Diterpenoid Alkaloids from Delphinium tatsienense

Three new C₂₀‐diterpenoid alkaloids, along with twenty‐two known alkaloids, were isolated from the whole herbs of Delphinium tatsienense. The new alkaloids include a vakognavine‐type C₂₀‐diterpenoid alkaloid, designated as tatsienenseine A ( 1 ), and two hetisine‐type C₂₀‐diterpenoid alkaloids, designated as tatsienenseines B ( 2 ) and C ( 3 ). Their structures were elucidated by IR, HR‐ESI‐MS, 1D‐ and 2D‐NMR analyses.     

Diterpenoid Alkaloids from Delphinium yunnanense

Three new diterpenoid alkaloids, along with eleven known alkaloids, were isolated from the whole herbs of Delphinium yunnanense. The new alkaloids include a rearranged‐type C₁₉‐diterpenoid alkaloid, named yunnanenseine A ( 1 ), and two hetisine‐type C₂₀‐diterpenoid alkaloids, named yunnanenseine B and C ( 2 and 3 , resp.). Their structures were elucidated by detailed NMR‐spectroscopic studies.     

New Diterpenoid Alkaloids from Delphinium Souliei Franch

Inourpreviouspapers'-',wehavereportedtheisolationandelucidationofaseriesofnewditerpenoidalkaloidsfromDelphinillnlsolllieiFranch.ContinuedphytochemcalinvestigationsontheconstituentsofthisplanthaveledtotheisolationoftwoothernewditerpenoidalkaloidssoulineE(l)andsoulineF(2).SoulineE(2.6mg)wasobtainedascolorlesscrystals,mpf77-78'C(fromethanol).[a]."8.0(c=0.05,CHCI;).itsmolecularformulaC,=H;,NO,wasderivedfromHkEIMS(M-f361.2613,cafe.361.2608).TheiHnmrspectrum(400MHz)exhibitedthefollowingsign…     

藏药蓝翠雀花中的新二萜生物碱

蓝翠雀花(Delphinium caeruleum Jacq.ex Camb.)~[1]在甘肃西南部、西藏、青海等地分布较广,藏民常用其治疗牙痛、跌打损伤.其化学成分迄今未见报道.我们将其全草用乙醇浸泡,石油醚脱脂,乙醚除去色素,酸碱常法处理,氯仿萃取得总生物碱.用氧化铝、硅胶进行多次柱层析及硅胶薄层制备层析,分得碱(1)～(4).     

Diterpenoid alkaloids of Delphinium schmalhausenii

From the aerial parts of Delphinium schmalhausenii six norditerpenoid alkaloids gigactonine, lycoctonine, anthranoyllycoctonine, delsemine A, delsemine B, N-acetyldelectine and a diterpenoid alkaloid septatisine were isolated. Published in Khimiya Prirodnykh Soedinenii, No. 1, pp. 60–61, January–February, 2006.     

Diterpenoid Alkaloids Isolated from Delphinium brunonianum and Their Inhibitory Effects on Hepatocytes Lipid Accumulation

This research aimed to excavate compounds with activity reducing hepatocytes lipid accumulation from Delphinium brunonianum. Four novel diterpenoid alkaloids, brunodelphinine B–E, were isolated from D. brunonianum together with eleven known diterpenoid alkaloids through a phytochemical investigation. Their structures were elucidated by comprehensive spectroscopy methods including HR-ESI-MS, NMR, IR, UV, CD, and single-crystal X-ray diffraction analysis. The inhibitory effects of a total of 15 diterpenoid alkaloids on hepatocytes lipid accumulation were evaluated using 0.5 mM FFA (oleate/palmitate 2:1 ratio) to induce buffalo rat liver (BRL) cells by measuring the levels of triglyceride (TG), total cholesterol (TC), alanine transaminase (ALT), aspartate transaminase (AST), and the staining of oil red O. The results show that five diterpenoid alkaloids—brunodelphinine E (4), delbruline (5), lycoctonine (7), delbrunine (8), and sharwuphinine A (12)—exhibited significant inhibitory effects on lipid accumulation in a dose-dependent manner and without cytotoxicity. Among them, sharwuphinine A (12) displayed the strongest inhibition of hepatocytes lipid accumulation in vitro. Our research increased the understanding on the chemical composition of D. brunonianum and provided experimental and theoretical evidence for the active ingredients screened from this herbal medicine in the treatment of the diseases related to lipid accumulation, such as non-alcoholic fatty liver disease and hyperlipidemia.     

Alkaloids of Delphinium poltoratskii

Roots ofDelphinium poltoratskiiyield the known alkaloids methyllycaconitine, lycoctonine, anthranoyllycoctonine, ajacine, karacoline, and a new alkaloid delpoline, the structure of which was proved by spectral data and a direct correlation with karacoline. It has been found that the roots and the aerial part of the plant can provide raw material for the production of methyllycaconitine.     

New Diterpenoid Alkaloids from Aconitum liangshanicum

One new C₁₉‐diterpenoid alkaloid, named liangshantine ( 1 ), and three new C₂₀‐diterpenoid alkaloids, liangshansines A–C ( 2 – 4 , resp.), as well as eight known compounds, were isolated from the roots of Aconitum liangshanicum. The structures of these new alkaloids were elucidated by spectroscopic methods.     

