[Chemical structure and bioactivity of cis-5'-oxopropylnicotine].
Zhongguo Zhong Yao Za Zhi
; 41(4): 689-693, 2016 Feb.
Article
em Zh
| MEDLINE
| ID: mdl-28871694
ABSTRACT
In this paper, the chemical constituents and bioactivities of leaves of Nicotiana tabacum were investigated. Six compounds were isolated by means of various chromatographic techniques (silica gel, Sephadex LH-20, MCI GEL CHP-20P and HPLC), and their structures were elucidated as cis-5'-(2-oxopropyl)-nicotine (1), 3-O-(9, 12, 15-octadecatrienoyl)-glyceryl-ß-D-galactppyranoside (2), (l'R, 2R, 5S, 10R)-2-(1', 2'-dihydroxy-l'-methylethyl)-6, 10-dimethylspiro [4, 5] dec-6-en-8-one (3), (l'S, 2R, 5S, l0R)-2-(1', 2'-dihydroxy-l'-methylethyl)-6, 10-dimethylspiro [4, 5] dec-6-en-8-one (4),2, 3-dihydroxypropyl-ß-D-galactoside (5) and phenylethyl ß-D-glucopyranoside (6) by extensive spectroscopic analyses (UV, IR, MS, 1D- and 2D-NMR). Among them, compound 1 is a new alkaloid, and compounds 2-6 are isolated for the first time from N. tabacum. Compounds 1 and 2 were assayed for agitating activities on transient receptor potential vanilloid 1 (TRPV1), melatonin receptor 1 and 2 (MT1 and MT2), 1 showed agitating rate of 55.41% (1.53mmolâ¢L⻹) on MT2 and 2 possessed agitating rate of 128.11% (0.59 mmolâ¢L⻹) and 52.00% (0.73mmolâ¢L⻹) on TRPV1 and MT1, respectively.
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Texto completo:
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Base de dados:
MEDLINE
Assunto principal:
Nicotiana
/
Extratos Vegetais
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Alcaloides
Limite:
Animals
Idioma:
Zh
Revista:
Zhongguo Zhong Yao Za Zhi
Assunto da revista:
FARMACOLOGIA
/
TERAPIAS COMPLEMENTARES
Ano de publicação:
2016
Tipo de documento:
Article
País de afiliação:
China