Journal
MOLECULES
Volume 23, Issue 8, Pages -Publisher
MDPI
DOI: 10.3390/molecules23081933
Keywords
Oryza sativa L; Gramineae; rice leaves and straw; new chemical constituents; cytotoxicity test; allelopathic activities; E. oryzicola
Funding
- Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Science, ICT and Future Planning [2015R1A2A1A15051532]
- Konkuk University
- National Research Foundation of Korea [2015R1A2A1A15051532] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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Four new constituents, as 5, 7-dihydroxy-4-methoxyflavonol-3-O-beta-D-arabinopyranosyl-(21)-O-beta-d-arabinopyrnosyl- 2'''-O-3'''', 7''''-dimethylnonan-1''''-oate (1), 5-hydroxy-7, 4'-dimethoxyflavone-5-O-alpha-D-arabinopyranosyl-(2-> 1''')-O-alpha-d-arabinopyranosyl-2'''-O-3'''', 7''''-dimethylnonan-1''''-oate (2), 5-hydroxy-7, 4'-dimethoxyflavone-5-O-beta-D-arabinofuranosyl-(21''')-O-beta-D-arabinopyranosyl-2'''-O-lanost-5-ene (3) and 4',4''-diferuloxy feruloyl-O-alpha-D-arabinopyranosyl-(2a -> 1b)-O-alpha-D-arabinopyranosyl-(2b -> 1c)-O-alpha-D-arabinopyranosyl-(2c -> 1d)-O-alpha-D-arabinopyranosyl-(2d -> 1e)-O-alpha-D-arabinopyranosyl-2e-3''', 7'''-dimethylnonan-1'''-oate (4), along with three known compounds (5-7) were isolated from Oryza sativa leaves and straw. The structures of new and known compounds were elucidated by 1D (H-1 and C-13 NMR) and 2D NMR spectral methods, viz: COSY, HMBC, and HSQC aided by mass techniques and IR spectroscopy. The cytotoxicity of these constituents was assessed by using (RAW 264.7) mouse macrophage cell line, and allelopathic effects of compounds (1-7) on the germination and seedling growth characteristics such as seedling length and root length of barnyardgrass (Echinochloa oryzicola) were evaluated. Significant inhibitory activity was exhibited by compounds comprising flavone derivatives such as (1-3) on all of seed germination characteristics. The allelopathic effect of flavone derivatives were more pronounced on seedling length and root length than the germination characteristics. The higher concentration of flavone derivatives showed stronger inhibitory effects, whereas the lower concentrations showed stimulatory effects in some cases.
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