Cytotoxic monoterpenoid indole alkaloids from the leaves and twigs of Tabernaemontana bovina |
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| Institution: | 1. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam;2. Institute of Biotechnology, VAST, Hanoi, Vietnam;1. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China;2. The Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, PR China;3. Co-Construction Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases by Henan & Education Ministry of P.R. China, Zhengzhou 450046, PR China;1. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, PR China;2. The Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, PR China;1. Hunan Province Cooperative innovation Center for Molecular Target New Drug Study, the Key Laboratory of Environment and Critical Human Diseases Prevention of the Education Department of Hunan Province, Hengyang Medical School, University of South China, Hengyang 421001, China;2. College of Forestry and Landscape Architecture, South China Agricultural University, Guangzhou 510642, China;3. South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China;1. School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, Sichuan, People''s Republic of China;2. Affiliated Hospital of Southwest Jiaotong University ＆ The Third People Hospital of Chengdu, Chengdu 610031, Sichuan, People''s Republic of China;3. Key laboratory of Advanced Technologies of Materials, Ministry of Education, Southwest Jiaotong University, Chengdu 610031, Sichuan, People''s Republic of China;1. Institute of Medical Research and Medicinal Plant Studies, P.O. Box 13033, Yaoundé, Cameroon;2. Bioorganic and Medicinal Chemistry Laboratory, Department of Organic Chemistry, Faculty of Sciences, University of Yaoundé I, P.O Box 812, Yaoundé, Cameroon;3. Department of Chemistry, Higher Teacher Training College Bambili, The University of Bamenda, P.O. Box 39, Bambili, Bamenda, Cameroon;4. Aix-Marseille Univ, CNRS, Centrale Marseille, FSCM, Spectropole, Campus de St Jérôme-Service 511, 13397 Marseille, France;5. Laboratory for Phytobiochemistry and Medicinal Plant Study, Antimicrobial and Biocontrol Agent Unit, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon;6. Aix-Marseille Univ, Avignon Université, CNRS, IRD, IMBE, FAC PHARM, Marseille, France;7. H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan;1. Hanoi University of Pharmacy, 13-15 Le Thanh Tong, Hoankiem, Hanoi, Viet Nam;2. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam |
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| Abstract: | Phytochemical investigation of the leaves and twigs of Tabernaemontana bovina led to the isolation of 10 monoterpenoid indole alkaloids, including two new taberbovinines A (1) and B (2) along with eight known analogs: mehranine (3), 14α,15β-dihydroxy-N-methylaspidospermidine (4), (16S*)? 15-epi-E-isositsirikine (5), (16R*)? 15-epi-E-isositsirikine (6), 16 R*-19,20-E-isositsirikine acetate (7), hecubine (8), voa?nidine (9), and voacangarine (10). Taberbovinine B (2) represents the first case of an unusual ring C/D cleavage among the natural Corynanthe-type alkaloids. Compounds 2 and 8 exhibited weak cytotoxicity against five human cancer cell lines, including SK-LU-1, HepG2, MCF-7, SK-Mel-2, and LNCaP, with IC50 values ranging from 42.9 to 66.3 μM, whereas compounds 4 ? 6 and 9 were cytotoxic toward MCF-7, SK-LU-1 and LNCaP cells, with IC50 values in a range of 51.6–93.3 μM. |
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| Keywords: | Apocynaceae Monoterpenoid indole alkaloid Cytotoxicity |
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