Two new xanthone glycosides, polygalaxanthone IV and V were isolated from the roots of Polygala tenuifolia Willd. Their structures were established as 6-O-[a-L-rhamnopyranosyl- (12)-b-D-glucopyranosyl]-1-hydroxy-3, 7...Two new xanthone glycosides, polygalaxanthone IV and V were isolated from the roots of Polygala tenuifolia Willd. Their structures were established as 6-O-[a-L-rhamnopyranosyl- (12)-b-D-glucopyranosyl]-1-hydroxy-3, 7-dimethoxyxanthone (polygalaxanthone IV), and 6-O- [a-L-rhamnopyranosyl-(12)-b-D-glucopyranosyl]-1, 3-dihydroxy-7-methoxyxanthone (polyga- laxanthone V), respectively, on the basis of chemical and spectral evidence.展开更多
AIM: To develop and validate a high performance liquid chromatography(HPLC) coupled with diode array and evaporative light scattering detectors(DAD-ELSD) method for the quantitative determination and fingerprint analy...AIM: To develop and validate a high performance liquid chromatography(HPLC) coupled with diode array and evaporative light scattering detectors(DAD-ELSD) method for the quantitative determination and fingerprint analysis of ten active constituents in three chemical classes(namely, xanthone glycosides, steroidal saponins, and alkaloids) in Zhimu-Huangbai herb pair(ZB). METHOD: Chromatographic separation was performed on a Diamonsil C18 column(4.6 mm × 250 mm, 5 μm, Dikma) by gradient elution using acetic acid in acetonitrile solution at a flow rate of 1.0 mL·min–1 at 260 nm. The drift tube temperature of ELSD was set to 60 ℃ and nebulizer gas pressure was 4.0 Bar. Method validation was performed to assure its linearity, limits of detection and quantification, precision, repeatability, stability, and accuracy. RESULTS: The HPLC-DAD-ELSD method allowed the quantification of ten compounds(phellodendrine, jatrorrhizine, palmatine, berberine, neomangiferin, mangiferin, timosaponin E-I, timosaponin B-II, timosaponin B, and timosaponin A-III), and was successfully applied to fingerprint analysis for ten batches of ZB samples. CONCLUSION: This was the first time to apply the combination of DAD and ELSD for the simultaneous determination of ten active ingredients in ZB. The results showed that the combination of quantitative analysis for marker ingredients and chemical fingerprint for the TCM herb pair provides a potentially powerful, widely introduced, and internationally accepted strategy for assessment of complex TCM formulas.展开更多
Plants have so much to offer as far as the discovery of new bioactive molecules is concerned.Among the several classes of phytochemicals,xanthones offer greater structural diversity and pharmacological value.They are ...Plants have so much to offer as far as the discovery of new bioactive molecules is concerned.Among the several classes of phytochemicals,xanthones offer greater structural diversity and pharmacological value.They are variable but definitely antioxidant in nature.Thus they are attractive targets for natural product and medicinal chemists.Xanthones and their glycosides possess broad spectrum interesting biological activities,such as cytotoxic,anti-inflammatory,antioxidant,anti-bacterial,neuroprotective,anti-HIV,enzyme inhibition,and hypoglycemic.The radical scavenging ability of these molecules accounts for most of their added therapeutic values.This paper intended to serve as a guide for future endeavors in quest for these molecules.Structure-Activity Relationship(SAR)and mechanism of action is given for better understanding of their role as pharmacological agents.The most recent advances in the isolation of bioactive xanthones and their glycosides were presented here.This paper will assist in directed approaches towards the discovery of analogues of xanthones.展开更多
