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Two new cyclohexylethanol derivatives from the whole plants of Incarvillea delavayi and their inhibition on LPS-induced NO release in BV-2 cells
Affiliation:1. College of Pharmacy, Fujian University of Traditional Chinese Medicine, No.1 Qiuyang Road, Fujian 350108, PR China;2. Department of Phytochemistry, School of Pharmacy, Naval Medical University, No. 325, Guohe Road, Shanghai 200433, PR China;3. School of Pharmaceutical Sciences and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650500, Yunnan, PR China;1. Facultad de Ciencias Químicas, Universidad Autonoma de Nuevo Leon, Av. Universidad S/N, Ciudad Universitaria, CP 66451 San Nicolás de los Garza, Nuevo León, Mexico;2. Departamento de Bioquímica y Medicina Molecular, Facultad de Medicina/Hospital Universitario, Dr. José Eleuterio González, Universidad Autonoma de Nuevo Leon, Madero y Aguirre Pequeño, Mitras Centro, Monterrey, Nuevo León C.P. 64460, Mexico;3. Departamento de Química Analítica, Facultad de Medicina, Universidad Autonoma de Nuevo Leon. Madero y Aguirre Pequeño, Mitras Centro, Monterrey, Nuevo León C.P. 64460, Mexico;4. Nantes Université, Cibles et médicaments des infections et de l′immunité, IICiMed, UR 1155, F-44000 Nantes, France;1. Faculty of Chemistry, VNUHCM-University of Science, 227 Nguyen Van Cu, District 5, Ho Chi Minh City, Viet Nam;2. Vietnam National University Ho Chi Minh City, Ho Chi Minh City, Viet Nam;3. Faculty of Pharmacy, Ton Duc Thang University, Ho Chi Minh City, Viet Nam;4. Department of Biological Resources, Institute of Tropical Biology, VAST, 85 Tran Quoc Toan, Ho Chi Minh City, Viet Nam;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. Instituto de Productos Naturales y Agrobiología, C.S.I.C., Avda. Astrofísico F. Sánchez 3, 38206-La Laguna, Tenerife, Canary Islands, Spain;2. Instituto Universitario de Bioorgánica “Antonio González”, Universidad de La Laguna, Tenerife, Spain;1. Department of Natural Product Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Cheeloo College of Medicine, Shandong University, Jinan 250012, China;2. Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), No 28789 Jingshi Dong Road, Jinan 250103, China;3. Shaanxi Key Laboratory of Phytochemistry, Baoji 721013, Shaanxi, 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
Abstract:Delavatones A (4β, 7α-dihydroxy-7β-(13-methylpent-11-one-12-ene)-octahydrobenzofuran, 1) and B (4β, 7α-dihydroxy-7β-(propan-9-one)-octahydrobenzofuran, 2), two structurally unique cyclohexylethanol derivatives with a substituted alkyl chain, were isolated from the 90% ethanol extract of the whole plants of Incarvillea delavayi. The structures of delavatones A and B were characterized by the interpretation of 1D and 2D NMR spectroscopic data in combination with NMR chemical shift calculation coupled with DP4+ probability analysis. In an in vitro assay for anti-inflammatory effect, delavatones A and B displayed remarkable suppression on NO production in LPS-induced BV-2 cells at concentrations ranging from 6 μM to 100 μM.
Keywords:Bignoniaceae  Whole plant  Delavatone A  Delavatone B  NO inhibition
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