Leucoflavonine, a new bioactive racemic flavoalkaloid from the leaves of Leucosceptrum canum.
Bioorg Med Chem
; 27(2): 442-446, 2019 01 15.
Article
em En
| MEDLINE
| ID: mdl-30579802
ABSTRACT
A new flavoalkaloid racemate, leucoflavonine (1), together with its flavonoid precursor pectolinarigenin (2), was isolated from the leaves of Leucosceptrum canum collected from Tibet. Its structure was established by comprehensive spectroscopic analysis. Chrial separation of the enantiomers of 1 was achieved, and their absolute configurations were determined as S-(+)- and R-(-)-leucoflavonines ((+)-1a and (-)-1b) by comparison of their computational and experimental optical rotations. Biological assays indicated that both (+)-1a and (-)-1b exhibited inhibitory activity against acetylchlorinesterase (AChE) in vitro (IC50â¯=â¯68.0⯱â¯8.6 and 18.3⯱â¯1.8⯵M, respectively). Moreover, (-)-1b displayed cytotoxicity against human hepatoma cells HepG2 (IC50â¯=â¯52.9⯱â¯3.6⯵M), and inhibited the production of interleukelin-2 (IL-2) in Jurkat cells (IC50â¯=â¯16.5⯱â¯0.9⯵M), while (+)-1a showed no obvious activity in these assays.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Temas:
Geral
Base de dados:
MEDLINE
Assunto principal:
Acetilcolinesterase
/
Inibidores da Colinesterase
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Interleucina-2
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Folhas de Planta
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Lamiaceae
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Flavonas
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Alcaloides
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Antineoplásicos Fitogênicos
Limite:
Animals
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Humans
Idioma:
En
Revista:
Bioorg Med Chem
Assunto da revista:
BIOQUIMICA
/
QUIMICA
Ano de publicação:
2019
Tipo de documento:
Article