Two new β-hydroxy amino acid-coupled secoiridoids, named serinosecologanin （1） and threoninose- cologanin （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their uncommon structu...Two new β-hydroxy amino acid-coupled secoiridoids, named serinosecologanin （1） and threoninose- cologanin （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their uncommon structures including absolute configurations were determined by spectroscopic data analysis, and confirmed by semisynthesis from the co-occurring secologanin （3） and secologanic acid （4）. Compounds 1 and 2 exhibited resistant activity against β-glucosidase from almonds and hesperidinase from Aspergillus niger, they also showed activity against the release of glucuronidase in rat polymorphonuclear leukocytes induced by the platelet-activating factor with inhibition rates of （34.9 ±3.1 ）% and （53.6 ± 2.6）%, respectively.展开更多
Lonicerae flos,a widely used traditional Chinese medicine(TCM),has been used for several thousand years in China.As a famous traditional Chinese herbal medicine,it was used as heat-clearing drug and alexipharmic agent...Lonicerae flos,a widely used traditional Chinese medicine(TCM),has been used for several thousand years in China.As a famous traditional Chinese herbal medicine,it was used as heat-clearing drug and alexipharmic agent and was widely cultivated in Hunan province.L.flos mainly contains biologically active compounds such as caffeic acid derivatives,essential oil,flavonoids,iridoid glycosides and terpenoids.A range of biological activities has been reported from plant extracts including anti-inflammatory,antitumor,antioxidant,antiallergy,immunomodulating and antibacterial activity.In this study,the author investigated ancient books of TCM and nowadays reports,summarized the chemical constituents,biological activity of L.flos to provide a comprehensive systematic review.展开更多
Two new l-（6＇-O-acyl-β-D-glucopyranosyl）pyridinium-3-carboxylates,lonijaponinicotinosides A（1）and B（2）,were isolated from an aqueous extract of the flower buds of Lonicera japonica.Their structures were determ...Two new l-（6＇-O-acyl-β-D-glucopyranosyl）pyridinium-3-carboxylates,lonijaponinicotinosides A（1）and B（2）,were isolated from an aqueous extract of the flower buds of Lonicera japonica.Their structures were determined by spectroscopic data analysis,and confirmed by comparison with synthetic 1-β-Dglucopyranosylpyridinium-3-carboxylate.展开更多
Two new triterpenoid saponins named lonimacranthoideⅣ（1） and lonimacranthoideⅤ（2） were isolated from the flower buds of Lonicera macranthoides Hand.-Mazz.（Caprifoliaceae）.They have hederagenin as aglycone.Loni...Two new triterpenoid saponins named lonimacranthoideⅣ（1） and lonimacranthoideⅤ（2） were isolated from the flower buds of Lonicera macranthoides Hand.-Mazz.（Caprifoliaceae）.They have hederagenin as aglycone.LonimacranthoideⅣ（1） is a rare chlorogenic acid ester acylated on the C-23 of hederagenin.LonimacranthoideⅣis a new sulfated triterpenoid saponin.The structures of the saponins were established by chemical and spectral methods.展开更多
Two new homosecoiridoids, named loniaceticiridoside （1） and lonimalondialiridoside （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their structures including the absolute config...Two new homosecoiridoids, named loniaceticiridoside （1） and lonimalondialiridoside （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their structures including the absolute configuration were determined by extensive spectroscopic studies, especially by 2D NMR and CD data analysis. A proposed biosynthetic pathway and preliminary investigations of the biological activity of compounds 1 and 2 are also discussed.展开更多
