Alkaloids of Aconitum laeve and their anti-inflammatory antioxidant and tyrosinase inhibition activities

A lycoctonine-type norditerpenoid alkaloid, swatinine (1), along with four known norditerpenoid alkaloids, delphatine (3), lappaconitine (4), puberanine (5), and N-acetylsepaconitine (6), and were isolated from the aerial parts of Aconitum laeve Royle. Compound 2 has been isolated for the first time from a natural source. The structure of compound 1 was deduced on the basis of spectral data. The anti-inflammatory, antioxidant and tyrosinase inhibition studies on all six compounds have also been carried out.     

Uraline, a new norditerpenoid alkaloid from aerial parts of Delphinium uralense nevski

Uraline, a new norditerpenoid alkaloid, was isolated from aerial parts of Delphinium uralense. The structure of 1alpha,7,8-trihydroxy-6beta,14alpha,16beta-trimethoxy-18-N-(2-methyl)succinylanthranoyloxyaconane was ascribed to the new compound on the basis of 1H and 13C NMR, IR, and mass spectra. The known alkaloids methyllycaconitine and delcorine were also isolated from the plant.     

Diosbulbin d and 8-epidiosbulbin e acetate,norclerodane diterpenoids from dioscorea bulbifera tubers

From tubers of Dioscorea buibifera L. var sativa a new 18-norclerodane diterpenoid, 8-epidiosbulbin E acetate, has been isolated, besides the previously known norditerpenoid, diosbulbin D, and its structure established by spectroscopic means.     

Uraline,a New Norditerpenoid Alkaloid from Aerial Parts of <Emphasis Type="Italic">Delphinium uralense</Emphasis> Nevski

Uraline, a new norditerpenoid alkaloid, was isolated from aerial parts of Delphinium uralense. The structure of 1α,7,8-trihydroxy-6β,14α,16β-trimethoxy-18-N-(2-methyl)succinylanthranoyloxyaconane was ascribed to the new compound on the basis of ¹H and ¹³C NMR, IR, and mass spectra. The known alkaloids methyllycaconitine and delcorine were also isolated from the plant.__________Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 4, 2005, pp. 425–429.Original Russian Text Copyright © 2005 by Gabbasov, Tsyrlina, Spirikhin, Danilov, Yunusov.     

Norditerpenoid alkaloids from Delphinium species

From the aerial parts of four Delphinium species 11 known and 3 new norditerpenoid alkaloids have been isolated: from D. dissectum Huth: delavaine A/B, deoxylycoctonine, methyllycaconitine; new: 10-hydroxymethyllycaconitine; from D. excelsum Reichenb.: delcaroline, delectinine, delterine, methyllycaconitine; new: 10-hydroxymethyllycaconitine, 18-O-methyldelterine and 10-hydroxynudicaulidine; from D. grandiflorum L.: delcosine, deltatsine, grandiflorine, methyllycaconitine; from D. triste Fisch.: delcosine, macrocentridine, 14-dehydrodelcosine. The structures of the new alkaloids were established on the basis of MS, 1H, 13C, DEPT, homonuclear COSY, HMQC and HMBC NMR spectroscopic techniques.     

峨眉翠雀花中生物碱成分的研究

从峨眉翠雀花(Delphinium omeiense)块根中分得12个已知生物碱氨茴酰基牛扁碱(anthranoyllycoctonine)1、牛扁碱(lycoctonine)2、甲基牛扁碱(methyllycaconitine)3、德尔塔生(deltatsine)4、德尔色明甲(delsemine A)5、德尔色明乙(delsemine B)6、delsoline 7、potanine 8、delectine 9、delectinine 10、isodelectine11、kusnesoline 12,除1、2和3外,其余化合物均系首次自该植物中分得.应用光谱学和化学方法鉴定了报告的所有化合物的结构.     

Pubescine A,a cyclopeptide alkaloid from Discaria pubescens

From Discaria pubescens, a new peptide alkaloid, pubescine A (1), belonging to the frangulanine type has been isolated and its structure elucidated. Pubescine A seems to be isomeric to melonovine A. For the first time, d-leucine has been identified in a cyclopeptide alkaloid.     

Epchrosine — a new indole alkaloid isolated from plant cell cultures of Ochrosia elliptica Labill

From plant cell suspension cultures of Ochrosia elliptica Labill. an indole alkaloid of the apparicine type has been isolated, which is not known to occur in differentiated plants. The structure of the new compound, named epchrosine, was established by UV, MS and high resolution two-dimensional ¹H NMR (COSY and NOESY) as (19R,20R)-epoxyapparicine.     

An N-formyl cyclopeptide alkaloid from the bark of zizyphus sativa

From the bark of Zizyphus sativa, previously undescribed cyclopeptide alkaloid, sativanine-F has been isolated. The structure was deduced by spectroscopic methods and chemical degradation. It is a 13-membered cyclopeptide alkaloid and provides the first example of such a naturally occurring N-formyl cyclopeptide alkaloid.     

