Two new 18-carbon norditerpenoid alkaloids from Aconitum sinomontanum

Two new 18-carbon norditerpenoid alkaloids, sinaconitines A (1) and B (2), together with two known alkaloids, ranaconitine (3) and lappaconitine (4), were isolated from the roots of Aconitum sinomontanum. Their structures were elucidated on the basis of spectral evidences and X-ray crystallographic analysis for 1. Furthermore, the reversed ¹³C NMR assignments for C-10 and C-13 of 3, 4, puberanine, puberanidine and demethyllappaconitine were revised. Compounds 1-4 were evaluated for cyclooxygenase-2 (COX-2) enzyme inhibitory activity. However, they did not show any inhibition at 10 μM.     

Two new 18-carbon norditerpenoid alkaloids from Aconitum sinomontanum

Two new 18-carbon norditerpenoid alkaloids, sinaconitines A (1) and B (2), together with two known alkaloids, ranaconitine (3) and lappaconitine (4), were isolated from the roots of Aconitum sinomontanum. Their structures were elucidated on the basis of spectral evidences and X-ray crystallographic analysis for 1. Furthermore, the reversed ¹³C NMR assignments for C-10 and C-13 of 3, 4, puberanine, puberanidine and demethyllappaconitine were revised. Compounds 1–4 were evaluated for cyclooxygenase-2 (COX-2) enzyme inhibitory activity. However, they did not show any inhibition at 10 μM.     

Two norditerpenoid ester alkaloids from Aconitum bulleyanum

Two new norditerpenoid alkaloids, 8-acetyl-14-p-methoxybenzoate of talatisamine (1) and 14-p-methoxybenzoate of talatisamine (2), were isolated from Aconitum bulleyanum Diels. The structures were elucidated on the basis of spectroscopic and chemical studies.     

Five new norditerpenoid alkaloids from Aconitum sinomontanum

From the roots of Aconitum sinomontanum, five new norditerpenoid alkaloids, sinomontanitines A (1) and B (2), sinomontanines A (3), B (4) and C (5), were isolated together with the known alkaloids lappaconitine (6) and ranaconitine (7), The structures of the new alkaloids were determined by spectral analysis.     

New C19-diterpenoid alkaloids from Aconitum hemsleyanum var leueanthus and Delphinium potaninii

A new franchetine-type (leueandine 1) and two new lycoctonine-type [potanisines F (3) and G (5)] C₁₉-diterpenoid alkaloids have been isolated from the roots of Aconitum hemsleyanum var. leueanthus and Delphinium potaninii, respectively, and their structures were established on the basis of spectral data.     

New C19-diterpenoid alkaloids from Aconitum hemsleyanum var leueanthus and Delphinium potaninii

A new franchetine-type (leueandine 1) and two new lycoctonine-type [potanisines F (3) and G (5)] C¹⁹-diterpenoid alkaloids have been isolated from the roots of Aconitum hemsleyanum var. leueanthus and Delphinium potaninii, respectively, and their structures were established on the basis of spectral data.     

A toxicokinetic comparison of norditerpenoid alkaloids from Delphinium barbeyi and D. glaucescens in cattle

Cattle are poisoned by N‐(methylsuccinimido) anthranoyllycoctonine type (MSAL‐type) and 7,8‐methylenedioxylycoctonine type (MDL‐type) norditerpenoid alkaloids in Delphinium spp. Alkaloids in D. glaucescens are primarily of the MSAL‐type, while D. barbeyi is a mixture of MSAL and MDL‐types. The objectives of this study were to determine and compare the toxicokinetics of selected alkaloids from D. glaucescens and D. barbeyi in cattle. The two species of larkspur were dosed to three groups of Angus steers via oral gavage at doses of 8 mg kg^?1 MSAL‐type alkaloids for D. barbeyi and either 8.0 or 17.0 mg kg^?1 MSAL‐type alkaloids for D. glaucescens. In cattle dosed with D. barbeyi, serum deltaline (MDL‐type) concentrations peaked at 488 ± 272 ng ml^?1 at 3 h and serum methyllycaconitine (MSAL‐type) concentrations peaked at 831 ± 369 ng ml^?1 at 6 h. Deltaline was not detected in the serum of cattle dosed with D. glaucescens. Serum methyllycaconitine concentrations peaked at 497 ± 164 ng ml^?1 at 18 h, and 1089 ± 649 ng ml^?1 at 24 h for the 8 mg kg^?1 and 17 mg kg^?1 doses of D. glaucescens respectively. There were significant differences between the maximum serum concentrations and the area under the curve for the two doses of D. glaucescens but not D. barbeyi. Results from this experiment support the recommendation that approximately 7 days are required to clear 99% of the toxic alkaloids from the serum of animals orally dosed with D. barbeyi or D. glaucescens, and that MDL‐type alkaloids play an important role in the toxicity of Delphinium spp. in cattle. Published in 2010 by John Wiley & Sons, Ltd.     

Norditerpenoid alkaloids from Delphinium anthriscifolium

Two new norditerpenoid alkaloids with lycoctonine skeleton, anthriscifolcones A (1) and B (2), were isolated from the whole plant of Delphinium anthriscifolium var. Majus by extensive column chromatography. Their structures were established by IR, MS, ¹H NMR, ¹³C NMR, and 2D NMR methods (including HSQC, ¹H–¹H COSY, HMBC, and NOESY experiments).     

Diterpenoid alkaloids from Delphinium virgatum poiret

From the aerial parts of Delphinium virgatum Poiret, which is an endemic plant growing wildly in Turkey, a new norditerpenoid alkaloid, N-deethylperegrine alcohol, has been isolated along with the known alkaloids peregrine, peregrine alcohol, davisinol, hetisine, hetisinone and atisine.     

