Casuarinines A-J, lycodine-type alkaloids from Lycopodiastrum casuarinoides.
J Nat Prod
; 76(8): 1475-84, 2013 Aug 23.
Article
en En
| MEDLINE
| ID: mdl-23941108
ABSTRACT
Ten new lycodine-type alkaloids, named casuarinines A-J (1-10), along with eight known analogues (11-18), were isolated from the whole plant of Lycopodiastrum casuarinoides . The new structures were established by spectroscopic methods and chemical transformations. Casuarinines A-D (1-4) and J (10) are common lycodine alkaloids possessing four connected six-membered rings, while tricyclic casuarinines E-H (5-8) are the piperidine ring cleavage products. In particular, casuarinine I (9) has an unprecedented five-membered tetrahydropyrrole ring instead of the piperidine ring. A plausible biosynthetic pathway to 9 is proposed. Among the compounds reported, casuarinine H (8) exhibited significant neuroprotective effect against hydrogen peroxide (H2O2)-induced neuronal cell damage in human neuroblastoma SH-SY5Y cells, while casuarinines C (3) and I (9) showed moderate inhibitory activity against acetylcholinesterase (AChE).
Texto completo:
1
Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Inhibidores de la Colinesterasa
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Fármacos Neuroprotectores
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Lycopodiaceae
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Alcaloides
Límite:
Humans
Idioma:
En
Revista:
J Nat Prod
Año:
2013
Tipo del documento:
Article