Chelidonic Acid and Its Derivatives from <i>Saussurea Controversa</i>: Isolation, Structural Elucidation and Influence on the Osteogenic Differentiation of Multipotent Mesenchymal Stromal Cells In Vitro
Elena Avdeeva,
Elvira Shults,
Tatyana Rybalova,
Yaroslav Reshetov,
Ekaterina Porokhova,
Irina Sukhodolo,
Larisa Litvinova,
Valeria Shupletsova,
Olga Khaziakhmatova,
Igor Khlusov,
Artem Guryev,
Mikhail Belousov
Affiliations
Elena Avdeeva
Department of Pharmaceutical Analysis, Siberian State Medical University, Tomsk 634050, Russia
Elvira Shults
Laboratory of Medicinal Chemistry, Novosibirsk Institute of Organic Chemistry, Siberian Branch, Novosibirsk 630090, Russia
Tatyana Rybalova
Novosibirsk State University, 2 Pirogova St., Novosibirsk 630090, Russia
Yaroslav Reshetov
Department of Pharmaceutical Analysis, Siberian State Medical University, Tomsk 634050, Russia
Ekaterina Porokhova
Department of Morphology and General Pathology, Siberian State Medical University, Tomsk 634050, Russia
Irina Sukhodolo
Department of Morphology and General Pathology, Siberian State Medical University, Tomsk 634050, Russia
Larisa Litvinova
Basic Laboratory of Immunology and Cell Biotechnology, Immanuel Kant Baltic Federal University, Kaliningrad 236041, Russia
Valeria Shupletsova
Basic Laboratory of Immunology and Cell Biotechnology, Immanuel Kant Baltic Federal University, Kaliningrad 236041, Russia
Olga Khaziakhmatova
Basic Laboratory of Immunology and Cell Biotechnology, Immanuel Kant Baltic Federal University, Kaliningrad 236041, Russia
Igor Khlusov
Department of Morphology and General Pathology, Siberian State Medical University, Tomsk 634050, Russia
Artem Guryev
Department of Pharmaceutical Analysis, Siberian State Medical University, Tomsk 634050, Russia
Mikhail Belousov
Department of Pharmaceutical Analysis, Siberian State Medical University, Tomsk 634050, Russia
4-oxo-4H-pyran-2.6-dicarboxylic acid (chelidonic acid, ChA) in the native state and in the complex with calcium [Ca(ChA)(H2O)3], named saucalchelin (CaChA), was isolated from the extract of Saussurea controversa leaves for the first time for the Asteraceae family. The structure of ChA was determined by NMR, MS and confirmed by X-ray analysis of its monomethyl ester, and CaChA was described by IR, ICP-MS, CHN analysis. The yield of ChA and CaChA was 45 mg/g and 70 mg/g of extract, respectively. The osteogenic activity of ChA, n-monobutyl ester of chelidonic acid, and CaChA has been studied in vitro in a 21-day culture of human adipose-derived multipotent mesenchymal stromal cells (hAMMSCs) in a standard nutrient medium without osteogenic supplements. CaChA significantly stimulated the growth of cell mass and differentiation of hAMMSCs into osteoblasts with subsequent mineralization of the culture and it may be a promising substance for accelerating bone tissue regeneration and engineering.
