Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i>
Our in-house ethnopharmacological knowledge directed our anti-inflammatory investigation into the leaves of <i>Backhousia mytifolia</i>. Bioassay guided isolation of the Australian indigenous plant <i>Backhousia myrtifolia</i> led to the isolation of six new rare peltogynoid...
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MDPI AG
2023-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/5/2160 |
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| author | Shintu Mathew Kenneth Zhang Xian Zhou Gerald Münch Francis Bodkin Feng Li Ritesh Raju |
| author_facet | Shintu Mathew Kenneth Zhang Xian Zhou Gerald Münch Francis Bodkin Feng Li Ritesh Raju |
| author_sort | Shintu Mathew |
| collection | DOAJ |
| description | Our in-house ethnopharmacological knowledge directed our anti-inflammatory investigation into the leaves of <i>Backhousia mytifolia</i>. Bioassay guided isolation of the Australian indigenous plant <i>Backhousia myrtifolia</i> led to the isolation of six new rare peltogynoid derivatives named myrtinols A–F (<b>1</b>–<b>6</b>) along with three known compounds 4-<i>O</i>-methylcedrusin (<b>7</b>), 7-<i>O</i>-methylcedrusin (<b>8</b>) and 8-demethylsideroxylin (<b>9</b>). The chemical structures of all the compounds were elucidated by detailed spectroscopic data analysis, and absolute configuration was established using X-ray crystallography analysis. All compounds were evaluated for their anti-inflammatory activity by assessing the inhibition of nitric oxide (NO) production and tumor necrosis factor- α (TNF-α) in lipopolysaccharide (LPS) and interferon (IFN)-γ activated RAW 264.7 macrophages. A structure activity relationship was also established between compounds (<b>1</b>–<b>6</b>), noting promising anti-inflammatory potential by compounds <b>5</b> and <b>9</b> with an IC<sub>50</sub> value of 8.51 ± 0.47 and 8.30 ± 0.96 µg/mL for NO inhibition and 17.21 ± 0.22 and 46.79 ± 5.87 µg/mL for TNF-α inhibition, respectively. |
| first_indexed | 2024-03-11T07:17:14Z |
| format | Article |
| id | doaj.art-0b3591044af44c0e931de6904096e34d |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T07:17:14Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-0b3591044af44c0e931de6904096e34d2023-11-17T08:12:50ZengMDPI AGMolecules1420-30492023-02-01285216010.3390/molecules28052160Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i>Shintu Mathew0Kenneth Zhang1Xian Zhou2Gerald Münch3Francis Bodkin4Feng Li5Ritesh Raju6NICM Health Research Institute, Western Sydney University, Penrith, NSW 2750, AustraliaSchool of Science, Western Sydney University, Penrith, NSW 2751, AustraliaNICM Health Research Institute, Western Sydney University, Penrith, NSW 2750, AustraliaNICM Health Research Institute, Western Sydney University, Penrith, NSW 2750, AustraliaDepartment of Pharmacology, Western Sydney University, Campbelltown Campus, Sydney, NSW 2560, AustraliaSchool of Science, Western Sydney University, Penrith, NSW 2751, AustraliaDepartment of Pharmacology, Western Sydney University, Campbelltown Campus, Sydney, NSW 2560, AustraliaOur in-house ethnopharmacological knowledge directed our anti-inflammatory investigation into the leaves of <i>Backhousia mytifolia</i>. Bioassay guided isolation of the Australian indigenous plant <i>Backhousia myrtifolia</i> led to the isolation of six new rare peltogynoid derivatives named myrtinols A–F (<b>1</b>–<b>6</b>) along with three known compounds 4-<i>O</i>-methylcedrusin (<b>7</b>), 7-<i>O</i>-methylcedrusin (<b>8</b>) and 8-demethylsideroxylin (<b>9</b>). The chemical structures of all the compounds were elucidated by detailed spectroscopic data analysis, and absolute configuration was established using X-ray crystallography analysis. All compounds were evaluated for their anti-inflammatory activity by assessing the inhibition of nitric oxide (NO) production and tumor necrosis factor- α (TNF-α) in lipopolysaccharide (LPS) and interferon (IFN)-γ activated RAW 264.7 macrophages. A structure activity relationship was also established between compounds (<b>1</b>–<b>6</b>), noting promising anti-inflammatory potential by compounds <b>5</b> and <b>9</b> with an IC<sub>50</sub> value of 8.51 ± 0.47 and 8.30 ± 0.96 µg/mL for NO inhibition and 17.21 ± 0.22 and 46.79 ± 5.87 µg/mL for TNF-α inhibition, respectively.https://www.mdpi.com/1420-3049/28/5/2160<i>Backhousia myrtifolia</i>aboriginal knowledgepeltogynoid derivativenitric oxideflavonoidsplants |
| spellingShingle | Shintu Mathew Kenneth Zhang Xian Zhou Gerald Münch Francis Bodkin Feng Li Ritesh Raju Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> Molecules <i>Backhousia myrtifolia</i> aboriginal knowledge peltogynoid derivative nitric oxide flavonoids plants |
| title | Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> |
| title_full | Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> |
| title_fullStr | Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> |
| title_full_unstemmed | Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> |
| title_short | Myrtinols A–F: New Anti-Inflammatory Peltogynoid Flavonoid Derivatives from the Leaves of Australian Indigenous Plant <i>Backhousia myrtifolia</i> |
| title_sort | myrtinols a f new anti inflammatory peltogynoid flavonoid derivatives from the leaves of australian indigenous plant i backhousia myrtifolia i |
| topic | <i>Backhousia myrtifolia</i> aboriginal knowledge peltogynoid derivative nitric oxide flavonoids plants |
| url | https://www.mdpi.com/1420-3049/28/5/2160 |
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