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| Item type: | Article | ||||
|---|---|---|---|---|---|
| Journal or Publication Title: | Zeitschrift für Naturforschung: Section C, A journal of biosciences | ||||
| Publisher: | Verl. d. Zeitschrift für Naturforschung | ||||
| Volume: | 58 | ||||
| Number of Issue or Book Chapter: | 7/8 | ||||
| Page Range: | pp. 527-532 | ||||
| Date: | 2003 | ||||
| Additional Information (public): | CAN 140:178249 11-1 Plant Biochemistry 1617-70-5 (Lup-20(29)-en-3-one) Role: BSU (Biological study, unclassified), BIOL (Biological study) (antibacterial and cytotoxic activity of prenylated bicyclic acylphloroglucinol derivs. from Hypericum amblycalyx); 658702-60-4P (Hypercalyxone A); 658702-61-5P (Hypercalyxone B) Role: BSU (Biological study, unclassified), NPO (Natural product occurrence), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation) (antibacterial and cytotoxic activity of prenylated bicyclic acylphloroglucinol derivs. from Hypericum amblycalyx); 658702-62-6P ((+)-1-[5,7-Dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylpropan-1-one); 658702-63-7P ((+)-1-[5,7-Dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylbutan-1-one) Role: BSU (Biological study, unclassified), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), PREP (Preparation) (antibacterial and cytotoxic activity of prenylated bicyclic acylphloroglucinol derivs. from Hypericum amblycalyx) | ||||
| Institutions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) | ||||
| Identification Number: |
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| Keywords: | Antibiotics Antitumor agents Hypericum amblycalyx (antibacterial and cytotoxic activity of prenylated bicyclic acylphloroglucinol derivs. from Hypericum amblycalyx) Toxins Role: BSU (Biological study, unclassified), NPO (Natural product occurrence), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation) (cytotoxins antibacterial and cytotoxic activity of prenylated bicyclic acylphloroglucinol derivs. from Hypericum amblycalyx) New natural products (hypercalyxone A (bicyclic acylphloroglucinol deriv.) New natural products (hypercalyxone B (bicyclic acylphloroglucinol deriv.) Molecular structure (of hypercalyxones (bicyclic acylphloroglucinol derivs.) antibacterial cytotoxin prenylated bicyclic acylphloroglucinol deriv Hypericum | ||||
| Dewey Decimal Classification: | 500 Science > 570 Life sciences 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | No | ||||
| Item ID: | 17219 |
Abstract
Two new bicyclic acylphloroglucinol derivs., hypercalyxone A (I) and B (II), were isolated from the petroleum ether ext. of the aerial parts of H. amblycalyx, together with 2 further compds. (1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylpropan-1-one [III] and 1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylbutan-1-one [IV]), which have been ...
Abstract
Two new bicyclic acylphloroglucinol derivs., hypercalyxone A (I) and B (II), were isolated from the petroleum ether ext. of the aerial parts of H. amblycalyx, together with 2 further compds. (1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylpropan-1-one [III] and 1-[5,7-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)-chroman-8-yl]-2-methylbutan-1-one [IV]), which have been described only as semisynthetic products. In addn., the known triterpene lup-20(29)-en-3-one was obtained. Structure elucidation was based on 1D and 2D NMR studies, as well as on data derived from mass spectrometry. The 4 acylphloroglucinol derivs. were evaluated for their cytotoxic and antibacterial activity. All compds. showed moderate cytotoxic activity against KB and Jurkat T cancer cells. Esp. III and IV exhibited strong antibacterial activity against different Gram-pos. strains.
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