Dokumentenart: | Artikel | ||||
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Titel eines Journals oder einer Zeitschrift: | Helvetica Chimica Acta | ||||
Verlag: | John Wiley & Sons | ||||
Band: | 83 | ||||
Nummer des Zeitschriftenheftes oder des Kapitels: | 11 | ||||
Seitenbereich: | S. 2939-2945 | ||||
Datum: | 2000 | ||||
Zusätzliche Informationen (Öffentlich): | CAN 134:172732 1-5 Pharmacology 326794-05-2P (Aculeatin A); 326794-06-3P (Aculeatin B); 326794-07-4P (Aculeatin C) Role: BAC (Biological activity or effector, except adverse), BOC (Biological occurrence), BSU (Biological study, unclassified), PRP (Properties), PUR (Purification or recovery), THU (Therapeutic use), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation), USES (Uses) (antiprotozoal activity and cytotoxicity of novel dioxadispiro pentadeca dienone derivs. from Amomum aculeatum) | ||||
Institutionen: | Chemie und Pharmazie > Institut für Pharmazie > Lehrstuhl Pharmazeutische Biologie (Prof. Heilmann) | ||||
Identifikationsnummer: |
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Stichwörter / Keywords: | Molecular structure (Aculeatin A (dioxa dispiropentadecadienone) Molecular structure (Aculeatin B (dioxa dispiropentadecadienone) Molecular structure (Aculeatin C (dioxa dispiropentadecadienone) Amomum aculeatum Antitumor agents New natural products Protozoacides (antiprotozoal activity and cytotoxicity of novel dioxadispiro pentadeca dienone derivs. from Amomum aculeatum) antiprotozoal cytotoxicity dioxadispiropentadecadien deriv isolation Amomum structure activity antiprotozoal cytotoxicity aculeatin | ||||
Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 570 Biowissenschaften, Biologie 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
Status: | Veröffentlicht | ||||
Begutachtet: | Ja, diese Version wurde begutachtet | ||||
An der Universität Regensburg entstanden: | Nein | ||||
Dokumenten-ID: | 17184 |
Zusammenfassung
Cytotoxicity against the KB cancer cell line as a lead bioactivity-guided fractionation of the petroleum ether ext. of rhizomes of Amomum aculeatum RoxB. led to the isolation of three novel dioxadispiro[5.1.5.2]-pentadeca-9,12-dien-11-one derivs. The structures of aculeatin A, aculeatin B, and aculeatin C were established as rel-(2R,4R,6S)- and ...
Zusammenfassung
Cytotoxicity against the KB cancer cell line as a lead bioactivity-guided fractionation of the petroleum ether ext. of rhizomes of Amomum aculeatum RoxB. led to the isolation of three novel dioxadispiro[5.1.5.2]-pentadeca-9,12-dien-11-one derivs. The structures of aculeatin A, aculeatin B, and aculeatin C were established as rel-(2R,4R,6S)- and rel-(2R,4R,6R)-4-hydroxy-2-tridecyl-1,7-dioxadispiro[5.1.5.2]pentadeca-9,12-dien-11-one and rel-(2R,4R,6R)-2-[4-(3-dodecyl-2-heptyl-3-hydroxy-6-oxocyclohexa-1,4-dienyl)-2-oxobutyl]-4-hydroxy-1,7-dioxadispiro[5.1.5.2]pentadeca-9,12-dien-11-one resp. by extensive spectroscopic analyses, particularly 13C-NMR, inverse-gated 13C, HMQC, HMBC, NOESY, and INADEQUATE NMR expts. as well as mass spectrometry. The aculeatins represent a novel type of natural products. All compds. showed high cytotoxicity against the KB cell line: IC50=1.7 micro M; IC50=2.0 micro M; IC50 = 1.6 micro M resp. Addnl. testing against two Plasmodium falciparum strains as well as against trypomastigote forms of Trypanosoma brucei rhodesiense and Trypanosoma cruzi showed strong activities, particularly against P. falciparum strain K1 (IC50=0.18micro M; IC50=0.43micro M; IC50=0.37 micro M).
Metadaten zuletzt geändert: 24 Mai 2018 12:16