A 13-membered cyclopeptide alkaloid from Zizyphus sativa

From the bark of Zizyphus sativa a new type of 13-membered cyclopeptide alkaloid, sativanine-D (1) has been isolated. Its structure was proved mainly by mass spectrometry and chemical degradation.     

Racemochrysone,a dihydroanthracenone from Senna racemosa

From the hexane extract of the bark of the stems of Senna racemosa (syn. Cassia racemosa) a new dihydroanthracenone derivative, named racemochrysone, was isolated. Its structure was established as 8,9-dihydroxy-3-methoxy-2,2,6-trimethyl-(2H)-anthracen-1-one based on spectroscopical data, mainly 1D and 2D NMR experiments. In addition beta-sitosterol, stigmasterol, chrysophanol and physcion were obtained. From the leaves extracts the piperidine alkaloid cassine and the hexitol pinitol were obtained.     

8-Oxo-erythraline,a naturally-occurring principal alkaloid from Erythrina crista-galli

The principal alkaloid of the leaves of a commercially available variety of Erythrina crista-galli, has been identified by mass and ¹H NMR spectroscopy as 8-oxo-erythraline.     

Norditerpenoid alkaloids from the roots of Aconitum heterophyllum Wall with antibacterial activity

Two new aconitine-type norditerpenoid alkaloids 6-dehydroacetylsepaconitine (1) and 13-hydroxylappaconitine (2), along with three known norditerpenoid alkaloids lycoctonine, delphatine and lappaconitine were isolated from the roots of the Aconitum heterophyllum Wall. These compounds exhibited significant antibacterial activity. The structure of compound 1 and 2 were deduced on the basis of their spectral data.     

Megistolactone, a new alkaloid from Sarcomelicope megistophylla

A new quinolone alkaloid, megistolactone (1) was isolated from the bark of Sarcomelicope megistophylla. Its structure has been elucidated on the basis of MS and NMR data. From a biogenetic point of view, this compound should be considered as an oxidation product of 1,2,3,4-tetra-O-subsituted acridone alkaloids, which are also present in the bark.     

Iseluxine: a novel isoquinolinone alkaloid from Iseia luxurians

A novel isoquinolinone alkaloid, iseluxine (1), has been isolated from the epigeal parts of Iseia luxurians (MORIC.) O'DONELL (Convolvulaceae), a climber indigenous to the tropical Americas. Structural elucidation was achieved by HRMS, 1H NMR, 13C NMR, and HMBC spectroscopy. N- and/or O-methyl derivatives of 1 are already known from certain Magnoliidae families, e.g., the Fumariaceae, the Lauraceae, or the Papaveraceae. Iseluxine, the "missing link" in the biosynthesis of these methyl derivatives from dopamine, is the first isoquinolinone alkaloid characterized by a catechol substructure.     

Mukonal,a probable biogenetic intermediate of pyranocarbazole alkaloids from murraya koenigii

Mukonal, a carbazole alkaloid has been isolated from Murraya koenigii. The structure of the compound has been established as 2-hydroxy-3-formyl carbazole based on physical (UV, IR, ¹H NMR, ¹³C NMR and mass spectrometry) and chemical transformations.     

Neopetrosiamine A,biologically active bis-piperidine alkaloid from the Caribbean sea sponge Neopetrosia proxima

A new tetracyclic bis-piperidine alkaloid, neopetrosiamine A (1), has been extracted from the marine sponge Neopetrosia proxima collected off the west coast of Puerto Rico. The structure of compound 1 was elucidated by analysis of spectroscopic data coupled with careful comparisons of its ¹H and ¹³C NMR data with those of a well-known 3-alkylbis-piperidine alkaloid model. The new alkaloid displayed strong in vitro cytotoxic activity against a panel of cancer cell lines as well as in vitro inhibitory activity against the pathogenic microbes Mycobacterium tuberculosis and Plasmodium falciparum.     

Cycleanine from Synclisia scabrida: conformational information from the 1H NMR spectrum at 300 MHz

Cycleanine, a bisbenzylisoquinoline alkaloid, has been isolated from the roots of Synclisia scabrida. The ¹H NMR spectrum at 300 MHz reveals that, in chloroform solution, cycleanine has a conformation whereby ring B partly shields ring C′ and ring C is similarly influenced by ring B′.     

(+)-Kuraramine,a possible metabolite of (−)-N-methylcytisine in flowers of Sophora flavescens

From the flowers of Sophora flavescens, a new dipiperidine-type alkaloid, (+)-kuraramine, has been isolated together with (+ )-mamanine and the oth     

Echinozolinone,an alkaloid from Echinops echinatus

In addition to echinopsine and echinopsidine, a new alkaloid, echinozolinone, has been identified in Echinops echinatus as 3(2-hydroxyethyl)-4(3H)-quinazolinone from its spectral data. This is the first report of alkaloids from this plant and the first occurrence of a 4-quinazolinone alkaloid in the Compositae.