Vilmoraconitine, a novel skeleton C19-diterpenoid alkaloid from Aconitum vilmorinianum

A novel C₁₉-diterpenoid alkaloid vilmoraconitine (1) was isolated from the roots of Aconitun vilmorinianum. Its structure was mainly determined by MS, 2D NMR, and X-ray methods. This is the first aconitine-type C₁₉-diterpenoid alkaloid with one three-membered ring at C-8, C-9, and C-10.     

A novel approach to the taxane ABC ring system through chemical conversion from C19-diterpenoid alkaloid deltaline

A novel approach to the highly functionalized taxane ABC ring system through chemical conversion of the C₁₉-diterpenoid alkaloid deltaline (1) was achieved in six steps (1→17) in 18% overall yield mainly by Grob fragmentation, fission of the Δ⁹⁽¹⁴⁾ double bond, followed by aldol condensation, and Pelletier's cleavage process.     

大渡乌碱的结构

从大渡乌头的根中分得一新的微量生物碱——大渡乌碱,其结构经化学方法及IR、~1HNMR、~13C NMR和MS推定为1.     

Hupermine A,a novel C16N2-type Lycopodium alkaloid from Huperzia phlegmaria

A novel C₁₆N₂-type Lycopodium alkaloid consisting of a quinolizidine with a 6-dimethylaminohexyl side chain, hupermine A (1), was isolated from the club moss of Huperzia phlegmaria, and the structure and relative stereochemistry were elucidated on the basis of spectroscopic data.     

Calyciphylline C, a novel Daphniphyllum alkaloid from Daphniphyllum calycinum

Calyciphylline C (1), a novel Daphniphyllum alkaloid with unprecedented fused-hexacyclic ring system, has been isolated from the leaves of Daphniphyllum calycinum (Daphniphyllaceae), and the structure and relative stereochemistry were elucidated on the basis of spectroscopic data.     

Oldhamine A, a novel alkaloid from Daphniphyllum oldhami

Oldhamine A, a novel alkaloid with an unusual cyclopentadienyl anion in the fused-pentacyclic skeleton was isolated from the twigs of Daphniphyllum oldhami. The structure of oldhamine A was elucidated based on the spectroscopic data and the single-crystal X-ray diffraction crystallography. It is the first X-ray diffraction of the Daphniphyllum alkaloids with nitrogen-containing two pentacyclic rings. The inter-conversion between cyclopentadienyl anion and conjugated enolic unit was also conducted.     

Hericirine,a novel anti-inflammatory alkaloid from Hericium erinaceum

A novel ergosterol conjunction-type alkaloid, hericirine (1), was isolated from the dried fruiting bodies of Hericium erinaceum. The overall framework of 1 was isolated, and combined with hericerin and ergosterol. Its structure was elucidated based on spectroscopic analysis using 1D and 2D NMR, IR and HRESIMS techniques. We found that hericirine significantly inhibited protein expression of iNOS and COX-2 and reduced NO, PGE₂, TNF-α, IL-6 and IL-1β production in RAW264.7 cells exposed to LPS.     

Mersilongine, a novel tetracyclic quinolinic alkaloid from Kopsia

A novel quinolinic alkaloid, viz., mersilongine, incorporating a novel tetracyclic carbon skeleton was obtained from a Malayan Kopsia species. The structure was established by spectroscopic analysis and a possible pathway from a mersinine-type precursor is presented.     

Pipermethystine,a novel pyridone alkaloid from piper methysticum

A new alkaloid, pipermethystine, isolated from the leaves of Piper methysticum is shown to be 5-acetoxy-5,6-dihydro-1-(3-phenylpropanoyl)-2(1H)-pyridone (1) by PMR, CMR and mass spectrometry and by its conversion to phenylpropanoic acid and 5-acetoxy-5,6-dihydro-2-(1H)-pyridone (5).     

Cochinchistemonine, a novel skeleton alkaloid from Stemona cochinchinensis

Cochinchistemonine (1), an alkaloid with a novel skeleton, was isolated from the roots of Stemona cochinchinensis collected from northern Vietnam. Its structure was established on the basis of one- and two-dimensional NMR and other spectroscopic studies. The relative configuration was confirmed by single crystal X-ray diffraction experiment.     

