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A New Benzopyranyl ...
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Nyandoro, Stephen S.,1975Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,Univ Dar Es Salaam, Coll Nat & Appl Sci, Chem Dept, POB 35061, Dar Es Salaam, Tanzania;Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden
(author)
A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii
- Article/chapterEnglish2019
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LIBRIS-ID:oai:gup.ub.gu.se/283736
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https://gup.ub.gu.se/publication/283736URI
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https://doi.org/10.3390/molecules24152746DOI
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https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-393825URI
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Subject category:ref swepub-contenttype
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Subject category:art swepub-publicationtype
Notes
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Phytochemical investigations of ethanol root bark and stem bark extracts of Cleistochlamys kirkii (Benth.) Oliv. (Annonaceae) yielded a new benzopyranyl cadinane-type sesquiterpene (cleistonol, 1) alongside 12 known compounds (2-13). The structures of the isolated compounds were established from NMR spectroscopic and mass spectrometric analyses. Structures of compounds 5 and 10 were further confirmed by single crystal X-ray crystallographic analyses, which also established their absolute stereochemical configuration. The ethanolic crude extract of C. kirkii root bark gave 72% inhibition against the chloroquine-sensitive 3D7-strain malaria parasite Plasmodium falciparum at 0.01 mu g/mL. The isolated metabolites dichamanetin, (E)-acetylmelodorinol, and cleistenolide showed IC50 = 9.3, 7.6 and 15.2 mu M, respectively, against P. falciparum 3D7. Both the crude extract and the isolated compounds exhibited cytotoxicity against the triple-negative, aggressive breast cancer cell line, MDA-MB-231, with IC50 = 42.0 mu g/mL (crude extract) and 9.6-30.7 mu M (isolated compounds). Our findings demonstrate the potential applicability of C. kirkii as a source of antimalarial and anticancer agents.
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Maeda, GasperGothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,Univ Dar Es Salaam, Coll Nat & Appl Sci, Chem Dept, POB 35061, Dar Es Salaam, Tanzania;Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden
(author)
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Munissi, J. J. E.Univ Dar Es Salaam, Coll Nat & Appl Sci, Chem Dept, POB 35061, Dar Es Salaam, Tanzania
(author)
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Gruhonjic, AmraGothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden
(author)
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Fitzpatrick, Paul A.Gothenburg University,Göteborgs universitet,Sahlgrenska Cancer Center,Univ Gothenburg, Sahlgrenska Canc Ctr, SE-40530 Gothenburg, Sweden(Swepub:gu)xfitpa
(author)
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Lindblad, SofiaUppsala universitet,Organisk kemi(Swepub:uu)sofli642
(author)
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Duffy, S.Griffith Univ, Griffith Inst Drug Discovery, Discovery Biol, Nathan, Qld 4111, Australia
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Pelletier, J.McGill Univ, Dept Biochem, Montreal, PQ H3G 1Y6, Canada
(author)
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Pan, F. F.Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Coll Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Luoyu Rd 152, Wuhan 430079, Hubei, Peoples R China;Univ Jyvaskyla, Dept Chem, POB 35, FI-40014 Jyvaskyla, Finland
(author)
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Puttreddy, R.Univ Jyvaskyla, Dept Chem, POB 35, FI-40014 Jyvaskyla, Finland
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Avery, V. M.Griffith Univ, Griffith Inst Drug Discovery, Discovery Biol, Nathan, Qld 4111, Australia
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Erdelyi, Mate,1975Uppsala universitet,Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology,Organisk kemi,Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden;(Swepub:uu)mateerde
(author)
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Göteborgs universitetInstitutionen för kemi och molekylärbiologi
(creator_code:org_t)
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In:Molecules: MDPI AG24:151420-30491431-5157
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Lindblad, Sofia
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Duffy, S.
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Pelletier, J.
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Pan, F. F.
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