A new franchetine-type C19-diterpenoid alkaloid 3-hydroxyfranchetine 1 and a new aconitine-type C19-diterpenoid alkaloid atropurpursine 2 have been isolated from the roots of Aconitum hemsleyanium var. atropurpureum. ...A new franchetine-type C19-diterpenoid alkaloid 3-hydroxyfranchetine 1 and a new aconitine-type C19-diterpenoid alkaloid atropurpursine 2 have been isolated from the roots of Aconitum hemsleyanium var. atropurpureum. The structures of these new alkaloids were established on the basis of spectral data.展开更多
Two new C ig-diterpenoid alkaloids, 7,8-epoxy-franchetine （1） and N（19）-en-austroconitine A （2）, were isolated from Aconitum iochanicum. Compound 1 was a new C19-diterpenoid alkaloid with a 7,8-epoxy unit. Their...Two new C ig-diterpenoid alkaloids, 7,8-epoxy-franchetine （1） and N（19）-en-austroconitine A （2）, were isolated from Aconitum iochanicum. Compound 1 was a new C19-diterpenoid alkaloid with a 7,8-epoxy unit. Their structures were elucidated by comprehensive spectroscopic analyses including UV, IR, MS, 1D and 2D NMR. Biological ac- tivity tests indicated that two new compounds exhibited inhibitory activity against nitric oxide （NO） production in LPS-activated RAW264.7 macrophages. Compared with positive control, the two new compounds showed weak an- ti-inflammatory effects with the inhibition rate of 27.3% and 29.2%, respectively.展开更多
Two novel C-nor-B-homo aconane-type diterpenes 4 and 5, featuring a unique eight-membered ring system, were obtained by the treatment of C-nor-C19-diterpenoid alkaloid 3 with HNO2 in 8% and 21% yields, respectively. S...Two novel C-nor-B-homo aconane-type diterpenes 4 and 5, featuring a unique eight-membered ring system, were obtained by the treatment of C-nor-C19-diterpenoid alkaloid 3 with HNO2 in 8% and 21% yields, respectively. Structures of these two compounds were established based on the combination of spectroscopic data, including HRESIMS, 1D and 2D NMR data. A olausible mechanism for the formation of 4 and 5 is also presented.展开更多
Two new C19-diterpenoid alkaloids, davidisines A （1） and B （2） along with thirteen known alkaloids were isolated from the whole herb of Delphinium davidii Franch. Their structures were established by spectral meth...Two new C19-diterpenoid alkaloids, davidisines A （1） and B （2） along with thirteen known alkaloids were isolated from the whole herb of Delphinium davidii Franch. Their structures were established by spectral methods, especially 2D NMR techniques.展开更多
Three new lycoctonine-type C19-diterpenoid alkaloids, laxicymine 1, laxicymisine 2, and laxicyminine 3 have been isolated from the whole herb of Delphinium laxicymosum var. pilostachyum W.T. Wang. Their structures wer...Three new lycoctonine-type C19-diterpenoid alkaloids, laxicymine 1, laxicymisine 2, and laxicyminine 3 have been isolated from the whole herb of Delphinium laxicymosum var. pilostachyum W.T. Wang. Their structures were established by spectra data.展开更多
Three new C20-diterpenoid alkaloids, designated as anthriscifolmines A-C （1-3）, together with two known alkaloids denudatine and delgramine, were isolated from the whole herb of Delphinium anthriscifolium var. savat...Three new C20-diterpenoid alkaloids, designated as anthriscifolmines A-C （1-3）, together with two known alkaloids denudatine and delgramine, were isolated from the whole herb of Delphinium anthriscifolium var. savatieri. The structures of these new alkaloids were elucidated on the basis of spectral data.展开更多
Silica gel chromatography was adopted during the further study on the roots of Aconitum liljestrandii Hand Mazz and led to isolating a new C 19 dierpenoid alkaloid liljestrandisine(1). Its structure was established on...Silica gel chromatography was adopted during the further study on the roots of Aconitum liljestrandii Hand Mazz and led to isolating a new C 19 dierpenoid alkaloid liljestrandisine(1). Its structure was established on the basis of spectral methods 2D NMR( 1H 1H COSY, HMQC, HMBC). Liljestrandisine was the second naturally occurring aconitine type diterpenoid alkaloid with an 16 α OH.展开更多
Eight new C_(19)-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L(1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii(Fu Zi). Their structures were determined by ...Eight new C_(19)-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L(1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii(Fu Zi). Their structures were determined by spectroscopic and chemical methods including 2D NMR experiments and acid hydrolysis. Compounds 1–8, together with the previously reported four neoline 14-O-arabinosides from the same plant, represent the only examples of glycosidic diterpenoid alkaloids so far. At a dose of 1.0 mg/kg(i.p.), as compared with the black control, compounds 1, 2, and 4–6 exhibited analgesic effects with 465.6% inhibitions against acetic acid-induced writhing of mice. Structure–activity relationship was also discussed.展开更多
