GC-MS analysis of total diterpene alkaloids from roots of Aconitum septentrionale

For the first time, using a MS 25RF chromato-mass spectrometer with a Carlo Erba 5160 chromatograph and a packed column, the possibility of the partial separation of the mixture of diterpene alkaloids of various types from the roots ofAconitum septentrionale has been shown. From their chromatographic parameters and mass-spectral characteristics 18 bases have been detected, including a new one with M⁺ 407 which was probably deoxydelcorine, while 6-O-methyldelcorine and 6-O-methyleldelidine have been found in plants for the first time.Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodynkh Soedinenii, No. 4, pp. 538–543, July–August, 1989.     

Isolation of lappaconitine from Aconitum septentrionale roots by adsorption

Extracts of Aconitum septentrionale Koelle roots obtained using chloroform, isopropanol, and ethanol were purified using chloroform and basic γ-Al₂O₃. Ballast materials were selectively adsorbed by γ-Al₂O₃, increasing the mass fraction of lappaconitine in the extract. The ethanol extract was purified most. The degree of lappaconitine extraction by chloroform was unaffected by the presence of γ-Al₂O₃. However, the mass fraction in the extract and lappaconitine extraction from Aconitum septentrionale were increased more than twice. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 274–276, May–June, 2006.     

Alkaloids of Aconitum septentrionale Seeds

The alkaloids atisine, lappaconitine, and leucostine were isolated fromAconitum septentrionaleL. seeds. The last was examined by ¹ H and ¹³ C NMR.     

Lipids of Aconitum septentrionale Seeds

Neutral, polar glyco-, and phospholipids of Aconitum septentrionale K. (northern aconite) are studied. The fatty-acid composition of acyl-containing lipid classes is determined. The oil is demonstrated to possess biological activity. It stimulates reparative regeneration of skin and is more effective than dog-rose oil.     

Identification of diterpenoid alkaloids from the roots of Aconitum kusnezoffii Reihcb

Three diterpenoid alkaloids, including an unreported compound, were isolated from the roots of Aconitum kusnezoffii Reichb. On the basis of spectral analysis, these three compounds were determined to be 1,15-dimethoxy-3-hydroxy-14-benzoyl-16-ketoneoline, benzoylaconine and aconitine.     

Sepaconitine — A new alkaloid from Aconitum septentrionale

The structure of a new alkaloid sepaconitine isolated from the epigeal part ofAconitum septentrionale has been established on the basis of spectral characteristics.     

Qualitative mass spectrometric analysis of the total diterpene bases from the roots ofAconitum kusnezoffi

A quantitative analysis of the roots ofAconitum kusnezoffi has been made by a group of mass-spectrometric methods. Twelve diterpene bases have been studied of which ten have been identified as beiwutine, aconitine. mesaconitine, 3-deoxyaconitine, hypaconitine, neoline, songorine, isotalatisidine, talatisidine, and 10-hydroxyneoline.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 89–92, January–February, 1996. Original article submitted August 7, 1995.     

New C19-diterpenoid alkaloids from the parent roots of Aconitum carmichaelii

Aconitum carmichaelii is a widely used traditional Chinese medicine and important source of clinical drugs. The parent roots of A. carmichaelii were investigated resulting in the isolation and identification of five new C₁₉-diterpenoid alkaloids; 14α-benzoyloxy-N-ethyl-15α-hydroxy-1α,6α,8β,16β,18-pentamethoxyaconitane formate (1), 14α-benzoyloxy-8β-butoxy-N-ethyl-13β,15α-dihydroxy-1α,6α,16β,18-tetramethoxyaconitane formate (2), 14α-benzoyloxy-8β-butoxy-N-ethyl-3α,13β,15α-trihydroxy-1α,6α,16β,18-tetramethoxylaconitane (3), 14α-benzoyloxy-8β-butoxy-3α,13β,15α-trihydroxy-1α,6α,16β,18-tetramethoxyl-N-methylaconitane (4) and 8β,14α-dibenzoyloxy-N-ethyl-13β,15α-dihydroxy-1α,6α,16β,18-tetramethoxyaconitane (5).     

Three new diterpenoid alkaloids from roots of Aconitum ouvrardianum HAND.-MAZZ

A new C(19)-diterpenoid alkaloid, ouvrardiantine (1) and two new C(20)-diterpenoid alkaloids, ouvrardiandines A (2) and B (3) were isolated from the root of Aconitum ouvrardianum HAND.-MAZZ. The structure of the new alkaloids was established on the basis of spectral data (1D- and 2D-NMR, HR-MS).     

Norditerpenoid alkaloids from <Emphasis Type="Italic">Aconitum septentrionale K</Emphasis>.

