New unsaturated fatty acid and other chemical constituents from the roots of Cola rostrata K. Schum. (Malvaceae) |
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| Institution: | 1. Department of Chemistry, University of Douala, Faculty of Sciences, 24157, Douala, Cameroon;2. Department of Chemistry, Higher Teacher Training College, University of Yaounde I, P. O. Box 47, Yaounde, Cameroon;3. Department of Chemistry, University of Yaounde, Faculty of Sciences, P. O. Box 812, Yaounde, Cameroon;1. Central Analítica - Centro de Apoio Multidisciplinar (CAM), Universidade Federal do Amazonas, 69077-000, Manaus, AM, Brazil;2. Centro de Biotecnologia da Amazônia, 69075-351, Manaus, AM, Brazil;3. Departamento de Química, Universidade Federal do Amazonas, 69077-000, Manaus, AM, Brazil;1. Institute of Materia Medica, School of Pharmacy, Fourth Military Medical University, Xi''an 710032, China;2. Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xi''an, 710032, China;3. College of Pharmacy, Shaan''xi University of Chinese Medicine, Xi''an, 712046, China;1. Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan;2. National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan;3. Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan;4. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan;5. Department of Pediatrics, E-DA Hospital, School of Medicine, College of Medicine, I-SHOU University, Kaohsiung 840, Taiwan;6. Center for Environmental Toxin and Emerging-Contaminant Research, Cheng Shiu University, Kaohsiung 833, Taiwan;7. Super Micro Mass Research and Technology Center, Cheng Shiu University, Kaoshiung 833, Taiwan;8. Research Center for Chinese Herbal Medicine, Research Center for Food and Cosmetic Safety, Graduate Institute of Healthy Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan;9. Chinese Herbal Medicine Research Team, Healthy Aging Research Center, Chang Gung University, Taoyuan 333, Taiwan;10. Department of Anaesthesiology, Chang Gung Memorial Hospital, Taoyuan 333, Taiwan;11. Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan;12. Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan;1. Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, 02115, MA, USA;2. Institute of Pharmacy, Martin Luther University Halle-Wittenberg, Wolfgang-Langenbeck-Str. 4, 06120, Halle (Saale), Germany;3. Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, 06120, Halle (Saale), Germany;4. Department of Pharmaceutical Chemistry and Pharmacognosy, School of Pharmacy, College of Health Sciences, Addis Ababa University, P.O. Box 1176, Addis Ababa, Ethiopia |
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| Abstract: | Phytochemical investigation of the roots of Cola rostrata K. Schum. led to the isolation of a new unsaturated fatty acid, named rostratanic acid (1), together with fourteen known compounds, lignoceric acid, friedelan (7), friedelanone (8), bauerenol (3), lupeol (4), herranone (9), acotatarone A (11), betulinic acid (6), betulin (5), nonanedioc acid (2), arjunolic acid (10) stigmasterol, β?sitosterol, and β?sitosterol-3-O-β-D-glucopyranoside. The structure of the new compound as well as those of the known compounds were established by means of spectroscopic methods: NMR analysis (1H and 13C NMR, 1H–1H–COSY, HSQC and HMBC) and high-resolution mass spectrometry (HR-ESI-MS), and by comparison with previously reported data. Two of those known compounds were modified chemically to afford three new derivatives. All those compounds were tested for their cytotoxic activity against the human cervix carcinoma KB-3-1 cells and their antibacterial activity against Escherichia coli, Salmonella enterica, Pseudomonas aeruginosa and Staphylococcus aureus. Although the crude extract gave weak antibacterial activity, none of the isolated compounds showed antibacterial activity, and, only the prenylated derivative showed weak cytotoxicity. In addition, the chemotaxonomic significance of the species Cola rostrata is discussed. |
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| Keywords: | Malvaceae Fatty acid Semisynthetic Antimicrobial Cytotoxicity Chemotaxonomic Roots |
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