The anti-bacterial activities of three types of di-O-caffeoylquinic acids(diCQAs) in Lonicera japonica flowers, a traditional Chinese medicine(TCM), on Bacillus shigae growth were investigated and compared by microcal...The anti-bacterial activities of three types of di-O-caffeoylquinic acids(diCQAs) in Lonicera japonica flowers, a traditional Chinese medicine(TCM), on Bacillus shigae growth were investigated and compared by microcalorimetry. The three types of diCQAs were 3, 4-di-O-caffeoylquinic acid(3, 4-diCQA), 3, 5-di-O-caffeoylquinic acid(3, 5-diCQA), and 4, 5-di-O-caffeoylquinic acid(4, 5-diCQA). Some qualitative and quantitative information of the effects of the three diCQAs on metabolic power–time curves, growth rate constant k, maximum heat-output power Pm, and the generation time tG, total heat output Qt, and growth inhibitory ratio I of B. shigae were calculated. In accordance with a thermo-kinetic model, the corresponding quantitative relationships of k, Pm, Qt, I and c were established. Also, the half-inhibitory concentrations of the drugs(IC50) were obtained by quantitative analysis. Based on the quantity–activity relationships and the IC50 values, the sequence of inhibitory activity was 3, 5-diCQA > 4, 5-diCQA > 3, 4-diCQA. The results illustrate the possibility that the caffeoyl ester group at C-5 is the principal group that has a higher affinity for the bacterial cell, and that the intramolecular distance of the two caffeoyl ester groups also has an important influence on the anti-bacterial activities of the diCQAs.展开更多
A new bisdesmosidic triterpene saponin,macranthoiside I,was isolated from L.macranthoides.Its structure was determined by chemical degradation and spectroscopic analysis.
A new triterpenoid saponin, together with a known saponin. was isolated from the flowers of Lonicera Japonica Thunb. Using chemical and spectroscopic methods, mainly 2D NMR technique, their structures were deduced to ...A new triterpenoid saponin, together with a known saponin. was isolated from the flowers of Lonicera Japonica Thunb. Using chemical and spectroscopic methods, mainly 2D NMR technique, their structures were deduced to be 3-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 3)-alpha-L-rhamnospyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl-(l --> 6)-beta-D-glucopyranoside and 3-alpha-L-rhamnospyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-alpha-L-rhamnospyranosyl- (1 --> 2)-[beta-D-xylcopyranosyl-( 1 --> 6)]-beta-D-glucopyranoside, respectively.展开更多
基金Financial support from the National Natural Science Foundation of China (NNSFC Nos.20772156 and 30825044)+1 种基金the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT,No.IRT1007)the National Science and Technology Project of China (Nos.2012ZX09301002-002 and 2011ZX0 9307002-01)
文摘Two new β-hydroxy amino acid-coupled secoiridoids, named serinosecologanin （1） and threoninose- cologanin （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their uncommon structures including absolute configurations were determined by spectroscopic data analysis, and confirmed by semisynthesis from the co-occurring secologanin （3） and secologanic acid （4）. Compounds 1 and 2 exhibited resistant activity against β-glucosidase from almonds and hesperidinase from Aspergillus niger, they also showed activity against the release of glucuronidase in rat polymorphonuclear leukocytes induced by the platelet-activating factor with inhibition rates of （34.9 ±3.1 ）% and （53.6 ± 2.6）%, respectively.
基金funding support from the Key Laboratory For Quality Evaluation of Bulk Herbs of Hunan Province and national science foundation of China (No.81374062 and No.81673579)
文摘Lonicerae flos,a widely used traditional Chinese medicine(TCM),has been used for several thousand years in China.As a famous traditional Chinese herbal medicine,it was used as heat-clearing drug and alexipharmic agent and was widely cultivated in Hunan province.L.flos mainly contains biologically active compounds such as caffeic acid derivatives,essential oil,flavonoids,iridoid glycosides and terpenoids.A range of biological activities has been reported from plant extracts including anti-inflammatory,antitumor,antioxidant,antiallergy,immunomodulating and antibacterial activity.In this study,the author investigated ancient books of TCM and nowadays reports,summarized the chemical constituents,biological activity of L.flos to provide a comprehensive systematic review.
