Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L.

Rocky Graziose, Thirumurugan Rathinasabapathy, Carmen Lategan, Alexander Poulev, Peter J. Smith, Mary Grace, Mary Ann Lila, Ilya Raskin

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Aim of the study: The objective of this study was to isolate and characterize the active constituents of the traditionally used antimalarial plant Liriodendron tulipifera by antiplasmodial-assay guided fractionation. Materials and methods: Bark and leaves were extracted with solvents of increasing polarity. Fractions were generated using flash chromatography, counter current chromatography and preparative HPLC and subjected to in vitro antiplasmodial and cytotoxicity assays. Active fractions were subjected to further fractionation until pure compounds were isolated, for which the IC 50 values were calculated. Results and discussion: Six known aporphine alkaloids, asimilobine (1), norushinsunine (2), norglaucine (3), liriodenine (4), anonaine (5) and oxoglaucine (6) were found to be responsible for the antiplasmodial activity of the bark. Leaves yielded two known sesquiterpene lactones, peroxyferolide (7) and lipiferolide (8) with antiplasmodial activity. The antiplasmodial activity of (2) (IC50 = 29.6 μg/mL), (3) (IC50 = 22.0 μg/mL), (6) (IC50 = 9.1 μg/mL), (7) (IC50 = 6.2 μg/mL) and (8) (IC50 = 1.8 μg/mL) are reported for the first time. Conclusion: This work supports the historical use of Liriodendron tulipifera as an antimalarial remedy of the United States and characterizes its antiplasmodial constituents.

Original languageEnglish (US)
Pages (from-to)26-30
Number of pages5
JournalJournal of Ethnopharmacology
Volume133
Issue number1
DOIs
StatePublished - Jan 7 2011

Fingerprint

Liriodendron
Sesquiterpenes
Lactones
Alkaloids
Inhibitory Concentration 50
Antimalarials
Chromatography
High Pressure Liquid Chromatography
aporphine

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Drug Discovery

Keywords

  • Antimalarial
  • Aporphine alkaloids
  • Cytotoxicity
  • Liriodendron tulipifera L.
  • Magnoliaceae
  • Sesquiterpene lactones

Cite this

Graziose, Rocky ; Rathinasabapathy, Thirumurugan ; Lategan, Carmen ; Poulev, Alexander ; Smith, Peter J. ; Grace, Mary ; Lila, Mary Ann ; Raskin, Ilya. / Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L. In: Journal of Ethnopharmacology. 2011 ; Vol. 133, No. 1. pp. 26-30.
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title = "Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L.",
abstract = "Aim of the study: The objective of this study was to isolate and characterize the active constituents of the traditionally used antimalarial plant Liriodendron tulipifera by antiplasmodial-assay guided fractionation. Materials and methods: Bark and leaves were extracted with solvents of increasing polarity. Fractions were generated using flash chromatography, counter current chromatography and preparative HPLC and subjected to in vitro antiplasmodial and cytotoxicity assays. Active fractions were subjected to further fractionation until pure compounds were isolated, for which the IC 50 values were calculated. Results and discussion: Six known aporphine alkaloids, asimilobine (1), norushinsunine (2), norglaucine (3), liriodenine (4), anonaine (5) and oxoglaucine (6) were found to be responsible for the antiplasmodial activity of the bark. Leaves yielded two known sesquiterpene lactones, peroxyferolide (7) and lipiferolide (8) with antiplasmodial activity. The antiplasmodial activity of (2) (IC50 = 29.6 μg/mL), (3) (IC50 = 22.0 μg/mL), (6) (IC50 = 9.1 μg/mL), (7) (IC50 = 6.2 μg/mL) and (8) (IC50 = 1.8 μg/mL) are reported for the first time. Conclusion: This work supports the historical use of Liriodendron tulipifera as an antimalarial remedy of the United States and characterizes its antiplasmodial constituents.",
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Graziose, R, Rathinasabapathy, T, Lategan, C, Poulev, A, Smith, PJ, Grace, M, Lila, MA & Raskin, I 2011, 'Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L.', Journal of Ethnopharmacology, vol. 133, no. 1, pp. 26-30. https://doi.org/10.1016/j.jep.2010.08.059

Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L. / Graziose, Rocky; Rathinasabapathy, Thirumurugan; Lategan, Carmen; Poulev, Alexander; Smith, Peter J.; Grace, Mary; Lila, Mary Ann; Raskin, Ilya.

