Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest

Yanpeng Hou; Shugeng Cao; Peggy J. Brodie; Martin W. Callmander; Fidisoa Ratovoson; Etienne A. Rakotobe; Vincent E. Rasamison; Michel Ratsimbason; John N. Alumasa; Paul D. Roepe; David G.I. Kingston

doi:10.1016/j.bmc.2009.02.022

Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest

Yanpeng Hou, Shugeng Cao, Peggy J. Brodie, Martin W. Callmander, Fidisoa Ratovoson, Etienne A. Rakotobe, Vincent E. Rasamison, Michel Ratsimbason, John N. Alumasa, Paul D. Roepe, David G.I. Kingston

Biochemistry & Molecular Biology

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

Bioassay-guided fractionation of an ethanol extract of a Madagascar collection of the bark of Scutia myrtina led to the isolation of three new anthrone-anthraquinones, scutianthraquinones A, B and C (1-3), one new bisanthrone-anthraquinone, scutianthraquinone D (4), and the known anthraquinone, aloesaponarin I (5). The structures of all compounds were determined using a combination of 1D and 2D NMR experiments, including COSY, TOCSY, HSQC, HMBC, and ROESY sequences, and mass spectrometry. All the isolated compounds were tested against the A2780 human ovarian cancer cell line for antiproliferative activities, and against the chloroquine-resistant Plasmodium falciparum strains Dd2 and FCM29 for antiplasmodial activities. Compounds 1, 2 and 4 showed weak antiproliferative activities against the A2780 ovarian cancer cell line, while compounds 1-4 exhibited moderate antiplasmodial activities against P. falciparum Dd2 and compounds 1, 2, and 4 exhibited moderate antiplasmodial activities against P. falciparum FCM29.

Original language	English (US)
Pages (from-to)	2871-2876
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	17
Issue number	7
DOIs	https://doi.org/10.1016/j.bmc.2009.02.022
State	Published - Apr 1 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Hou, Yanpeng ; Cao, Shugeng ; Brodie, Peggy J. ; Callmander, Martin W. ; Ratovoson, Fidisoa ; Rakotobe, Etienne A. ; Rasamison, Vincent E. ; Ratsimbason, Michel ; Alumasa, John N. ; Roepe, Paul D. ; Kingston, David G.I. / Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest. In: Bioorganic and Medicinal Chemistry. 2009 ; Vol. 17, No. 7. pp. 2871-2876.

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title = "Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest",

abstract = "Bioassay-guided fractionation of an ethanol extract of a Madagascar collection of the bark of Scutia myrtina led to the isolation of three new anthrone-anthraquinones, scutianthraquinones A, B and C (1-3), one new bisanthrone-anthraquinone, scutianthraquinone D (4), and the known anthraquinone, aloesaponarin I (5). The structures of all compounds were determined using a combination of 1D and 2D NMR experiments, including COSY, TOCSY, HSQC, HMBC, and ROESY sequences, and mass spectrometry. All the isolated compounds were tested against the A2780 human ovarian cancer cell line for antiproliferative activities, and against the chloroquine-resistant Plasmodium falciparum strains Dd2 and FCM29 for antiplasmodial activities. Compounds 1, 2 and 4 showed weak antiproliferative activities against the A2780 ovarian cancer cell line, while compounds 1-4 exhibited moderate antiplasmodial activities against P. falciparum Dd2 and compounds 1, 2, and 4 exhibited moderate antiplasmodial activities against P. falciparum FCM29.",

author = "Yanpeng Hou and Shugeng Cao and Brodie, {Peggy J.} and Callmander, {Martin W.} and Fidisoa Ratovoson and Rakotobe, {Etienne A.} and Rasamison, {Vincent E.} and Michel Ratsimbason and Alumasa, {John N.} and Roepe, {Paul D.} and Kingston, {David G.I.}",

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Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest. / Hou, Yanpeng; Cao, Shugeng; Brodie, Peggy J.; Callmander, Martin W.; Ratovoson, Fidisoa; Rakotobe, Etienne A.; Rasamison, Vincent E.; Ratsimbason, Michel; Alumasa, John N.; Roepe, Paul D.; Kingston, David G.I.

In: Bioorganic and Medicinal Chemistry, Vol. 17, No. 7, 01.04.2009, p. 2871-2876.

Research output: Contribution to journal › Article › peer-review

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T1 - Antiproliferative and antimalarial anthraquinones of Scutia myrtina from the Madagascar forest

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AU - Cao, Shugeng

AU - Brodie, Peggy J.

AU - Callmander, Martin W.

AU - Ratovoson, Fidisoa

AU - Rakotobe, Etienne A.

AU - Rasamison, Vincent E.

AU - Ratsimbason, Michel

AU - Alumasa, John N.

AU - Roepe, Paul D.

AU - Kingston, David G.I.

PY - 2009/4/1

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N2 - Bioassay-guided fractionation of an ethanol extract of a Madagascar collection of the bark of Scutia myrtina led to the isolation of three new anthrone-anthraquinones, scutianthraquinones A, B and C (1-3), one new bisanthrone-anthraquinone, scutianthraquinone D (4), and the known anthraquinone, aloesaponarin I (5). The structures of all compounds were determined using a combination of 1D and 2D NMR experiments, including COSY, TOCSY, HSQC, HMBC, and ROESY sequences, and mass spectrometry. All the isolated compounds were tested against the A2780 human ovarian cancer cell line for antiproliferative activities, and against the chloroquine-resistant Plasmodium falciparum strains Dd2 and FCM29 for antiplasmodial activities. Compounds 1, 2 and 4 showed weak antiproliferative activities against the A2780 ovarian cancer cell line, while compounds 1-4 exhibited moderate antiplasmodial activities against P. falciparum Dd2 and compounds 1, 2, and 4 exhibited moderate antiplasmodial activities against P. falciparum FCM29.

AB - Bioassay-guided fractionation of an ethanol extract of a Madagascar collection of the bark of Scutia myrtina led to the isolation of three new anthrone-anthraquinones, scutianthraquinones A, B and C (1-3), one new bisanthrone-anthraquinone, scutianthraquinone D (4), and the known anthraquinone, aloesaponarin I (5). The structures of all compounds were determined using a combination of 1D and 2D NMR experiments, including COSY, TOCSY, HSQC, HMBC, and ROESY sequences, and mass spectrometry. All the isolated compounds were tested against the A2780 human ovarian cancer cell line for antiproliferative activities, and against the chloroquine-resistant Plasmodium falciparum strains Dd2 and FCM29 for antiplasmodial activities. Compounds 1, 2 and 4 showed weak antiproliferative activities against the A2780 ovarian cancer cell line, while compounds 1-4 exhibited moderate antiplasmodial activities against P. falciparum Dd2 and compounds 1, 2, and 4 exhibited moderate antiplasmodial activities against P. falciparum FCM29.

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