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Cytotoxic protobassic acid glycosides from Planchonella obovata leaf
Affiliation:1. School of Pharmacy, Shihezi University, Shihezi 832002, China;2. Xinjiang Academy of Forestry, Urumqi 830000, China;3. School of Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China;1. Jiangsu Kanion Pharmaceutical Co. Ltd., 58 South Haichang Road, Lianyungang 222001, PR China;2. State Key Laboratory of New-tech for Chinese Medicine Pharmaceutical Process, Lianyungang 222001, PR China;3. Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China;1. ICMR-UMR CNRS 7312, Groupe Isolement et Structure, Campus Sciences, Bât. 18, BP 1039, 51687 Reims Cedex 2, France;2. Laboratoire de Chimie Organique Biologique, 01 BPV 34 Abidjan 01, Université Félix-Houphouët Boigny d’Abidjan-Cocody, Cote d’Ivoire;3. ICMR-UMR CNRS 7312, Service Commun d’Analyses, Campus Sciences, Bât. 18, BP 1039, 51687 Reims Cedex 2, France;1. Department of Organic Chemistry, University of Science, National University—Ho Chi Minh City, 227 Nguyen Van Cu Str., Dist. 5, 748355 Ho Chi Minh City, Vietnam;2. Department of Chemical–Food Technology, University of Technical Education—Ho Chi Minh City, 1 Vo Van Ngan Str., Thu Duc Dist., 720214 Ho Chi Minh City, Vietnam;3. Department of Chemistry, Ho Chi Minh City University of Pedagogy, 280 An Duong Vuong Street, District 5, 748342 Ho Chi Minh City, Vietnam;4. Department of Chemistry, College of Natural Sciences, Can Tho University, Can Tho, Vietnam;1. College of Resource and Environment, Yuxi Normal University, Yuxi 653100, PR China;2. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming 650031, PR China;3. College of Resources and Environment, Southwest University, Chongqing 400716, PR China
Abstract:Four triterpenoid glycosides, possessing protobassic acid as common aglycon, together with 16 known compounds were isolated from the leaves of Planchonella obovata. They are 6β-hydroxy-conyzasaponin G (2), 3‴-O-de-β-d-apiofuranosylisoarganin F (3), isoarganin F (4), and 6β-hydroxy-conyzasaponin N (5). The structures of these glycosides were elucidated based on spectroscopic analysis, in particular using 1D TOCSY to confirm the 1H NMR assignment of each sugar residue. The absolute configuration of each monosaccharide in the glycon part was determined by GC-FID. Compound 5, Mi-saponin A (8), and ursolic acid (10) showed moderate inhibitory activities against HL-60 leukemia cell line with the IC50 values of 16.88, 15.50, and 12.68 μM, respectively.
Keywords:Sapotaceae  Protobassic acid glycosides  1D TOCSY  Cytotoxicity
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