目的:研究藏药长梗喉毛花Comastoma pedunculatum(Royle ex D.Don)Holub的活性成分。方法:应用多种柱色谱方法进行分离纯化,通过理化性质和波谱数据分析鉴定结构;分别采用Griess试剂法和MTT法测定抗炎活性及3株人癌细胞株的细胞毒活性...目的:研究藏药长梗喉毛花Comastoma pedunculatum(Royle ex D.Don)Holub的活性成分。方法:应用多种柱色谱方法进行分离纯化,通过理化性质和波谱数据分析鉴定结构;分别采用Griess试剂法和MTT法测定抗炎活性及3株人癌细胞株的细胞毒活性。结果:从长梗喉毛花中分离得到23个化合物,分别鉴定为:1,8-二羟基-3,7-二甲氧基[口山]酮(1)、1-羟基-3,7,8-三甲氧基[口山]酮(2)、1-O-β-D-吡喃葡萄糖-3,8-二羟基-7-甲氧基[口山]酮(3)、2-β-D-吡喃葡萄糖-1,3,7-三羟基[口山]酮(4)、8-O-β-D-吡喃葡萄糖-1,3,5-三羟基[口山]酮(5)、当药醇苷(6)、1-O-β-D-吡喃葡萄糖-8-羟基-3,7-二甲氧基[口山]酮(7)、1-O-β-D-吡喃葡萄糖-3,5,6-三甲氧基[口山]酮(8)、1-O-[β-D-吡喃木糖-(1-6)-β-D-吡喃葡萄糖]-3,5,6-三甲氧基[口山]酮(9)、2,6,3′-三羟基二苯甲酮-4-O-β-D-吡喃葡萄糖苷(10)、2,4,3′-三羟基二苯甲酮-6-O-β-D-吡喃葡萄糖苷(11)、异牡荆素(12)、异荭草素(13)、日本当药黄素(14)、芦丁(15)、异野漆树苷(16)、蒙花苷(17)、(6R,9R)-3-羰基-α-紫罗兰醇-β-D-吡喃葡萄糖苷(18)、(Z)-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(19)、(E)-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(20)、(E)-4-羟基-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(21)、龙胆苦苷(22)、高杯喉毛花内脂A(23)。结论:其中,化合物4~11、16~23为首次从该植物中分离得到。在活性测试中发现多个化合物表现出较好的抗炎活性和对3株人癌细胞株具有不同程度的增殖抑制活性。展开更多
The silver ionic complexes of xanthone glycosides were studied by ESI-MS/MS in the positive ion mode. The fragmentation pathways of silver ionic complexes under collisioninduced dissociation (CID) were investigated ...The silver ionic complexes of xanthone glycosides were studied by ESI-MS/MS in the positive ion mode. The fragmentation pathways of silver ionic complexes under collisioninduced dissociation (CID) were investigated and the differences in MS/MS spectra of different silver ionic complexes of xanthones were correlated to the characterization of saccharide and the coordination pattern of silver ion with xanthones, including the glycosilation position and linkage type of disaccharide (1-2 and 1-6 linkages).展开更多
文摘Two new xanthone glycosides, polygalaxanthone IV and V were isolated from the roots of Polygala tenuifolia Willd. Their structures were established as 6-O-[a-L-rhamnopyranosyl- (12)-b-D-glucopyranosyl]-1-hydroxy-3, 7-dimethoxyxanthone (polygalaxanthone IV), and 6-O- [a-L-rhamnopyranosyl-(12)-b-D-glucopyranosyl]-1, 3-dihydroxy-7-methoxyxanthone (polyga- laxanthone V), respectively, on the basis of chemical and spectral evidence.
基金supported by the Natural Science Foundation of Shanghai City,China(No.10411969800)the National Nature Science Foundation of China(Nos.81202866 and 81302856)
文摘AIM: To develop and validate a high performance liquid chromatography(HPLC) coupled with diode array and evaporative light scattering detectors(DAD-ELSD) method for the quantitative determination and fingerprint analysis of ten active constituents in three chemical classes(namely, xanthone glycosides, steroidal saponins, and alkaloids) in Zhimu-Huangbai herb pair(ZB). METHOD: Chromatographic separation was performed on a Diamonsil C18 column(4.6 mm × 250 mm, 5 μm, Dikma) by gradient elution using acetic acid in acetonitrile solution at a flow rate of 1.0 mL·min–1 at 260 nm. The drift tube temperature of ELSD was set to 60 ℃ and nebulizer gas pressure was 4.0 Bar. Method validation was performed to assure its linearity, limits of detection and quantification, precision, repeatability, stability, and accuracy. RESULTS: The HPLC-DAD-ELSD method allowed the quantification of ten compounds(phellodendrine, jatrorrhizine, palmatine, berberine, neomangiferin, mangiferin, timosaponin E-I, timosaponin B-II, timosaponin B, and timosaponin A-III), and was successfully applied to fingerprint analysis for ten batches of ZB samples. CONCLUSION: This was the first time to apply the combination of DAD and ELSD for the simultaneous determination of ten active ingredients in ZB. The results showed that the combination of quantitative analysis for marker ingredients and chemical fingerprint for the TCM herb pair provides a potentially powerful, widely introduced, and internationally accepted strategy for assessment of complex TCM formulas.
