Norditerpenoid alkaloids of Delphinium denudatum as cholinesterase inhibitors |
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| Institution: | 1. Department of Chemistry, University of Malakand, Chakdara, Dir (L) 18550, KP, Pakistan;2. Department of Pharmacy, Shaheed Benazir Bhutto University, Sheringal Dir (U), 18000 KP, Pakistan;3. Faculty of Pharmacy, Universiti Teknologi MARA Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D.E., Malaysia;4. Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), Universiti Teknologi MARA Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D.E., Malaysia;5. HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences (ICCBS), University of Karachi, Pakistan;6. Department of Biochemistry, Abdul Wali Khan University Mardan, Khyber Pakhtunkhwa, Pakistan;7. Department of Biotechnology, University of Science and Technology, Bannu, Khyber Pakhtunkhwa, Pakistan;1. Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, São Paulo 09972-270, Brazil;2. Center of Natural and Human Sciences, Federal University of ABC, Santo André 09210-580, Brazil;3. Center for Parasitology and Mycology, Adolfo Lutz Institute, São Paulo 01246-000, Brazil;4. Nucleus of Research in Physiology and Biochemistry, Institute of Botany of São Paulo, São Paulo 04301-902, Brazil;5. Institute of Food Chemistry, Technische Universität Braunschweig, Braunschweig 38106, Germany;1. School of Pharmacy, Hokkaido Pharmaceutical University, 7-1, Katsuraoka-cho, Otaru 047-0264, Japan;2. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA;3. Chinese Medicine Research and Development Center, China Medical University and Hospital, Taichung, Taiwan;1. School of Agriculture, Yunnan University, Kunming 650091, China;2. College of Agriculture and Biotechnology, Yunnan Agricultural University, Kunming 650201, China;3. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;1. Department of Chemistry, University of Malakand, 18550 Chakdara, Dir (Lower), Khyber Pakhtunkhwa, Pakistan;2. Faculty of Pharmacy, Universiti Teknologi MARA Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E., Malaysia;3. Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), Universiti Teknologi MARA Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E., Malaysia;4. Department of Pharmacy, Shaheed Benazir Bhutto University Sheringal, Dir (Upper), Khyber Pakhtunkhwa, Pakistan;5. Department of Biotechnology, University of Science and Technology, Bannu, Khyber Pakhtunkhwa, Pakistan;6. Department of Chemistry, Abdul Wali Khan University, Mardan |
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| Abstract: | Three new norditerpenoids alkaloids, 1β-hydroxy,14β-acetyl condelphine (1), jadwarine-A (2), jadwarine-B (3) along with two known alkaloids isotalatizidine hydrate (4) and dihydropentagynine (5) were isolated from medicinal plant Delphinium denudatum. The structures of natural products 1–5 were established on the basis of HR-EIMS, 1H and 13C NMR (1D & 2D) spectroscopic data as well as by comparison from literature data. The structures of compound 1 and 4 were also confirmed by single crystal X-ray diffraction studies. In-vitro AChE and BChE enzyme inhibitory activities of compounds 1–5 and molecular docking studies were performed to investigate the possible molecular inhibitory mechanism of the isolated natural products. Compound 2, 4 and 5 showed competitive inhibitory effects by inhibiting AChE and BChE, respectively, while 1 and 3 showed non-competitive inhibition. This work is the first report that provides a supporting evidence about the use of constituents of Delphinium denudatum in cerebral dementia and Alzheimer diseases. |
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| Keywords: | Norditerpenoid alkaloids X-ray crystallography Enzyme inhibition activity |
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