Two new alkaloids, Septonine (C₃₅H₄₄N₂O₉) and Septontrionine (C₂₅H₃₉NO₆) were isolated from the roots of Aconitum septentrionale K. According to the ¹H and ¹³C NMR, IR, and mass spectra, Septonin and Septontrionin were assigned the structures of 20-ethyl-7-hydroxy-1α,14α,16β-trimethoxy-6-oxo-17(7→8)abeoaconitan-4-ylmethyl 2-(2,5-dioxopyrrolidin-l-yl)benzoate and 20-ethyl-7-hydroxy-1α,14α,16β-trimethoxy-4-methoxymethyl-17(7→8)abeoaconitan-6-one, respectively.     

Extraction of the total alkaloids from the epigeal part of Aconitum orientale

The process of extracting the total alkaloids fromAconitum orientale with aqueous solutions of a number of electrolytes has been investigated. It has been established that it is most desirable to use 2% solutions of H₂SO₄ and 5% solutions of CH₃COOH. The optimum parameters of the process have been found, under which the degree of extraction of the total alkaloids averages 96%. I. G. Kutateladze Institute of Pharmacochemistry, Georgian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 816–821, November–December, 1991.     

Extraction of the total alkaloids from the epigeal part of Aconitum orientale

The process of extracting the total alkaloids fromAconitum orientale with aqueous solutions of a number of electrolytes has been investigated. It has been established that it is most desirable to use 2% solutions of H₂SO₄ and 5% solutions of CH₃COOH. The optimum parameters of the process have been found, under which the degree of extraction of the total alkaloids averages 96%.I. G. Kutateladze Institute of Pharmacochemistry, Georgian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 816–821, November–December, 1991.     

Two new C_(19)-diterpenoid alkaloids from roots 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.     

Norditerpenoid alkaloids from Aconitum karakolicum Rapaics

Two new norditerpenoid alkaloids, acofamine A (1) and acofamine B (2) were isolated from the aerial parts of Aconitum karakolicum Rapaics. The structures of these compounds were established by spectroscopic methods.     

膝瓣乌头根中新去甲二萜生物碱的结构研究

从膝瓣乌头(AconitumgeniculatumFlectcher)根中分得3个新的乌头碱型去甲二萜生物碱。由光谱法(^1HNMR,^1^3CNMR和MS)确定其结构为膝乌宁碱甲(genicunineA)1,膝乌宁碱乙(genicunineB)2,膝乌宁碱丙(genicunineC)3。     

Targeted profiling and relative quantification of benzoyl diterpene alkaloids in Aconitum roots by using LC–MS/MS with precursor ion scan

Benzoyl aconite alkaloids have myocardial protective effects at a low dose and produce toxic effects at high dose. Due to lack of enough reference compounds, most of the benzoyl alkaloids had few concerns, except the typical ones, i.e. aconitine, mesaconitine, and hypaconitine. To rapidly screen out and quantify benzoyl alkaloids, a high performance liquid chromatography combined with tandem mass spectrometry was proposed based on precursor ion scanning mode. First, a diagnostic ion at m/z 105 corresponding to benzoyl group was observed by using tandem mass spectrometry, which could be used for the rapid identification of benzoyl alkaloids. The targeted screening of these alkaloids was then conducted by using precursor ion scan of characteristic ion at m/z 105. Shengfuzi (the lateral root of A. carmichaelii) was taken as example, and 24 benzoyl‐containing alkaloids were identified. The six major alkaloids including aconitine, mesaconitine, hypaconitine, benzoylaconine, benzoylmesaconine, and benzoylhypaconine were determined in the precursor ion scan mode by the standard curve method. Reliable linearity, sensitivity, precision, accuracy, and repeatability were obtained and validated. Then the relative response factors between these six analytes were calculated, which were not more than two times using any alkaloid as reference. Thus, the other 18 alkaloids lacking reference compounds were relatively quantified. This approach provides a useful tool for rapid identification and quantitative analysis of toxic benzoyl alkaloids, and also an efficient method for the safety assessment of Aconitum roots.     

Leuconine — A new alkaloid from Aconitum leucostomum and A. septentrionale

A new alkaloid — leuconine — has been isolated from the epigeal parts ofAconitum leucostomum andA. septentrionale, and its structure has been established on the basis of spectral characteristics. Institute of Chemistry of Plant Substances, Uzbekistan Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 538–540, September–October, 1992.     

Two new diterpene alkaloids from Delphinium chrysotrichum

Chemical investigation on the ethanol extract from the whole plants of Delphinium chrysotrichum resulted in the isolation of two new diterpene alkaloids named delphatisine A (1) and delphatisine B (2), respectively. The structures of the new compounds were deduced on the basis of their spectral data (IR, HREIMS, EIMS, 1D, 2D-NMR). This is the first report on the isolation of diterpenoid alkaloids from the D. chrysotrichum.