Molecular docking studies of avicularin, the most potent compound, were carried out in the active sites of NOS2 and COX2 to predict the most plausible binding modes and support the experimental data.
📌 3 Key Takeaways
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Objective & Hypothesis:Bioactivity-guided fractionation and purification of Cistus parviflorus led to the isolation of two flavan-3-ol derivatives; gallocatechin (1) and epigallocatechin (2) and two flavonoid glycosides; avicularin (3) and trans-tiliroside (4).
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Key Findings & Data:Compounds 2 and 3 exhibited antiinflammatory activity through decreasing the NOS2 and COX2 levels on LPS+IFN-γ treated RAW 264.7 cells.
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Conclusion & Impact:Molecular docking studies of avicularin, the most potent compound, were carried out in the active sites of NOS2 and COX2 to predict the most plausible binding modes and support the experimental data.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters
Özet
Bioactivity-guided fractionation and purification of Cistus parviflorus led to the isolation of two flavan-3-ol derivatives; gallocatechin (1) and epigallocatechin (2) and two flavonoid glycosides; avicularin (3) and trans-tiliroside (4). The structures of the compounds were elucidated on the basis of NMR and ESIMS data. All compounds were isolated from C. parviflorus for the first time. Compounds 2 and 3 exhibited antiinflammatory activity through decreasing the NOS2 and COX2 levels on LPS+IFN-γ treated RAW 264.7 cells. Molecular docking studies of avicularin, the most potent compound, were carried out in the active sites of NOS2 and COX2 to predict the most plausible binding modes and support the experimental data.
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Cite This Article
GÜRBÜZ, P., DOĞAN, Ş. D., ÇELİK, G. N., BEKÇİ, H., CUMAOĞLU, A., GÜNDÜZ, M. G., PAKSOY, M. Y. (2019). Bioactivity-Guided Isolation of Anti-Inflammatory Principles from Cistus parviflorus Lam.. Records of Natural Products, Cilt: 13 - Sayı: 3, 226–235. https://ajindex.com/articles/308634
P.J. Barnes and M. Karin (1997). Nuclear factor κB, a pivotal transcription factor in chronic inflammatory diseases, N. Engl. J. Med. 336, 1066-1071
T.P. List. http://www.theplantlist.org. 2013 1st January]; Version 1.1.:[ [3] T. Baytop (1999). Türkiye'de Bitkiler İle Tedavi (Geçmişte ve Bugün). İstanbul Üniversitesi Eczacılık Fakültesi, İstanbul
E. Yeşilada, I.l. Gürbüz and H. Shibata (1999). Screening of turkish anti-ulcerogenic folk remedies for anti-Helicobacter pylori activity, J. Ethnopharmacol. 66, 289-293
C. Demetzos, K. Dimas, S. Hatziantoniou, T. Anastasaki and D. Angelopoulou (2001). Cytotoxic and anti-inflammatory activity of labdane and cis-clerodane type diterpenes, Planta Med. 67, 614-618
A. Güvenç, S. Yıldız, A.M. Özkan, C.S. Erdurak, M. Coşkun, G. Yılmaz, T. Okuyama and Y. Okada (2005). Antimicrobiological studies on Turkish Cistus. species, Pharm. Biol. 43, 178-183
F. Qa’dan, F. Petereit, K. Mansoor and A. Nahrstedt (2006). Antioxidant oligomeric proanthocyanidins from Cistus salvifolius, Nat. Prod. Res. 20, 1216-1224
T. Vogt, P. Proksch and P.-G. Gülz (1987). Epicuticular flavonoid aglycones in the genus Cistus, Cistaceae, J. Plant. Physiol. 131, 25-36
E. Yeşilada, Honda, G. Sezik, E. Tabata, M. Fujita, T. Tanaka, T. Takeda and Y. Takaishi, (1995). Traditional medicine in Turkey. V. Folk medicine in the inner Taurus Mountains, J. Ethnopharmacol. 46, 133-152
M.J.E. Coode (1988). Cistaceae, in: Flora of Turkey and the East Aegean Islands.,ed: P. Davis, Mill, R., Tan, K., Edinburgh University Press, Edinburgh, pp. 61
M. Öğütveren and S.S. Tetik (2004). Composition of the essential oil of Cistus parviflorus L. from Turkey, J. Essent. Oil Res., 16, 115-116
T. Vogt, P. Proksch, P.-G. Gülz and E. Wollenweber (1987). Rare 6-and 8-O-methylated epicuticular flavonols from two Cistus species, Phytochemistry 26, 1027-1030
G. Wolber and T. Langer (2005). LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters, J. Chem. Inform. Model. 45, 160-169
E.D. Garcin, A.S. Arvai, R.J. Rosenfeld, M.D. Kroeger, B.R. Crane, G. Andersson, G. Andrews, P.J. Hamley, P.R. Mallinder and D.J. Nicholls (2008). Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthase, Nat. Chem. Biol. 4, 700-707
R.G. Kurumbail, A.M. Stevens, J.K. Gierse, J.J. McDonald, R.A. Stegeman, J.Y. Pak, D. Gildehaus, T.D. Penning, K. Seiber