Kuck, Katrin and Juergenliemk, Guido and Lipowicz, Bartosz and Heilmann, Joerg (2021) Sesquiterpenes from Myrrh and Their ICAM-1 Inhibitory Activity In Vitro. MOLECULES, 26 (1): 42. ISSN , 1420-3049
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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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ULCERATIVE-COLITIS; COFFEE CHARCOAL; LACTONES; COMMIPHORA; COMPONENTS; P65/NF-KAPPA-B; CONSTITUENTS; PATHOGENESIS; INFLAMMATION; EOSINOPHILS; myrrh; Commiphora; ICAM-1; sesquiterpenes; seco-sesquiterpenoides |
| Subjects: | 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 29 Aug 2022 08:51 |
| Last Modified: | 29 Aug 2022 08:51 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46445 |
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