Bioactive abietenolide diterpenes from Suregada procera.

Autor: Matundura JO; Department of Chemistry, University of Nairobi, P. O. Box 30197-00100 Nairobi, Kenya; Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden., Mollel JT; Institute of Traditional Medicine, Muhimbili University of Health and Allied Sciences, P.O. Box 65001, Dar es Salaam, Tanzania; Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden., Miah M; Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden., Said J; Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden., Omosa LK; Department of Chemistry, University of Nairobi, P. O. Box 30197-00100 Nairobi, Kenya., Kalenga TM; Department of Chemistry, College of Education, Mwalimu Julius K. Nyerere University of Agriculture and Technology, P.O. Box 976, Butiama, Tanzania., Woordes YT; Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden., Nchiozem-Ngnitedem VA; Department of Chemistry, University of Nairobi, P. O. Box 30197-00100 Nairobi, Kenya., Orthaber A; Department of Chemistry - Ångström, Uppsala University, SE-751 20 Uppsala, Sweden., Midiwo JO; Department of Chemistry, University of Nairobi, P. O. Box 30197-00100 Nairobi, Kenya., Herrebout W; Department of Chemistry, University of Antwerp, 2020 Antwerp, Belgium., Trybala E; Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden., Bergström T; Department of Infectious Diseases/Virology, Institute of Biomedicine, Sahlgrenska Academy, University of Gothenburg, S-413 46 Gothenburg, Sweden., Apaza Ticona L; Department of Chemistry in Pharmaceutical Sciences, University Complutense of Madrid, Madrid, Spain., Erdelyi M; Department of Chemistry - BMC, Uppsala University, SE-751 23 Uppsala, Sweden. Electronic address: mate.erdelyi@kemi.uu.se., Yenesew A; Department of Chemistry, University of Nairobi, P. O. Box 30197-00100 Nairobi, Kenya. Electronic address: ayenesew@uonbi.ac.ke.
Jazyk: angličtina
Zdroj: Fitoterapia [Fitoterapia] 2024 Dec; Vol. 179, pp. 106217. Date of Electronic Publication: 2024 Sep 18.
DOI: 10.1016/j.fitote.2024.106217
Abstrakt: 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 (IC 50  = 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 IC 50 values of 0.43, 3.21, and 10.32 μM, respectively. Compound 6 showed antitumoral activity against SK-MEL-28 (IC 50  = 20.66 μM) and CCD-13Lu (IC 50  = 24.70 μM) cell lines, with no cytotoxic effect against the prostate cells PrEC (CC 50  > 300 μM).
Competing Interests: Declaration of competing interest The authors declare no conflict of interest. The funders had no role in the design of the study; in the collection, analyses, or interpretation of data; in the writing of the manuscript, or in the decision to publish the results.
(Copyright © 2024. Published by Elsevier B.V.)
Databáze: MEDLINE