In: Journal of Ethnopharmacology, Vol. 133, No. 1, 07.01.2011, p. 26-30.

Research output: Contribution to journalArticle

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T1 - Antiplasmodial activity of aporphine alkaloids and sesquiterpene lactones from Liriodendron tulipifera L.

AU - Graziose, Rocky

AU - Rathinasabapathy, Thirumurugan

AU - Lategan, Carmen

AU - Poulev, Alexander

AU - Smith, Peter J.

AU - Grace, Mary

AU - Lila, Mary Ann

AU - Raskin, Ilya

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Y1 - 2011/1/7

N2 - Aim of the study: The objective of this study was to isolate and characterize the active constituents of the traditionally used antimalarial plant Liriodendron tulipifera by antiplasmodial-assay guided fractionation. Materials and methods: Bark and leaves were extracted with solvents of increasing polarity. Fractions were generated using flash chromatography, counter current chromatography and preparative HPLC and subjected to in vitro antiplasmodial and cytotoxicity assays. Active fractions were subjected to further fractionation until pure compounds were isolated, for which the IC 50 values were calculated. Results and discussion: Six known aporphine alkaloids, asimilobine (1), norushinsunine (2), norglaucine (3), liriodenine (4), anonaine (5) and oxoglaucine (6) were found to be responsible for the antiplasmodial activity of the bark. Leaves yielded two known sesquiterpene lactones, peroxyferolide (7) and lipiferolide (8) with antiplasmodial activity. The antiplasmodial activity of (2) (IC50 = 29.6 μg/mL), (3) (IC50 = 22.0 μg/mL), (6) (IC50 = 9.1 μg/mL), (7) (IC50 = 6.2 μg/mL) and (8) (IC50 = 1.8 μg/mL) are reported for the first time. Conclusion: This work supports the historical use of Liriodendron tulipifera as an antimalarial remedy of the United States and characterizes its antiplasmodial constituents.

AB - Aim of the study: The objective of this study was to isolate and characterize the active constituents of the traditionally used antimalarial plant Liriodendron tulipifera by antiplasmodial-assay guided fractionation. Materials and methods: Bark and leaves were extracted with solvents of increasing polarity. Fractions were generated using flash chromatography, counter current chromatography and preparative HPLC and subjected to in vitro antiplasmodial and cytotoxicity assays. Active fractions were subjected to further fractionation until pure compounds were isolated, for which the IC 50 values were calculated. Results and discussion: Six known aporphine alkaloids, asimilobine (1), norushinsunine (2), norglaucine (3), liriodenine (4), anonaine (5) and oxoglaucine (6) were found to be responsible for the antiplasmodial activity of the bark. Leaves yielded two known sesquiterpene lactones, peroxyferolide (7) and lipiferolide (8) with antiplasmodial activity. The antiplasmodial activity of (2) (IC50 = 29.6 μg/mL), (3) (IC50 = 22.0 μg/mL), (6) (IC50 = 9.1 μg/mL), (7) (IC50 = 6.2 μg/mL) and (8) (IC50 = 1.8 μg/mL) are reported for the first time. Conclusion: This work supports the historical use of Liriodendron tulipifera as an antimalarial remedy of the United States and characterizes its antiplasmodial constituents.

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KW - Cytotoxicity

KW - Liriodendron tulipifera L.

KW - Magnoliaceae

KW - Sesquiterpene lactones

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