Ancisheynine, a novel naphthylisoquinolinium alkaloid from Ancistrocladus heyneanus

A novel naphthylisoquinoline alkaloid, ancisheynine 1, was isolated from the aerial part of Ancistrocladus heyneanus Wallich ex J. Graham (Ancistrocladaceae). Ancisheynine 1 contained a previously undescribed N-2,C-8′-linkage between the isoquinoline and naphthalene units and its structure was established by spectroscopic methods.     

Daphlongeramine A, novel Daphniphyllum alkaloid from Daphniphyllum longeracemosum

A novel Daphyniphyllum alkaloid, Daphlongeramine A (1) with a unique fused octacyclic skeleton, together with a quite recently reported alkaloid Paxdaphnine A (2), were isolated from the fruits of Daphniphyllum longeracemosum. The structures were elucidated on the basis of spectroscopic data.     

The chemistry and 13C NMR assignments of oxaline,a novel alkaloid from penicillium oxalicum

Oxaline is the main alkaloid of several strains of Penicillium oxalicum. Structural studies on oxaline (1a) and the assignment of its ¹³C NMR spectrum are described.     

Calycilactone A, a novel hexacyclic alkaloid from Daphniphyllum calycillum

A novel Daphniphyllum alkaloid with a rearranged fused-hexacyclic ring system, calycilactone A, was isolated from the leaves of Daphniphyllum calycillum (Daphniphyllaceae), and the structure and relative stereochemistry of the new compound were elucidated on the basis of spectroscopic data.     

Bisleucocurine A, a novel bisindole alkaloid from Leuconotis griffithii

A novel bisindole alkaloid, bisleucocurine A (1), consisting of two strychnan skeletons with an N-1-C-17′ and a C-12-C-2′ bridges, was isolated from the leaves of Leuconotis griffithii and the structure was elucidated on the basis of spectroscopic data. Bisleucocurine A (1) showed cytotoxicity against various human cancer cell lines.     

Sauroine—a novel Lycopodium alkaloid from Huperzia saururus

A novel Lycopodium alkaloid, sauroine (7,8-dihydroxylycopodine, 1) was isolated from the aerial parts of the medicinal species Huperzia saururus. The structure and relative stereochemistry of 1 were elucidated on the basis of its spectral data.     

Daphniglaucin C, a novel tetracyclic alkaloid from Daphniphyllum glaucescens

A novel Daphniphyllum alkaloid with an unprecedented tetracyclic ring system consisting of an octahydroindole and a hexahydroazulene rings, daphniglaucin C (1), has been isolated from the leaves of Daphniphyllum glaucescens and the structure and relative stereochemistry were elucidated on the basis of spectroscopic data. Daphniglaucin C (1) inhibited the polymerization of tubulin.     

Lycotetrastine A, a novel hexacyclic alkaloid from Huperzia tetrasticha

A novel C₂₀N-type Lycopodium alkaloid with an unprecedented fused-hexacyclic ring system consisting of a γ-lactone, an aza-cycloheptene, an aza-cyclohexane, a cyclohexane, a cyclopentane, and tetrahydrofuran rings, lycotetrastine A (1) was isolated from the club moss of Huperzia tetrasticha. The structure and absolute stereochemistry were elucidated on the basis of 2D NMR correlations and X-ray analysis.     

N-Demethyl-sauroxine,a novel Lycodine Group alkaloid from Huperzia saururus

The present study describes the isolation and identification of N-demethyl-sauroxine, a novel Lycopodium alkaloid obtained from Huperzia saururus (Lam.) Trevis. (Lycopodiaceae). Its structure and relative stereochemistry were elucidated on the basis of its spectral data and chemical correlations. Additionally, acetylcholinesterase inhibitory activity was evaluated (IC₅₀ = 209.6 ± 1.1 μM). The structure of the already identified alkaloid sauroxine was also re-validated through two dimensional NMR data.     

Piperazirum, a novel bioactive alkaloid from Arum palaestinum Boiss.

A novel alkylated piperazine (3α,5α-diisobutyryl-6α-isopropyl-piperazine-2-one, 1) has been isolated from the n-butanol soluble part of the leaves extract of Arum palaestinum Boiss., the chemical structure and the relative stereochemistry of 1 were elucidated on the basis of 1D and 2D NMR spectroscopic data. Piperazirum showed a significant cytotoxicity against cultured tumor cell lines in vitro.