基金Financial support from the National Natural Science Foundation of China(NNSFCNos.20772156 and 30825044)+1 种基金the Program for Changjiang Scholars and Innovative Research Team in University(PCSIRT,No.IRT1007)the National Science and Technology Project of China(Nos.2012ZX09301002-002 and 2011ZX0 9307-002-01)
文摘Two new l-（6＇-O-acyl-β-D-glucopyranosyl）pyridinium-3-carboxylates,lonijaponinicotinosides A（1）and B（2）,were isolated from an aqueous extract of the flower buds of Lonicera japonica.Their structures were determined by spectroscopic data analysis,and confirmed by comparison with synthetic 1-β-Dglucopyranosylpyridinium-3-carboxylate.
基金supported by the National Key Technologies R&D Program of China during the 11th Five-Year Plan Period(No2009ZX09103-397)
文摘Two new triterpenoid saponins named lonimacranthoideⅣ（1） and lonimacranthoideⅤ（2） were isolated from the flower buds of Lonicera macranthoides Hand.-Mazz.（Caprifoliaceae）.They have hederagenin as aglycone.LonimacranthoideⅣ（1） is a rare chlorogenic acid ester acylated on the C-23 of hederagenin.LonimacranthoideⅣis a new sulfated triterpenoid saponin.The structures of the saponins were established by chemical and spectral methods.
基金Financial support from the National Natural Science Foundation of China(NNSFCNos.20772156 and 30825044)+1 种基金the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT,No.IRT1007)the National Science and Technology Project of China(Nos.2012ZX09301002-002 and 2011ZX0 9307002-01) is acknowledged
文摘Two new homosecoiridoids, named loniaceticiridoside （1） and lonimalondialiridoside （2）, were isolated from an aqueous extract of the flower buds of Lonicera japonica. Their structures including the absolute configuration were determined by extensive spectroscopic studies, especially by 2D NMR and CD data analysis. A proposed biosynthetic pathway and preliminary investigations of the biological activity of compounds 1 and 2 are also discussed.
基金supported the National Natural Science Foundation of China(No.81073069)
文摘The anti-bacterial activities of three types of di-O-caffeoylquinic acids(diCQAs) in Lonicera japonica flowers, a traditional Chinese medicine(TCM), on Bacillus shigae growth were investigated and compared by microcalorimetry. The three types of diCQAs were 3, 4-di-O-caffeoylquinic acid(3, 4-diCQA), 3, 5-di-O-caffeoylquinic acid(3, 5-diCQA), and 4, 5-di-O-caffeoylquinic acid(4, 5-diCQA). Some qualitative and quantitative information of the effects of the three diCQAs on metabolic power–time curves, growth rate constant k, maximum heat-output power Pm, and the generation time tG, total heat output Qt, and growth inhibitory ratio I of B. shigae were calculated. In accordance with a thermo-kinetic model, the corresponding quantitative relationships of k, Pm, Qt, I and c were established. Also, the half-inhibitory concentrations of the drugs(IC50) were obtained by quantitative analysis. Based on the quantity–activity relationships and the IC50 values, the sequence of inhibitory activity was 3, 5-diCQA > 4, 5-diCQA > 3, 4-diCQA. The results illustrate the possibility that the caffeoyl ester group at C-5 is the principal group that has a higher affinity for the bacterial cell, and that the intramolecular distance of the two caffeoyl ester groups also has an important influence on the anti-bacterial activities of the diCQAs.
文摘A new bisdesmosidic triterpene saponin,macranthoiside I,was isolated from L.macranthoides.Its structure was determined by chemical degradation and spectroscopic analysis.
基金Laboratory of PhytochemistryKunming institute of BotanyChinese Academy of Sciences.
文摘A new triterpenoid saponin, together with a known saponin. was isolated from the flowers of Lonicera Japonica Thunb. Using chemical and spectroscopic methods, mainly 2D NMR technique, their structures were deduced to be 3-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 3)-alpha-L-rhamnospyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl-(l --> 6)-beta-D-glucopyranoside and 3-alpha-L-rhamnospyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-alpha-L-rhamnospyranosyl- (1 --> 2)-[beta-D-xylcopyranosyl-( 1 --> 6)]-beta-D-glucopyranoside, respectively.
