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Sesquiterpenes from Myrrh and Their ICAM-1 Inhibitory Activity In Vitro
Kuck, Katrin, Jürgenliemk, Guido, Lipowicz, Bartosz and Heilmann, Jörg (2020) Sesquiterpenes from Myrrh and Their ICAM-1 Inhibitory Activity In Vitro. Molecules 26 (1), p. 42.Date of publication of this fulltext: 26 Feb 2021 17:16
Article
DOI to cite this document: 10.5283/epub.44930
Abstract
By using various chromatographic steps (silica flash, CPC, preparative HPLC), 16 sesquiterpenes could be isolated from an ethanolic extract of myrrh resin. Their chemical structures were elucidated by 1D and 2D NMR spectroscopy and HRESIMS. Among them, six previously unknown compounds (1-6) and another four metabolites previously not described for the genus Commiphora (7, 10, 12, 13) could be ...
By using various chromatographic steps (silica flash, CPC, preparative HPLC), 16 sesquiterpenes could be isolated from an ethanolic extract of myrrh resin. Their chemical structures were elucidated by 1D and 2D NMR spectroscopy and HRESIMS. Among them, six previously unknown compounds (1-6) and another four metabolites previously not described for the genus Commiphora (7, 10, 12, 13) could be identified. Sesquiterpenes 1 and 2 are novel 9,10-seco-eudesmanes and exhibited an unprecedented sesquiterpene carbon skeleton, which is described here for the first time. New compound 3 is an 9,10 seco-guaian and the only peroxide isolated from myrrh so far. Compounds 1, 2, 4, 7-9, 11, 13-16 were tested in an ICAM-1 in vitro assay. Compound 7, as well as the reference compound furanoeudesma-1,3-diene, acted as moderate inhibitors of this adhesion molecule ICAM-1 (IC50: 44.8 and 46.3 mu M, respectively). These results give new hints on the activity of sesquiterpenes with regard to ICAM-1 inhibition and possible modes of action of myrrh in anti-inflammatory processes.
Involved Institutions
Details
| Item type | Article | ||||
| Journal or Publication Title | Molecules | ||||
| Publisher: | MDPI | ||||
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| Open Access Type: | Gold (with APC) | ||||
| Place of Publication: | BASEL | ||||
| Volume: | 26 | ||||
| Number of Issue or Book Chapter: | 1 | ||||
| Page Range: | p. 42 | ||||
| Date | 23 December 2020 | ||||
| Institutions | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) | ||||
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| Keywords | ULCERATIVE-COLITIS; COFFEE CHARCOAL; LACTONES; COMMIPHORA; COMPONENTS; P65/NF-KAPPA-B; CONSTITUENTS; PATHOGENESIS; INFLAMMATION; EOSINOPHILS; myrrh; Commiphora; ICAM-1; sesquiterpenes; seco-sesquiterpenoides | ||||
| Dewey Decimal Classification | 600 Technology > 615 Pharmacy | ||||
| Status | Published | ||||
| Refereed | Yes, this version has been refereed | ||||
| Created at the University of Regensburg | Yes | ||||
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-449302 | ||||
| Item ID | 44930 |
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