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Pterocarpans and is...
Pterocarpans and isoflavones from the root bark of Millettia micans and of Millettia dura
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Marco, M. (author)
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- Deyou, Tsegaye (author)
- Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology
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- Gruhonjic, Amra (author)
- Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Sahlgrenska Cancer Center,Department of Chemistry and Molecular Biology
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Holleran, J. (author)
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Duffy, S. (author)
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Heydenreich, M. (author)
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- Fitzpatrick, Paul A. (author)
- Gothenburg University,Göteborgs universitet,Sahlgrenska Cancer Center
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- Landberg, Göran, 1963 (author)
- Gothenburg University,Göteborgs universitet,Sahlgrenska Cancer Center
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Koch, A. (author)
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Derese, S. (author)
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Pelletier, J. (author)
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Avery, V. M. (author)
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- Erdelyi, Mate, 1975 (author)
- Gothenburg University,Göteborgs universitet,Svenskt NMR-centrum vid Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Swedish NMR Centre at Göteborg University,Department of Chemistry and Molecular Biology
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Yenesew, A. (author)
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(creator_code:org_t)
- Elsevier BV, 2017
- 2017
- English.
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In: Phytochemistry Letters. - : Elsevier BV. - 1874-3900. ; 21, s. 216-220
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Abstract
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- From the CH2Cl2/CH3OH (1:1) extract of the root bark of Millettia micans, a new pterocarpan, (6aR, 11aR)-3-hydroxy- 7,8,9-trimethoxypterocarpan (1), named micanspterocarpan, was isolated. Similar investigation of the CH2Cl2/CH3OH (1:1) extract of the root bark of Millettia dura gave a further new pterocarpan, (6aR, 11aR)-8,9-methylenedioxy-3-prenyloxypterocarpan (2), named 3-O-prenylmaackiain, along with six known isoflavones (38) and a chalcone (9). All purified compounds were identified by NMR and MS, whereas the absolute configurations of the new pterocarpans were established by chriptical data analyses including quantum chemical ECD calculation. Among the isolated constituents, calopogonium isoflavone B (3) and isoerythrin A-4'-(3-methylbut-2-enyl) ether (4) showed marginal activities against the 3D7 and the Dd2 strains of Plasmodium falciparum (70-90% inhibition at 40 mu M). Maximaisoflavone B (5) and 7,2'-dimethoxy-4', 5'-methylenedioxyisoflavone (7) were weakly cytotoxic (IC50 153.5 and 174.1 mu M, respectively) against the MDA-MB-231 human breast cancer cell line. None of the tested compounds showed in-vitro translation inhibitory activity or toxicity against the HEK-293 human embryonic kidney cell line at 40 mu M.
Subject headings
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Läkemedelskemi (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Medicinal Chemistry (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Cell- och molekylärbiologi (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Cell and Molecular Biology (hsv//eng)
Keyword
- Millettia micans
- Millettia dura
- Pterocarpan
- Isoflavone
- Cytotoxicity
- Plasmodium falciparum
- density-functional theory
- circular-dichroism
- seed pods
- stem bark
- flavonoids
- Plant Sciences
- Pharmacology & Pharmacy
Publication and Content Type
- ref (subject category)
- art (subject category)
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- By the author/editor
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Marco, M.
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Deyou, Tsegaye
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Gruhonjic, Amra
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Holleran, J.
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Duffy, S.
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Heydenreich, M.
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Fitzpatrick, Pau ...
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Landberg, Göran, ...
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Koch, A.
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Derese, S.
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Pelletier, J.
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Avery, V. M.
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Erdelyi, Mate, 1 ...
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Yenesew, A.
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MEDICAL AND HEAL ...
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MEDICAL AND HEAL ...
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Phytochemistry L ...
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University of Gothenburg