Two new flavonoid glycosides from Artemisia frigida Willd

An investigation of the n-BuOH-soluble fraction from the aerial parts of Artemisia frigida has led to the isolation of two new flavonoid glycosides, named friginoside A and friginoside B. Their structures were characterized as 5,7-dihydroxy-3',4',5'-trimethoxy flavone 7-O-β-d-glucuronide (1) and 5,7-dihydroxy-3',4',5'-trimethoxyflavone 7-O-β-d-glucuronyl-(1?→?2)O-β-d-glucuronide (2) on the basis of 1D and 2D NMR spectral analysis.     

Two new flavonoid glycosides from Artemisia frigida Willd.

An investigation of the n-BuOH-soluble fraction from the aerial parts of Artemisia frigida has led to the isolation of two new flavonoid glycosides, named friginoside A and friginoside B. Their structures were characterized as 5,7-dihydroxy-3′,4′,5′-trimethoxy flavone 7-O-β-d-glucuronide (1) and 5,7-dihydroxy-3′,4′,5′-trimethoxyflavone 7-O-β-d-glucuronyl-(1 → 2)O-β-d-glucuronide (2) on the basis of 1D and 2D NMR spectral analysis.     

小花鬼针草中酚酸类成分及其抑制组胺释放活性

目的研究小花鬼针草(Bidens parvifloraWilld.)全株的化学成分,寻找抑制组织胺释放的活性成分。方法采用多种色谱方法分离化合物,用波谱学方法鉴定化合物结构,通过抑制组织胺释放实验探讨活性。结果分离鉴定了6种酚酸类化合物,分别是奎尼酸(1)、咖啡酸(2)、2,3,4-三羟基异戊酸-2(3)、原儿茶酸(4)、对羟基桂皮酸(5)、3,5-二[1-O-(5-咖啡酰)喹宁酸基]-4-咖啡酰喹宁酸(6)。结论化合物1~6为首次从该植物中分离得到,化合物6为新化合物。部分化合物显示一定的抑制组织胺释放活性。     

Two new sesquiterpene lactone glycosides from Artemisia frigida Willd.

The investigation of EtOAc-soluble fraction from the aerial parts of Artemisia frigida has led to the isolation of two new sesquiterpene lactone glycosides, named as artemofriginoside A and artemofriginoside B. Their structures were characterized as 3β-(β-d-glucopyranosyloxy)-8β-(p-hydroxyphenylacetyloxy)-4(15),10(14),11(13)-guaiatrien-1α,5β,6β,7αH-12,6-olide (1) and β-(β-d-glucopyranosyloxy)-8β-(2-hydroxy-3-methylbutanoyloxy)-4(15),10(14),11(13)-guaiatrien-1α,5β,6β,7αH-12,6-olide (2), on the basis of 1D and 2D NMR spectral analysis.     

Galloylpaeoniflorin,a new acylated monoterpene glucoside from Paeony root

A new acylated monoterpene glucoside, galloylpaeoniflorin, was isolated from Paeony root. The structure was determined by chemical and spectroscopic methods.     

A new monoterpene glycoside and antibacterial monoterpene glycosides fromPaeonia suffruticosa

Antibacterial activity-guided fractionation of the CHCI3-MeOH (1:1) extract of Paeonia suffruticosa root bark furnished three monoterpene glycosides, 6-O-vanillyoxypaeoniflorin (1), mudanpioside-H (2), and galloyl-oxypaeoniflorin (3). Of the isolated compounds, compound 1 is a new compound. All isolated compounds showed broad, but moderate, antibacterial activity with minimum inhibitory concentration (MIC) values in the range of 100 to 500 microg/mL against eighteen pathogenic microorganisms of concern for public health or zoonosis.     

Lipoxygenase-inhibiting phenolic glycosides and monoterpene glycosides from Paeonia lactiflora

The EtOH extract of the roots of Paeonia lactiflora afforded a new phenolic glycoside paenoside A (1) and a new monoterpene glycoside paeonin D (2), and five known monoterpene glycosides. Their structures were elucidated on the basis of spectroscopic means and hydrolysis products. All compounds displayed inhibitory potential against enzyme lipoxygenase.     

Three new monoterpene glycosides from the roots of Paeonia lactiflora

Three new monoterpene glycosides, 2′-O-benzoylpaeoniflorin, albiflorin R₂, and albiflorin R₃ (1–3) were isolated from the roots of Paeonia lactiflora. Their structures were elucidated on the basis of spectroscopic means including one- and two-dimensional NMR experiments.     

大叶橐吾中的黄酮醇苷和单萜苷(英文)

目的 研究大叶橐吾的化学成分。方法应用多种色谱方法和色谱材料进行提取、分离和纯化,用各种现代光谱方法解析结构。结果从大叶橐吾根茎的乙醇提取物中分离纯化到四个黄酮醇苷和两个单萜苷,分别为甲基鼠李素-3-O-β-D-芸香糖苷(1),鼠李素-3-O-β-D-芸香糖苷(2),芦丁(3),阿福豆苷(4),桦木苷(5)和3,7-dimethyloct-1-ell-3,8-dio1-8-O-β-D-glucopyranoside(6)。结论所有化合物均为首次从该种植物中分离纯化得到。     

Two new aromatic monoterpene derivatives from Carpesium lipskyi

From the whole plants of Carpesium lipskyi, two new monoterpene derivatives, 2-(2'-methoxy-p-tolyl)glyceryl 1,3-di-isobutyrate and 2-(2'-methoxy-p-tolyl)glyceryl 1-isobutyrate-3-acetate were isolated. Their structures were elucidated by spectroscopic methods including 2D-NMR techniques (HMQC, HMBC).     

