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Naringenin trimethyl ether Sale

(Synonyms: 柚皮素三甲醚) 目录号 : GC36695

Naringenin trimethyl ether 是四季米仔兰枝、叶的一种成分。Naringenin trimethyl ether 具有显著的杀螺活性,对 P. canaliculata 作用的 LC50 值为 3.9 μg/ mL。

Naringenin trimethyl ether Chemical Structure

Cas No.:38302-15-7

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5mg
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产品描述

Naringenin trimethyl ether is a constituent of twigs and leaves of Aglaia duperreana. Naringenin trimethyl exhibits significant molluscicidal activity, with a LC50 of 3.9 μg/ mL for P. canaliculata[1]. LC50: 3.9 μg/ mL (P. canaliculata)[1]

[1]. Zhang H, et al. Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves. Fitoterapia. 2012 Sep;83(6):1081-6.

Chemical Properties

Cas No. 38302-15-7 SDF
别名 柚皮素三甲醚
Canonical SMILES COC1=C2C(O[C@H](C3=CC=C(OC)C=C3)CC2=O)=CC(OC)=C1
分子式 C18H18O5 分子量 314.33
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.1814 mL 15.9068 mL 31.8137 mL
5 mM 0.6363 mL 3.1814 mL 6.3627 mL
10 mM 0.3181 mL 1.5907 mL 3.1814 mL
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Research Update

Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids

J Org Chem 2019 Aug 16;84(16):10012-10023.PMID:31322349DOI:10.1021/acs.joc.9b01162.

A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as Naringenin trimethyl ether, in yields up to 92%.

Molluscicidal activity of Aglaia duperreana and the constituents of its twigs and leaves

Fitoterapia 2012 Sep;83(6):1081-6.PMID:22595538DOI:10.1016/j.fitote.2012.05.003.

The methanol (MeOH) extract of the twigs and leaves of Aglaia duperreana was investigated for its molluscicidal activity against Pomacea canaliculata. The extract was found to exhibit significant molluscicidal activity. The ethyl acetate soluble fraction of the extract showed the most potent molluscicidal activity among different solvent fractions. The bioactivity-guided chemical investigation of the ethyl acetate soluble fraction led to a new triterpenoid along with 15 known compounds. Their structures were elucidated by spectroscopic methods, including one- and two-dimensional nuclear magnetic resonance techniques as well as mass spectroscopic analysis. The molluscicidal activities of compounds 2-16 against P. canaliculata were also investigated. Naringenin trimethyl ether showed significant molluscicidal activity with a median lethal concentration (LC(50)) of 3.9 μg/mL, which was indicated higher potency than the positive control, tea saponin (LC(50)=4.5 μg/mL).

(Rel)-1beta,2alpha-di-(2,4-dihydroxy-6-methoxybenzoyl)-3beta, 4alpha-di-(4-methoxyphenyl)-cyclobutane and other flavonoids from the aerial parts of Goniothalamus gardneri and Goniothalamus thwaitesii

Phytochemistry 2000 Nov;55(5):439-46.PMID:11140605DOI:10.1016/s0031-9422(00)00346-0.

The aerial parts of Goniothalamus gardneri (Annonaceae) has yielded the known flavonoids 2'-hydroxy-4,4',6'-trimethoxychalcone (flavokawain A), 2',4'-dihydroxy-4,6'-dimethoxydihydrochalcone, 4,2',4'-trihydroxy-6'-methoxydihydrochalcone, 5,7,4'-trimethoxyflavanone (Naringenin trimethyl ether) and 7-hydroxy-5,4'-dimethoxyflavanone (tsugafolin) together with three novel compounds, the dimer characterised as (rel)-1beta,2alpha-di-(2,4-dihydroxy-6-methoxybenzoyl)-3beta,4alpha-di-(4-methoxyphenyl)-cyclobutane, 2',4'-dihydroxy-4,6'-dimethoxychalcone and 2'-hydroxy-4,4',6'-trimethoxydihydrochalcone. The last two have previously been synthesised but appear to be new natural products. A similar study of the aerial parts of G. thwaitesii led only to the isolation of the known flavonoids myricetin 4'-O-methyl ether-3-O-alpha-L-rhamnopyranoside (mearnsitrin) and myricetin-3-O-methyl ether (annulatin), together with the triterpenes friedelinol, friedelin and betulinic acid. All compounds were identified by spectroscopic analysis and, for known compounds, by comparison with published data.