. I. A. (1951) Rev. Fac./ng. Quire. 20, 47; Fester, G. A., Martinuzzi, E. A. and Retamar, J. A. (1955) Rev. Fac. /ng. Quire. 24, 37; Fester, G. A., Martinuzzi, E. A., Retamar, J. A. and Ricciardi, A. I. A. (1956) Bo/. Acad. Nac/. C/enc. 39, 375; Harborne, J. B. and Mabry, T. J. (1982) The F/avonoids: Advances in Research. Chapman and Hall, London; Heywood, V. H., Harborne, J. B. and Turner, B. L. (1977) The 8/o/ogy and Chemistry of the Compos/tae, pp. 785-797. Academic Press, London; Johnson, R. R. (1969) Univ. Kans. Sci. Bull. 48, 225; Zardini, E. M. (1984) Acta Farm. Bonaer. 3, 169. (Received 15 November 1993)
543
) Pergamon 0305-1978(94)E0009-5
Phenolic Constituents of Porophyllum obscurum C. M. VAN BAREN, B. JUAREZ, G. E. FERRARO and J. D. COUSSIO IQUIMEFA (Instituto de la Quimica y Metabolismo del Farmaco) UBA-CONICET, C~tedra de Farmacognosia, Departamento de Farmacologia, Facultad de Farmacia y Bioquimica, UBA, Junin 956, 1113 Buenos Aires, Argentina
Key Word Index--Porophyllum obscurum; Compositae; flavonols; glycosides flavonoids; caffeoyl esters.
Subject and Source Porophyllum obscurum (Spr.) DC (Compositae) is a perennial shrub which grows in the drier regions of northern and central Argentina (Zardini, 1984). A voucher specimen is deposited in the Museo de Bot~nica "Juan A. Dominguez" in the Faculty of Pharmacy and Biochemistry at the University of Buenos Aires.
Previous Work Volatile terpenes have been investigated by Fester et aL (1951, 1955, 1956).
Present Study The following compounds were isolated from the methanolic extract of the aerial parts of Porophyllum obscurum; quercetin (PC, TLC, UV); isorhamnetin (PC, TLC, UV); quercetin-7-arabinoside (Avicularin) (PC, UV, hydrolysis); quercetin 3-rhamnoside (Quercitrin) (PC, UV, hydrolysis); quercetin 7-glucoside (Quercimeritrin) (PC, UV, hydrolysis); isorhamnetin 3-galactoside (PC, UV, hydrolysis) (Harborne and Mabry, 1982); quercetagetin 7-glucoside (Quercetagetrin) (PC, MS, UV, hydrolysis) (Bacon, 1978); escopoletin (PC, TLC, UV); chlorogenic acid (PC, TLC, UV); and caffeic acid (PC, TLC, UV).
Chemotaxonomic Significance Porophyllum has been placed traditionally in the tribe Helenieae, subtribe Tagetininae. Other authors placed this genus in the tribe Tageteae, subtribe Tagetanae or Tagetinae (Johnson, 1989). There is not enough information about the chemical composition of this genus which could help in the correlation with tribal and subtribal classification (Heywood et al., 1977). In the present paper we discuss the results of the investigation on the phenolic constituents of R obscurum. The finding of quercetagetin derivatives in this species may help to support the inclusion of the genus Porophyllum within the Tageteae. Acknowledgements--This work was supported in part by funds provided by CONICET.
References Bacon, J. D., Urbatsch, L. E., Bragg, L. H., Mabry, T. J., Neuman, R and Jackson, D. W. (1978) Phytochemistry17, 1939; Fester, G. A., Martinuzzi, E. A. and Ricciardi, A. I. A. (1951) Rev. Fac./ng. Quire. 20, 47; Fester, G. A., Martinuzzi, E. A. and Retamar, J. A. (1955) Rev. Fac. /ng. Quire. 24, 37; Fester, G. A., Martinuzzi, E. A., Retamar, J. A. and Ricciardi, A. I. A. (1956) Bo/. Acad. Nac/. C/enc. 39, 375; Harborne, J. B. and Mabry, T. J. (1982) The F/avonoids: Advances in Research. Chapman and Hall, London; Heywood, V. H., Harborne, J. B. and Turner, B. L. (1977) The 8/o/ogy and Chemistry of the Compos/tae, pp. 785-797. Academic Press, London; Johnson, R. R. (1969) Univ. Kans. Sci. Bull. 48, 225; Zardini, E. M. (1984) Acta Farm. Bonaer. 3, 169. (Received 15 November 1993)
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