Three new C19-diterpenoid alkaloids, giraldines A (1), B (3) and C (4), were isolated from the roots of Delphinium giraldii Diels, together with three known C19-diterpenoid alkaloids, di-hydrogadesine (5), tatsiensine...Three new C19-diterpenoid alkaloids, giraldines A (1), B (3) and C (4), were isolated from the roots of Delphinium giraldii Diels, together with three known C19-diterpenoid alkaloids, di-hydrogadesine (5), tatsiensine (6) and siwanine A (7), as well as their structures were elucidated by chemical evidence and spectral analyses, including IR, MS, 1D NMR and 2D NMR.展开更多
Three new napelline-type C20-diterpenoid alkaloids,named aconicarmichinium A and B trifluoroacetates（1 and 2） and aconicarmichinium C chloride（3）,were isolated from an aqueous extract of ＂fu zi＂,the lateral root...Three new napelline-type C20-diterpenoid alkaloids,named aconicarmichinium A and B trifluoroacetates（1 and 2） and aconicarmichinium C chloride（3）,were isolated from an aqueous extract of ＂fu zi＂,the lateral roots of Aconitum carmichaelii.Their structures were elucidated by extensive spectroscopic data analysis.Compounds 1-3 represent the first examples of napelline-type C20 diterpenoid alkaloid alcohol iminiums,of which the structures were fully characterized.In addition,transformation and equilibration between the alcohol iminiums（1-3） and the aza acetals la-3a were investigated by measurements of the NMR spectra in protic and aprotic deuterium solvents including alkali pyridine-d5,along with evaporation under reduced pressure and gradual additions of TFA,AcOH,and HC1.The results demonstrated that the transformation and equilibration were solvent-,base-,and acid-dependent.Especially,in aqueous biological fluid,these C20-diterpenoid alkaloids would more likely exist as the alcohol iminiums accompanied by anion counterparts in biosystems to increase their solubility, bioavailability, transportations, and functions.The absolute configurations of 1-3 were confirmed by X-ray crystallographic analysis of 2a.展开更多
Two sulfonated diterpenoid alkaloids possessing different but related novel carbon skeletons,named aconidenusulfonine A(1)and 12,16-secoaconidenusulfonine A(2),respectively,were isolated as minor components from an aq...Two sulfonated diterpenoid alkaloids possessing different but related novel carbon skeletons,named aconidenusulfonine A(1)and 12,16-secoaconidenusulfonine A(2),respectively,were isolated as minor components from an aqueous extract of the lateral roots of Aconitum carmichaelii("Fu Zi").The structures of 1 and 2,representing the first two C21-diterpenoid alkaloids from nature,were determined by analysis of various spectroscopic data and chemical transformation,of which 1 was further proved by single-crystal X-ray diffraction.Especially,1 exhibited dose-depended analgesic activity consistent with the clinical function of Fu Zi.展开更多
A bicyclo[2.2.2]octane C/D ring system, with a lactonic ring at C-8 and C-9, of the atisine-type C20-diterpenoid alkaloids, was successfully synthesized, using an oxidative dearomatization/intramolecular Diels-Alder r...A bicyclo[2.2.2]octane C/D ring system, with a lactonic ring at C-8 and C-9, of the atisine-type C20-diterpenoid alkaloids, was successfully synthesized, using an oxidative dearomatization/intramolecular Diels-Alder reaction.展开更多
文摘A new franchetine-type C19-diterpenoid alkaloid 3-hydroxyfranchetine 1 and a new aconitine-type C19-diterpenoid alkaloid atropurpursine 2 have been isolated from the roots of Aconitum hemsleyanium var. atropurpureum. The structures of these new alkaloids were established on the basis of spectral data.
文摘Two new C ig-diterpenoid alkaloids, 7,8-epoxy-franchetine （1） and N（19）-en-austroconitine A （2）, were isolated from Aconitum iochanicum. Compound 1 was a new C19-diterpenoid alkaloid with a 7,8-epoxy unit. Their structures were elucidated by comprehensive spectroscopic analyses including UV, IR, MS, 1D and 2D NMR. Biological ac- tivity tests indicated that two new compounds exhibited inhibitory activity against nitric oxide （NO） production in LPS-activated RAW264.7 macrophages. Compared with positive control, the two new compounds showed weak an- ti-inflammatory effects with the inhibition rate of 27.3% and 29.2%, respectively.
基金support for this research was provided from the National Natural Science Foundation of China(No.30472075)the Excellent Ph.D.Dissertation Foundation of China(No.200367).
文摘Two novel C-nor-B-homo aconane-type diterpenes 4 and 5, featuring a unique eight-membered ring system, were obtained by the treatment of C-nor-C19-diterpenoid alkaloid 3 with HNO2 in 8% and 21% yields, respectively. Structures of these two compounds were established based on the combination of spectroscopic data, including HRESIMS, 1D and 2D NMR data. A olausible mechanism for the formation of 4 and 5 is also presented.
文摘Two new C19-diterpenoid alkaloids, davidisines A （1） and B （2） along with thirteen known alkaloids were isolated from the whole herb of Delphinium davidii Franch. Their structures were established by spectral methods, especially 2D NMR techniques.
