Über ein neues alkaloid aus alangium lamarckii thw.

Popelak, A.; Haack, E.; Spingler, H.

doi:10.1016/s0040-4039(00)70243-7

Cited by 12 publications

(4 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This has also been observed for the natural series. [1,24,29,30] While azaemetines 5 and 14 behaved in a similar manner to their natural counterparts with respect to the chemical shift, line shape, and coupling pattern of the H-1' resonances, nuclear Overhauser effect (NOE) data indicated an unusual behavior for compounds 21 and 22. As in the natural series, one of the compounds (21) showed the downfield shifts in the A-ring observed for the iso-series, but failed to show the characteristic triplet for the H1' signal.…”

mentioning

confidence: 90%

Synthesis of Bioactive 2‐Aza‐Analogues of Ipecac and Alangium Alkaloids

et al. 2010

View full text Add to dashboard Cite

mentioning

confidence: 90%

Synthesis of Bioactive 2‐Aza‐Analogues of Ipecac and Alangium Alkaloids

et al. 2010

View full text Add to dashboard Cite

“…Subsequent chromatographic separation of A. villusom fractions resulted in the isolation and characterization of nine secondary metabolites, including four new benzoquinolizidine N -oxides, tubulosine N β 5 -oxide ( 15 ), isotubulosine N α 5 -oxide ( 16 ), 9-demethyltubulosine N β 5 -oxide ( 17 ), and 9-demethylisotubulosine N α 5 -oxide ( 18 ), along with the known tubulosine ( 19 ) , and its analogues isotubulosine ( 20 ), , 9-demethyltubulosine ( 21 ), 9-demethylisotubulosine ( 22 ), , and deoxytubulosine ( 23 ). , …”

Section: Resultsmentioning

confidence: 99%

“…Subsequent chromatographic separation of the fractions of G. superba resulted in the isolation and characterization of 14 secondary metabolites, including four new lumicolchicine glucosides, β-lumicolchicosides A−C (1−3) and γ-lumicolchicoside A (4), together with the known 2-O-demethyl-βlumicolchicine (5), 56 2-O-demethyl-N-deacetyl-N-formyl-βlumicolchicine (6), 57 N-deacetyl-N-formyl-β-lumicolchicine (7), 58 β-lumicolchicine (8), 59 colchicine (9), 59 3-O-demethylcolchicine (10), 60 2-O-demethylcolchicine (11), 61 N-deacetyl-N-formylcolchicine (12), 62 2-O-demethyl-N-deacetylformylcolchicine (13), 61 and cornigerine (14). 63 Subsequent chromatographic separation of A. villusom fractions resulted in the isolation and characterization of nine secondary metabolites, including four new benzoquinolizidine N-oxides, tubulosine N β 5 -oxide (15), isotubulosine N α 5 -oxide (16), 9-demethyltubulosine N β 5 -oxide (17), and 9-demethylisotubulosine N α 5 -oxide (18), along with the known tubulosine (19) 64,65 and its analogues isotubulosine (20), 66,67 9demethyltubulosine (21), 68 9-demethylisotubulosine (22), 67,69 and deoxytubulosine (23). 70,71 β-Lumicolchicoside A (1) was isolated as an optically active pale yellow powder with an [α] D value of +41.4.…”

mentioning

confidence: 99%

A Grand Challenge. 3. Unbiased Phenotypic Function of Metabolites from Australia Plants Gloriosa superba and Alangium villosum against Parkinson’s Disease

et al. 2020

View full text Add to dashboard Cite

As part of a continuing research program aiming to identify chemical probes to interrogate Parkinson's disease (PD), we have investigated the Australian plants Gloriosa superba and Alangium villosum. The chemical investigations of G. superba resulted in the isolation of four new alkaloids, β-lumicolchicosides A−C (1−3) and γ-lumicolchicoside A (4), together with four lumicolchicine derivatives (5−8) and six colchicine analogues (9− 14) as known structures. The chemical investigations of A. villosum resulted in the isolation of four new benzoquinolizidine N-oxides, tubulosine N β 5 -oxide (15), isotubulosine N α 5 -oxide (16), 9demethyltubulosine N β 5 -oxide (17), and 9-demethylisotubulosine N α 5 -oxide (18), together with five known benzoquinolizidine alkaloids (19−23). The chemical structures of the new compounds (1−4 and 15−18) were characterized unambiguously by extensive analysis of their NMR and MS data. Unbiased multidimensional profiling was used to investigate the phenotypic profiles of all of the metabolites. The results show that the lead probes have different effects on cellular organelles that are implicated in PD in patient-derived cells.

show abstract

“…-61 .0 (c= 0.50, EtOH); MS m/z (relative intensity): 306 (12), 305 (M +) (66), 304 (100), 260 (11), 233 (10), 232…”

Section: This Suggestionmentioning

confidence: 99%