基金funding support from the National Natural Science Foundation of China (No. 81673579)Hunan Province Universities 2011 Collaborative Innovation Center of Protection and Utilization of Hu-Xiang Chinese Medicine ResourcesHunan Provincial Key Laboratory of Diagnostics in Chinese Medicine
文摘Plants have so much to offer as far as the discovery of new bioactive molecules is concerned.Among the several classes of phytochemicals,xanthones offer greater structural diversity and pharmacological value.They are variable but definitely antioxidant in nature.Thus they are attractive targets for natural product and medicinal chemists.Xanthones and their glycosides possess broad spectrum interesting biological activities,such as cytotoxic,anti-inflammatory,antioxidant,anti-bacterial,neuroprotective,anti-HIV,enzyme inhibition,and hypoglycemic.The radical scavenging ability of these molecules accounts for most of their added therapeutic values.This paper intended to serve as a guide for future endeavors in quest for these molecules.Structure-Activity Relationship(SAR)and mechanism of action is given for better understanding of their role as pharmacological agents.The most recent advances in the isolation of bioactive xanthones and their glycosides were presented here.This paper will assist in directed approaches towards the discovery of analogues of xanthones.
文摘目的:研究藏药长梗喉毛花Comastoma pedunculatum(Royle ex D.Don)Holub的活性成分。方法:应用多种柱色谱方法进行分离纯化,通过理化性质和波谱数据分析鉴定结构;分别采用Griess试剂法和MTT法测定抗炎活性及3株人癌细胞株的细胞毒活性。结果:从长梗喉毛花中分离得到23个化合物,分别鉴定为:1,8-二羟基-3,7-二甲氧基[口山]酮(1)、1-羟基-3,7,8-三甲氧基[口山]酮(2)、1-O-β-D-吡喃葡萄糖-3,8-二羟基-7-甲氧基[口山]酮(3)、2-β-D-吡喃葡萄糖-1,3,7-三羟基[口山]酮(4)、8-O-β-D-吡喃葡萄糖-1,3,5-三羟基[口山]酮(5)、当药醇苷(6)、1-O-β-D-吡喃葡萄糖-8-羟基-3,7-二甲氧基[口山]酮(7)、1-O-β-D-吡喃葡萄糖-3,5,6-三甲氧基[口山]酮(8)、1-O-[β-D-吡喃木糖-(1-6)-β-D-吡喃葡萄糖]-3,5,6-三甲氧基[口山]酮(9)、2,6,3′-三羟基二苯甲酮-4-O-β-D-吡喃葡萄糖苷(10)、2,4,3′-三羟基二苯甲酮-6-O-β-D-吡喃葡萄糖苷(11)、异牡荆素(12)、异荭草素(13)、日本当药黄素(14)、芦丁(15)、异野漆树苷(16)、蒙花苷(17)、(6R,9R)-3-羰基-α-紫罗兰醇-β-D-吡喃葡萄糖苷(18)、(Z)-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(19)、(E)-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(20)、(E)-4-羟基-4-[3′-(β-D-吡喃葡萄糖氧基)亚丁基]-3,5,5-三甲基-2-环己烯-1-酮(21)、龙胆苦苷(22)、高杯喉毛花内脂A(23)。结论:其中,化合物4~11、16~23为首次从该植物中分离得到。在活性测试中发现多个化合物表现出较好的抗炎活性和对3株人癌细胞株具有不同程度的增殖抑制活性。
文摘The silver ionic complexes of xanthone glycosides were studied by ESI-MS/MS in the positive ion mode. The fragmentation pathways of silver ionic complexes under collisioninduced dissociation (CID) were investigated and the differences in MS/MS spectra of different silver ionic complexes of xanthones were correlated to the characterization of saccharide and the coordination pattern of silver ion with xanthones, including the glycosilation position and linkage type of disaccharide (1-2 and 1-6 linkages).