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Bioactive abietenolide diterpenes from Suregada procera
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC. Univ Nairobi, Dept Chem, POB 30197-00100, Nairobi, Kenya..
Muhimbili Univ Hlth & Allied Sci, Inst Tradit Med, POB 65001, Dar Es Salaam, Tanzania.;Univ Gothenburg, Inst Biomed, Sahlgrenska Acad, Dept Infect Dis Virol, S-41346 Gothenburg, Sweden..
Univ Gothenburg, Inst Biomed, Sahlgrenska Acad, Dept Infect Dis Virol, S-41346 Gothenburg, Sweden..
Univ Gothenburg, Inst Biomed, Sahlgrenska Acad, Dept Infect Dis Virol, S-41346 Gothenburg, Sweden..
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2024 (English)In: Fitoterapia, ISSN 0367-326X, E-ISSN 1873-6971, Vol. 179, article id 106217Article in journal (Refereed) Published
Abstract [en]

The phytochemical investigation of the leaves and the roots of Suregada procera afforded the new ent-abietane diterpenoid sureproceriolide A (1) along with the known secondary metabolites 8,14β:11,12α-diepoxy-13(15)-abietane-16,12-olid (2), jolkinolide A (3), jolkinolide E (4), ent-pimara-8(14),15-dien-19-oic acid (5), sitosterol (6), oleana-9(11):12-dien-3β-ol (7), and oleic acid (8). Their structures were elucidated by NMR spectroscopic and mass spectrometric analyses, and the structure of jolkinolide A (3) was confirmed by single-crystal X-ray diffraction analysis. Sureproceriolide A (1) showed modest activity against the Gram-positive bacterium Staphylococcus lugdunensis (MIC = 31.44 μM), and sitosterol (6) against the Gram-negative bacterium Porphyromonas gingivalis (IC50 = 45.37 μM). Jolkinolide A (3) and E (4) as well as sitosterol (6) inhibited the release of NOS (IMR-90 cells), TNF-α (HaCaT cells) and NF-κB (HaCaT cells), with IC50 values of 0.43, 3.21, and 10.32 μM, respectively. Compound 6 showed antitumoral activity against SK-MEL-28 (IC50 = 20.66 μM) and CCD-13Lu (IC50 = 24.70 μM) cell lines, with no cytotoxic effect against the prostate cells PrEC (CC50 > 300 μM).

Place, publisher, year, edition, pages
Elsevier, 2024. Vol. 179, article id 106217
Keywords [en]
Suregada procera, Euphorbiaceae, Abietanolide, Antibacterial, Anti-inflammatory, Antitumoral
National Category
Organic Chemistry Pharmacology and Toxicology
Identifiers
URN: urn:nbn:se:uu:diva-540656DOI: 10.1016/j.fitote.2024.106217ISI: 001327143800001PubMedID: 39303767OAI: oai:DiVA.org:uu-540656DiVA, id: diva2:1907071
Funder
Swedish Research Council, 2019–03715Available from: 2024-10-21 Created: 2024-10-21 Last updated: 2024-10-21Bibliographically approved

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Orthaber, AndreasErdélyi, Máté

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