Configurational and conformational analysis of highly oxygenated pyrrolizidines: definitive identification of same naturally occurring 7a-epi-alexines

Configurational and conformational analysis of highly oxygenated pyrrolizidines: definitive identification of same naturally occurring 7a-epi-alexines

The NMR spectra of a number of naturally occurring alexines (tetrahydroxylated pyrrolizidine alkaloids) are analyzed and the consequences of changes in the configuration on the conformation of these bicyclic systems discussed. Unambiguous syntheses of australine (7-epi-alexine) and of 7,7a- epi-alex...

Ausführliche Beschreibung

Bibliographische Detailangaben
Hauptverfasser:	Wormald, MR, Nash, R, Hrnciar, P, White, J, Molyneux, R, Fleet, G
Format:	Journal article
Sprache:	English
Veröffentlicht:	1998

Ähnliche Einträge

CASUARINE - A VERY HIGHLY OXYGENATED PYRROLIZIDINE ALKALOID
von: Nash, R, et al.
Veröffentlicht: (1994)

ALEXINES FROM HEPTONOLACTONES
von: Choi, S, et al.
Veröffentlicht: (1991)

Polyhydroxylated pyrrolizidine alkaloids from transannular iodoaminations: application to the asymmetric syntheses of (-)-hyacinthacine A1, (-)-7a-epi-hyacinthacine A1, (-)-hyacinthacine A2, and (-)-1-epi-alexine.
von: Brock, E, et al.
Veröffentlicht: (2013)

Asymmetric syntheses of the 1-hydroxymethyl-2-hydroxy substituted pyrrolizidines (−)-macronecine, (−)-petasinecine, (−)-1-epi-macronecine, (+)-1-epi-petasinecine and (+)-2-epi-rosmarinecine
von: Brambilla, M, et al.
Veröffentlicht: (2016)

Polyhydroxylated pyrrolidine and pyrrolizidine alkaloids from Hyancinthoides non-scripta and Scilla campanulata.
von: Kato, A, et al.
Veröffentlicht: (1999)

2 ALEXINES [3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINES] FROM CASTANOSPERMUM-AUSTRALE
von: Nash, R, et al.
Veröffentlicht: (1990)

3-epi-casuarine monohydrate
von: Newton, C, et al.
Veröffentlicht: (2004)

3,7,7a-tri-epi-casuarine pentaacetate
von: Punzo, F, et al.
Veröffentlicht: (2006)

Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine
von: Van Ameijde, J, et al.
Veröffentlicht: (2006)

Pyrrolizidine alkaloids.
von: Robertson, J, et al.
Veröffentlicht: (2014)

Isolation of the pyrrolizidine alkaloid 1-epialexine from Castanospermum australe
von: Jones, L, et al.
Veröffentlicht: (2010)

Sameness, definition, and essence
von: Peramatzis, M
Veröffentlicht: (2014)

New polyhydroxylated pyrrolidine, piperidine, and pyrrolizidine alkaloids from Scilla sibirica.
von: Yamashita, T, et al.
Veröffentlicht: (2002)

Synthesis of casuarines [pentahydroxylated pyrrolizidines] by sodium hydrogen telluride-induced cyclisations of azidodimesylates
von: Bell, A, et al.
Veröffentlicht: (1997)

Synthesis of fully substituted polyhydroxylated pyrrolizidines via Cope-House cyclization.
von: Zhang, W, et al.
Veröffentlicht: (2011)

SYNTHESIS FROM D-GLUCOSE OF ALEXINE [(1R,2R,3R,7S,8S)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE], 3-EPIALEXINE AND 7-EPIALEXINE
von: Fleet, G, et al.
Veröffentlicht: (1988)

5-epi-deoxyrhamnojirimycin is a potent inhibitor of an alpha-L-rhamnosidase: 5-epi-deoxymannojirimycin is not a potent inhibitor of an alpha-D-mannosidase
von: Davis, B, et al.
Veröffentlicht: (1998)

Flexible strategy for the synthesis of pyrrolizidine alkaloids.
von: Donohoe, T, et al.
Veröffentlicht: (2008)

New polyhydroxylated pyrrolizidine alkaloids from Muscari armeniacum: structural determination and biological activity
von: Asano, N, et al.
Veröffentlicht: (2000)