文摘Three new lycoctonine-type C19-diterpenoid alkaloids, laxicymine 1, laxicymisine 2, and laxicyminine 3 have been isolated from the whole herb of Delphinium laxicymosum var. pilostachyum W.T. Wang. Their structures were established by spectra data.
基金supported by the National Natural Science Foundation of China(No.30472075)the Excellent Ph.D.Dissertation Foundation of China(No.200367)
文摘Three new C20-diterpenoid alkaloids, designated as anthriscifolmines A-C （1-3）, together with two known alkaloids denudatine and delgramine, were isolated from the whole herb of Delphinium anthriscifolium var. savatieri. The structures of these new alkaloids were elucidated on the basis of spectral data.
文摘Silica gel chromatography was adopted during the further study on the roots of Aconitum liljestrandii Hand Mazz and led to isolating a new C 19 dierpenoid alkaloid liljestrandisine(1). Its structure was established on the basis of spectral methods 2D NMR( 1H 1H COSY, HMQC, HMBC). Liljestrandisine was the second naturally occurring aconitine type diterpenoid alkaloid with an 16 α OH.
基金the National Natural Science Foundation of China(31860095)Guizhou Science and Technology Foundation of China(QKHJC[2018]1193)Zhuhai Premier-Discipline Enhancement Scheme of Pharmacology,Zhuhai Campus of Zunyi Medical University
基金Financial support from the National Natural Sciences Foundation of China(81630094,21732008,81373388,and 81573445)CAMS Innovation Fund for Medical Science(2017-I2M-3–010,2016-I2M-1–004,2016-I2M-1–010,and 2017-I2M-3–011)
文摘Eight new C_(19)-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L(1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii(Fu Zi). Their structures were determined by spectroscopic and chemical methods including 2D NMR experiments and acid hydrolysis. Compounds 1–8, together with the previously reported four neoline 14-O-arabinosides from the same plant, represent the only examples of glycosidic diterpenoid alkaloids so far. At a dose of 1.0 mg/kg(i.p.), as compared with the black control, compounds 1, 2, and 4–6 exhibited analgesic effects with 465.6% inhibitions against acetic acid-induced writhing of mice. Structure–activity relationship was also discussed.
基金Project supported by the Doctoral Foundation of the Ministry of Education,China(2002-2004,No.20010610047).
文摘Three new C19-diterpenoid alkaloids, giraldines A (1), B (3) and C (4), were isolated from the roots of Delphinium giraldii Diels, together with three known C19-diterpenoid alkaloids, di-hydrogadesine (5), tatsiensine (6) and siwanine A (7), as well as their structures were elucidated by chemical evidence and spectral analyses, including IR, MS, 1D NMR and 2D NMR.
基金Financial support from the National Natural Science Foundation of China (NNSFC Nos. 21132009, 30825044)the National Science and Technology Project of China (Nos. 2012ZX09301002002, 2011ZX0 9307-002-01)
文摘Three new napelline-type C20-diterpenoid alkaloids,named aconicarmichinium A and B trifluoroacetates（1 and 2） and aconicarmichinium C chloride（3）,were isolated from an aqueous extract of ＂fu zi＂,the lateral roots of Aconitum carmichaelii.Their structures were elucidated by extensive spectroscopic data analysis.Compounds 1-3 represent the first examples of napelline-type C20 diterpenoid alkaloid alcohol iminiums,of which the structures were fully characterized.In addition,transformation and equilibration between the alcohol iminiums（1-3） and the aza acetals la-3a were investigated by measurements of the NMR spectra in protic and aprotic deuterium solvents including alkali pyridine-d5,along with evaporation under reduced pressure and gradual additions of TFA,AcOH,and HC1.The results demonstrated that the transformation and equilibration were solvent-,base-,and acid-dependent.Especially,in aqueous biological fluid,these C20-diterpenoid alkaloids would more likely exist as the alcohol iminiums accompanied by anion counterparts in biosystems to increase their solubility, bioavailability, transportations, and functions.The absolute configurations of 1-3 were confirmed by X-ray crystallographic analysis of 2a.
基金support from the National Natural Sciences Foundation of China (Nos. 81630094 and 21732008)CAMS Innovation Fund for Medical Science (No. 2021-I2M-1-028)
文摘Two sulfonated diterpenoid alkaloids possessing different but related novel carbon skeletons,named aconidenusulfonine A(1)and 12,16-secoaconidenusulfonine A(2),respectively,were isolated as minor components from an aqueous extract of the lateral roots of Aconitum carmichaelii("Fu Zi").The structures of 1 and 2,representing the first two C21-diterpenoid alkaloids from nature,were determined by analysis of various spectroscopic data and chemical transformation,of which 1 was further proved by single-crystal X-ray diffraction.Especially,1 exhibited dose-depended analgesic activity consistent with the clinical function of Fu Zi.
基金the financial support provided by the National Science Foundation of China(No.81273387)
文摘A bicyclo[2.2.2]octane C/D ring system, with a lactonic ring at C-8 and C-9, of the atisine-type C20-diterpenoid alkaloids, was successfully synthesized, using an oxidative dearomatization/intramolecular Diels-Alder reaction.