Hemsleyaconitines F and G,Two Novel C19‐Diterpenoid Alkaloids Possessing a Unique Skeleton from Aconitum hemsleyanum

Hemsleyaconitines F and G ( 1 and 2 , resp.) were isolated from the EtOH extract of Aconitum hemsleyanum. Their structures were elucidated by extensive analyses of the IR, 1D‐ and 2D‐NMR, and MS data. The two C₁₉‐diterpenoid alkaloids 1 and 2 possess a novel skeleton, featuring a five‐membered D‐ring between C(9), C(13), C(14), C(15), and C(16), which is quite different from the previously isolated six‐membered D‐ring analogs.     

Two New C19-Diterpenoid Alkaloids from Delphinium davidii Franch.

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.     

Diterpenoid Alkaloids from Delphinium Tongolense

DelphiniumtongolenseFranch.,distributedintheNorthofYunnanProvinceandtheWestofSichuanProvinceofChina,isusedasanantipyretic"'.1nthepreviousstudytwonewditer-penoidalkaloidstongolenineandtongolenininehavebeenisolated':'-InthecontinuationanothertwonewditerpenoidalkaIoidswereyieldedfromthewholeplants'Theirstructureswereestab-lishedtongolenineC(1))andtongolenineD(2))bymeansofspectroscopicmethod.TongolenineC(l)wasisolatedaswhitepowder.Themolecudarionpeakatm/z421.25O3initsHREIMSrevealedthemolec…     

In Vitro and In Silico Investigation of Diterpenoid Alkaloids Isolated from Delphinium chitralense

This study reports the isolation of three new C₂₀ diterpenoid alkaloids, Chitralinine A–C (1–3) from the aerial parts of Delphinium chitralense. Their structures were established on the basis of latest spectral techniques and single crystal X-rays crystallographic studies of chitralinine A described basic skeleton of these compounds. All the isolated Compounds (1–3) showed strong, competitive type inhibition against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) in comparison to standard allanzanthane and galanthamine however, chitralinine-C remained the most potent with IC₅₀ value of 11.64 ± 0.08 μM against AChE, and 24.31 ± 0.33 μM against BChE, respectively. The molecular docking reflected a binding free energy of −16.400 K Cal-mol⁻¹ for chitralinine-C, having strong interactions with active site residues, TYR334, ASP72, SER122, and SER200. The overall findings suggest that these new diterpenoid alkaloids could serve as lead drugs against dementia-related diseases including Alzheimer’s disease.     

Five New C19‐Diterpenoid Alkaloids from Aconitum hemsleyanum

Five new C₁₉‐diterpenoid alkaloids, named hemsleyaconitines A–E ( 1 – 5 , resp.), were isolated from Aconitum hemsleyanum Pritz. By UV, IR, MS, 1D‐ and 2D‐NMR analyses, their structures were elucidated as 18‐dehydroxygeniculatine D ( 1 ), 6‐hydroxy‐14‐O‐veratroylneoline ( 2 ), 14‐O‐acetyl‐8‐ethoxysachaconitine ( 3 ), 18‐veratroylkaracoline ( 4 ) and 8‐O‐ethylaustroconitine B ( 5 ).     

Three New C19‐Diterpenoid Alkaloids from Aconitum hemsleyanum var. circinatum

Further phytochemical investigation of the roots of Aconitum hemsleyanum var. circinatum resulted in the isolation of three new aconitine‐type C₁₉‐diterpenoid alkaloids, hemsleyanines E–G ( 1 – 3 , resp.). The structures of these new alkaloids were elucidated on the basis of spectral data including 2D‐NMR.     

New C19－Diterpenoid Alkaloids from the Roots of Delphinium Giraldii

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, dihydrogadesine (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.     

Classification,Toxicity and Bioactivity of Natural Diterpenoid Alkaloids

Diterpenoid alkaloids are natural compounds having complex structural features with many stereo-centres originating from the amination of natural tetracyclic diterpenes and produced primarily from plants in the Aconitum, Delphinium, Consolida genera. Corals, Xenia, Okinawan/Clavularia, Alcyonacea (soft corals) and marine sponges are rich sources of diterpenoids, despite the difficulty to access them and the lack of availability. Researchers have long been concerned with the potential beneficial or harmful effects of diterpenoid alkaloids due to their structural complexity, which accounts for their use as pharmaceuticals as well as their lousy reputation as toxic substances. Compounds belonging to this unique and fascinating family of natural products exhibit a broad spectrum of biological activities. Some of these compounds are on the list of clinical drugs, while others act as incredibly potent neurotoxins. Despite numerous attempts to prepare synthetic products, this review only introduces the natural diterpenoid alkaloids, describing ‘compounds’ structures and classifications and their toxicity and bioactivity. The purpose of the review is to highlight some existing relationships between the presence of substituents in the structure of such molecules and their recognised bioactivity.     

新疆丰产伊犁翠雀化学成分研究

为了开发新疆的伊犁翠雀(Del phinium Iliense Huth),我们对其化学成分进行了研究,分离得到8种晶体,均为在该植物中首次发现,其中刺乌碱含量较高,并可作为非成瘾镇痛药(多用于晚期癌痛)用于临床,该发现为开发利用这一有毒野生植物,提供了科学依据。 1 仪器 显微熔点仪;NICOLET-5DX FTIR光谱仪,KBr压片;日本岛滓UV-