ISOLATION FROM ALEXA-LEIOPETALA AND X-RAY CRYSTAL-STRUCTURE OF ALEXINE, (1R,2R,3R,7S,8S)-3-HYDROXYMETHYL-1,2,7-TRIHYDROXYPYRROLIZIDINE [(2R,3R,4R,5S,6S)-2-HYDROXYMETHYL-1-AZABICYCLO[3.3.0]OCTAN-3,4,6-TRIOL], A UNIQUE PYRROLIZIDINE ALKALOID
von: Nash, R, et al.
Veröffentlicht: (1988)

Pyrrolizidine alkaloids: occurrence, biology, and chemical synthesis
von: Robertson, J, et al.
Veröffentlicht: (2016)

Asymmetric and enantiospecific syntheses of 1-hydroxymethyl pyrrolizidine alkaloids
von: Brambilla, M, et al.
Veröffentlicht: (2014)

ISOLATION OF 7A-EPIALEXAFLORINE FROM LEAVES OF ALEXA-GRANDIFLORA - A UNIQUE PYRROLIZIDINE AMINO-ACID WITH A CARBOXYLIC-ACID SUBSTITUENT AT C-3
von: Pereira, A, et al.
Veröffentlicht: (1991)

Total synthesis of the pyrrolizidine alkaloid natural product NP25302
von: Stevens, K, et al.
Veröffentlicht: (2011)

Terminal exon definition occurs cotranscriptionally and promotes termination of RNA polymerase II.
von: Dye, M, et al.
Veröffentlicht: (1999)

On the failure configuration of suspended tubular strings when helical buckling just occurs
von: Zhang, Qiang, et al.
Veröffentlicht: (2021)

The effects of the pyrrolizidine alkaloid, heliotrine, and nicotinamide on the concentration of plasma insulin and blood glucose in the rat.
von: Schoental, R, et al.
Veröffentlicht: (1976)

ASYMMETRIC-SYNTHESIS OF (-)-ACTINONIN AND (-)-EPI-ACTINONIN
von: Bashiardes, G, et al.
Veröffentlicht: (1993)

Marketing and communications issues in EPI programs
von: Israel, Ronald C.
Veröffentlicht: (2008)

Putidaredoxin binds to the same site on cytochrome P450cam in the open and closed conformation
von: Liou, S, et al.
Veröffentlicht: (2017)

Conformational-configurational characteristics of water-soluble acrylamide polymers
von: Chen, Tong, 1960-
Veröffentlicht: (2005)

Epi-Sarsasapogenin and epi-smilagenin: two sapogenins isolated from the rumen content of sheep intoxicated by Brachiaria decumbens
von: Lajis, Nordin H., et al.
Veröffentlicht: (1993)

Synthesis of legonmycins A and B, C(7a)-hydroxylated bacterial pyrrolizidines
von: Lewis, W, et al.
Veröffentlicht: (2021)

Asymmetric synthesis of polyhydroxylated pyrrolizidines via transannular iodoamination with concomitant N-debenzylation.
von: Brock, E, et al.
Veröffentlicht: (2011)

The absolute configuration of 1-epialexine hemihydrate.
von: Thompson, A, et al.
Veröffentlicht: (2008)

Naturally occurring glucokinase mutations at the same amino acid residue cause opposite clinical phenotypes of hypo- and hyperglycaemia
von: Beer, N, et al.
Veröffentlicht: (2010)

IMINOHEPTITOLS AS GLYCOSIDASE INHIBITORS - SYNTHESIS OF, AND MANNOSIDASE AND FUCOSIDASE INHIBITION BY, ALPHA-HOMOMANNOJIRMYCIN AND 6-EPI-HOMOMANNOJIRMYCIN
von: Bruce, I, et al.
Veröffentlicht: (1989)

Synthesis of epi-chloranthalactones A, B, D and E
von: Fenlon, T, et al.
Veröffentlicht: (2018)

The rate-limiting step of DNA synthesis by DNA polymerase occurs in the fingers-closed conformation
von: Evans, GW, et al.
Veröffentlicht: (2021)

Two new epimers of C15-acetogenin, 4-epi-isolaurallene and 4-epi-itomanallene A as diastereomeric model
von: Phan, Chin Soon, et al.
Veröffentlicht: (2020)