Alkaloids from Lycoris aurea and their cytotoxicities against the head and neck squamous cell carcinoma |
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| Institution: | 1. Department of Otolaryngology, Shenyang 463 Hospital, Xiao He Yan Road 46, Shenyang, Liaoning 110042 China;2. Department of Oral and Maxillofacial Surgery, General Hospital of Shenyang Military Area Command, No.83, Wenhua Road, Shenhe District, Shenyang, Liaoning 110840 China;3. Department of Pharmacy, 455 Hospital of People''s Liberation Army, West Huaihai Road 338, Shanghai 200052 China;1. Grupo de Investigación en Sustancias Bioactivas, Facultad de Ciencias Farmacéuticas y Alimentarias, Universidad de Antioquia UdeA, Calle 70 No. 52-21, Medellín, Colombia;2. Departamento de Ciencias Básicas, Universidad Católica Luis Amigó, SISCO, Cross 51A No. 67B-90. Medellín, Colombia;3. Cellular and Molecular Neurobiology Area, Group of Neuroscience of Antioquia, Faculty of Medicine, University of Antioquia, Calle 70 No. 52-21, Medellín, Colombia;1. Institute of Biodiversity and Ecosystem Research, Bulgarian Academy of Sciences, Sofia, Bulgaria;2. Grupo de Investigación en Sustancias Bioactivas, Facultad de Ciencias Farmacéuticas y Alimentarias, Universidad de Antioquia, Medellín, Colombia;3. Grup de Productes Naturals, Departament de Biologia, Sanitat i Medi Ambient, Facultat de Farmàcia i Ciències de l''Alimentació, Universitat de Barcelona, Barcelona, Spain;1. Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China;2. School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology of Natural Products, Kunming Medical University, Kunming 650500, Yunnan, China;3. Shanghai Institute of Pharmaceutical Industry, Shanghai 200400, China |
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| Abstract: | Phytochemical investigation of the 80% EtOH extract of the bulbs of Lycoris aurea led to the isolation of six new alkaloids, 2-demethyl-isocorydione (1), 8-demethyl-dehydrocrebanine (2), 1-hydroxy-anhydrolycorin-7-one (3), (+)-1,2-dihydroxy-anhydrolycorine N-oxide (4), 5,6-dihydro-5-methyl-2-hydroxyphenanthridine (5), and (+)-8-hydroxy-homolycorine-α-N-oxide (6), and together with two known compounds, isocorydione (7) and anhydrolycorin-7-one (8). Structural elucidation of all the compounds was performed by spectral methods such as 1D and 2D (1H–1H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. All the alkaloids were in vitro evaluated for their cytotoxic activities against seven tumor cell lines of the head and neck squamous cell carcinoma and anti-inflammatory activities. Compounds 1, 2, 6, and 7 exhibited significant cytotoxicities against all the tested cell lines. Moreover, alkaloids 1, 2, and 7 possessed selective inhibition of Cox-2 (> 85%). |
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