New phenethyl alcohol glycosides from Stachys parviflora

Phytochemical investigations of the whole plant of Stachys parviflora (Lamiaceae) resulted in the isolation of two new phenethyl alcohol glycosides. The structures of the new compounds named parviflorosides A and B were established as 2-(3,4-dihydroxyphenyl)-ethyl-O-α-l-rhamnopyranosyl-(1 → 2)-4-O-E-caffeoyl-β-d-glucopyranoside (1) and 2-(3,4-dihydroxyphenyl)-ethyl-O-α-l-rhamnopyranosyl-(1 → 2)-6-O-E-caffeoyl-β-d-glucopyranoside (2), respectively. The structure elucidation of the new compounds was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.     

New phenethyl alcohol glycosides from Stachys parviflora

Phytochemical investigations of the whole plant of Stachys parviflora (Lamiaceae) resulted in the isolation of two new phenethyl alcohol glycosides. The structures of the new compounds named parviflorosides A and B were established as 2-(3,4-dihydroxyphenyl)-ethyl-O-alpha-L-rhamnopyranosyl-(1 --> 2)-4-O-E-caffeoyl-beta-D-glucopyranoside (1) and 2-(3,4-dihydroxyphenyl)-ethyl-O-alpha-L-rhamnopyranosyl-(1 --> 2)-6-O-E-caffeoyl-beta-D-glucopyranoside (2), respectively. The structure elucidation of the new compounds was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.     

Two new glycosides from Carduus acanthoides

Two new glycosides, syringic acid-4-O-β-l-arabinopyranoside (1) and kaempferol-3-O-α-l-rhamnopyranosyl-7-O-β-d-glucuronopyranoside (2), were isolated from whole plants of Carduus acanthoides (Asteraceae), and their structures were elucidated on the basis of spectroscopic analysis.     

Two new glycosides from Leonurus japonicus

Two new glycosides, 1,6-di-O-syringoyl-β-d-glucopyranose (1) and quercetin 3-O-[(3-O-syringoyl-α-l-rhamnopyranosyl)-(1 → 6)-β-d-glucopyranoside] (2), along with seven known compounds were isolated from the MeOH extract of Leonurus japonicus. The structures of these compounds were elucidated by spectral analysis.     

Two new phenolic glycosides from Inula cappa

Two new phenolic glycosides, syringic acid-4-O-α-L-rhamnoside (1) and ( ? )-hydnocarpin-7-O-β-D-glucoside (2), were isolated from the traditional Chinese medicinal herb Inula cappa. The structures of the new compounds were elucidated by means of spectroscopic methods such as 1D, 2D NMR, and HR-ESI-MS.     

Two new isoflavone glycosides from Pueraria lobata

Two new isoflavone diglycosides, formononetin 8-C-[beta-D-apiofuranosyl-(1 --> 6)]-beta-D-glucopyranoside (1) and formononetin 8-C-[beta-D-xylopyranosyl-(1 --> 6)]-beta-D-glucopyranoside (2), were isolated from the roots of Pueraria lobata, together with four known compounds, 4'-methoxypuerarin (3), daidzin (4), genistin (5), and daidzein (6). The structures of these compounds were elucidated by the spectroscopic methods.     

Two new coumarin glycosides from Peucedanum praeruptorum

Two new coumarin glycosides, praerosides VI (1) and VII (2), were isolated from the roots of Peucedanum praeruptorum Dunn. Their structures were elucidated by chemical reaction and NMR spectroscopic methods.     

Two new alkyl glycosides from Clerodendranthus spicatus

Two new alkyl glycosides, 3-O-β-d-apifuranosyl-(1 → 6)-O-β-d-glucopyranosyl-(3S)-oct-1-en-3-ol (1, clerspide A) and 3-O-β-d-apifuranosyl-(1 → 6)-[β-d-xylopyranosyl-(1 → 2)]-O-β-d-glucopyranosyl-(3S)-oct-1-en-3-ol (2, clerspide B), have been isolated from the whole plants of Clerodendranthus spicatus (Labiatae). Their structures were established on the basis of spectroscopic analyses and chemical method.     

Two new isoflavone glycosides from Pueraria lobata

Two new isoflavone diglycosides, formononetin 8-C-[beta-d-apiofuranosyl-(1 --> 6)]-beta-d-glucopyranoside (1) and formononetin 8-C-[beta-d-xylopyranosyl-(1 --> 6)]-beta-d-glucopyranoside (2), were isolated from the roots of Pueraria lobata, together with four known compounds, 4'-methoxypuerarin (3), daidzin (4), genistin (5), and daidzein (6). The structures of these compounds were elucidated by the spectroscopic methods.     

Two new flavone glycosides from Valeriana jatamansi

From the rhizomes and roots of Valeriana jatamansi Jones, two new flavone glycosides, acacetin 7-O-beta-sophoroside (1), and acacetin 7-O-(6"-O-alpha-L-rhamnopyranosyl)-beta-sophoroside (2), have been isolated together with fifteen known compounds. Their structures were determined by spectroscopic and chemical means.