内酯型去甲二萜生物碱的合成

目的合成内酯型去甲二萜生物碱。方法塔拉萨敏经Jone’s氧化和Baeyer-V illiger氧化反应,合成了两种内酯型去甲二萜生物碱。单乙酰塔拉萨敏裂解C7-C17键后,经水解、Jone’s氧化、Baeyer-V illiger氧化及还原等共5步反应,合成了7,17-次裂的内酯型去甲二萜生物碱。结果和讨论所得产物的结构经MS1、HNMR和13CNMR确证。     

New norditerpenoid alkaloids from Aconitum hemsley anum var. pengzhouense

Two new norditerpenoid alkaloids, 13-deoxyludaconitine (1) and 8-deacetylsungpaconitine (3), were isolated from the roots of Aconitum hemsleyanum Pritz var. pengzhouense and their structures were elucidated by spectral data.     

Two new flavonoid alkaloids from Senecio argunensis

Two new flavonoid alkaloids, 8-(2″-pyrrolidinone-5″-yl)-quercetin (1) and 8-(2″-pyrrolidinone-5″-yl)-isorhamnetin (2), were isolated from the herb of Senecio argunensis. Their structures were elucidated by spectral analysis.     

Two new morphinane alkaloids from Sinomenium acutum

Two new morphinane alkaloids, 1-hydroxy-10-oxo-sinomenine (1) and 4,5-epoxy-14-hydroxy sinomenine N-oxide (2), have been isolated from the stems of Sinomenium acutum. Their structures were established by various spectral analyses, especially 2D NMR experiments. The structure of 2 was confirmed by single crystal X-ray diffraction. The absolute configurations of 1 and 2 were deduced by comparison of CD spectra with the known alkaloid sinomenine (3). Compound 1 was tested for DPPH inhibition and gave IC(50) of 27.9?μM. Compound 2 was tested for neuroprotective effect and showed significant activity against β-amyloid(25-35)-induced oxidative injury (*P?相似文献   

Two new indole alkaloids from Nauclea officinalis

Two new indole alkaloids, naucleactonin A and B, along with two known compounds, naucleficine and nauclefidine, were isolated from the bark and wood of Nauclea officinalis, which has been used as an anti-inflammatory and anti-bacterial agent in folk medicine. Their chemical structures were elucidated by the spectral data, especially 1D and 2D NMR experiments.     

Two new morphinane alkaloids from Sinomenium acutum

Two new morphinane alkaloids, 1-hydroxy-10-oxo-sinomenine (1) and 4,5-epoxy-14-hydroxy sinomenine N-oxide (2), have been isolated from the stems of Sinomenium acutum. Their structures were established by various spectral analyses, especially 2D NMR experiments. The structure of 2 was confirmed by single crystal X-ray diffraction. The absolute configurations of 1 and 2 were deduced by comparison of CD spectra with the known alkaloid sinomenine (3). Compound 1 was tested for DPPH inhibition and gave IC₅₀ of 27.9 μM. Compound 2 was tested for neuroprotective effect and showed significant activity against β-amyloid_25–35-induced oxidative injury (*P < 0.05) at 10 μM in PC-12 cells.     

Two new indole alkaloids from Hunteria zeylanica

Two new indole alkaloids, 14β-hydroperoxy-eburnamine (1) and 18α-hydroxy-eburnamine (2), together with three known indole alkaloids, (-)-eburnamonine (3), (-)-eburnamenine (4), and eburnamine (5) were isolated from Hunteria zeylanica collected in Hainan Province of China. Their structures were determined by spectroscopic analysis. The relative configuration of 2 was deduced by NOE experiment and evidenced by the calculations for energy minimization with the molecular modeling program Chem3D Ultra 10.0.     

Two new diterpenoid alkaloids from Aconitum cochleare

Two new diterpenoid alkaloids, cochleareine (1) and acoleareine (2) together with the known alkaloids 14-acetyltalatisamine (3) and talatisamine (4) have been isolated from the aerial parts of Aconitum cochleare Woroschin growing wild in Eastern Turkey (Van).     

去甲二萜生物碱的药理活性

归纳总结了1984年以来所发表的有关去甲二萜生物碱的药理作用。     

Two new bisindole alkaloids from Tabernaemontana macrocarpa Jack

Two new bisindole alkaloids, bisnaecarpamines A (1) and B (2), possessing a vobasine-sarpagine type skeleton were isolated from the bark of Tabernaemontana macrocarpa Jack. Their structures were elucidated by extensive spectroscopic methods and chemical correlation. The absolute configurations of compounds 1 and 2 were established using TDDFT-ECD calculation of the selected isomers. Bisnaecarpamine A exhibited potent antimalarial activity against Plasmodium falciparum 3D7 strain with IC₅₀ value of 28.8 µM.

Graphic abstract

     

Two new quaternary protoberberine alkaloids from Corydalis yanhusuo

Two new quaternary protoberberine alkaloids, namely corydayanine (1) and yanhusuine (2), were isolated from the tubers of Corydalis yanhusuo. On the basis of extensive chemical and spectroscopic evidences, especially 1D and 2D NMR and HRMS experiments, their structures were elucidated as 5,6-dihydro-3,9-dihydroxy-2,10-dimethoxy-13-methyl-dibenzo[a,g] quinolizinium alkaloid and 5,6-dihydro-12-hydroxy-2,3,9-trimethoxy-13-methyl-dibenzo[a,g] quinolizinium alkaloid, respectively.