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Pluviatolide Sale

(Synonyms: (-)-Pluviatolide) 目录号 : GC46019

A lignan

Pluviatolide Chemical Structure

Cas No.:28115-68-6

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1mg
¥2,141.00
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5mg
¥8,034.00
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产品描述

Pluviatolide is a lignan that has been found in B. chinense and has diverse biological activities, including antioxidant, enzyme inhibitory, and antispasmodic properties.1,2,3 It scavenges ABTS and 2,2-diphenyl-1-picrylhydrazyl radicals in cell-free assays (IC50s = 23.2 and 88.5 μM, respectively).1 Pluviatolide inhibits matrix metalloproteinase-7 (MMP-7) with an IC50 value of 260 μM.2 It decreases contractions induced by acetylcholine in isolated guinea pig ileum when used at concentrations of 30 and 100 μM.3

|1. Li, D.-Q., Wang, D., Zhou, L., et al. Antioxidant and cytotoxic lignans from the roots of Bupleurum chinense. J. Asian Nat. Prod. Res. 19(5), 519-527 (2017).|2. Muta, Y., Oyama, S., Umezawa, T., et al. Inhibitory effects of lignans on the activity of human matrix metalloproteinase 7 (matrilysin). J. Agric. Food Chem. 52(19), 5888-5894 (2004).|3. Zhang, G., Shimokawa, S., Mochizuki, M., et al. Chemical constituents of Aristolochia constricta: Antispasmodic effects of its constituents in guinea-pig ileum and isolation of a diterpeno-lignan hybrid. J. Nat. Prod. 71(7), 1167-1172 (2008).

Chemical Properties

Cas No. 28115-68-6 SDF
别名 (-)-Pluviatolide
Canonical SMILES O=C(OC1)[C@H](CC2=CC=C(O)C(OC)=C2)[C@H]1CC3=CC=C4C(OCO4)=C3
分子式 C20H20O6 分子量 356.4
溶解度 DMF: Soluble,DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.8058 mL 14.0292 mL 28.0584 mL
5 mM 0.5612 mL 2.8058 mL 5.6117 mL
10 mM 0.2806 mL 1.4029 mL 2.8058 mL
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Research Update

A targeted metabolomics method for extra- and intracellular metabolite quantification covering the complete monolignol and lignan synthesis pathway

Metab Eng Commun 2022 Aug 31;15:e00205.PMID:36119807DOI:10.1016/j.mec.2022.e00205.

Microbial synthesis of monolignols and lignans from simple substrates is a promising alternative to plant extraction. Bottlenecks and byproduct formation during heterologous production require targeted metabolomics tools for pathway optimization. In contrast to available fractional methods, we established a comprehensive targeted metabolomics method. It enables the quantification of 17 extra- and intracellular metabolites of the monolignol and lignan pathway, ranging from amino acids to Pluviatolide. Several cell disruption methods were compared. Hot water extraction was best suited regarding monolignol and lignan stability as well as extraction efficacy. The method was applied to compare enzymes for alleviating bottlenecks during heterologous monolignol and lignan production in E. coli. Variants of tyrosine ammonia-lyase had a considerable influence on titers of subsequent metabolites. The choice of multicopper oxidase greatly affected the accumulation of lignans. Metabolite titers were monitored during batch fermentation of either monolignol or lignan-producing recombinant E. coli strains, demonstrating the dynamic accumulation of metabolites. The new method enables efficient time-resolved targeted metabolomics of monolignol- and lignan-producing E. coli. It facilitates bottleneck identification and byproduct quantification, making it a valuable tool for further pathway engineering studies. This method will benefit the bioprocess development of biotransformation or fermentation approaches for microbial lignan production.

Chemical constituents from Mongolian herb Syringa pinnatifolia var. alashanensis

Chin J Nat Med 2015 Feb;13(2):142-4.PMID:25769897DOI:10.1016/S1875-5364(15)60018-8.

Two new sesquiterpenes, innatifolone A (1) and pinnatifolone B (2), along with 6 known compounds, furostan (3), isocalamendiol (4), Pluviatolide (5), (8S,8'R,9S)-cubebin (6), 2-(4-hydroxy-3-methoxybenzyl)-3-(3,4-dimethoxybenzyl) tetrahydrofuran (7), and methyl 3-acetoxy-12-oleanen-28-oate (8), were isolated from Mongolian herb Syringa pinnatifolia.

Biosynthesis of yatein in Anthriscus sylvestris

Org Biomol Chem 2003 Jul 21;1(14):2474-85.PMID:12956064DOI:10.1039/b304411d.

Little is known about the biosynthesis of yatein, in spite of its importance as a typical heartwood lignan and a key biosynthetic intermediate of the antitumor lignan podophyllotoxin. The present study, based on individual administration of [13C]phenylalanine and deuterium labelled lignans and simultaneous administration of two distinct lignans labelled with deuterium atoms to Anthriscus sylvestris, established the two independent branch pathways from matairesinol, one to afford yatein via thujaplicatin, 5-methylthujaplicatin, and 4,5-dimethylthujaplicatin and the other to bursehernin via Pluviatolide. The latter pathway did not lead to yatein, eliminating the presence of a metabolic grid from matairesinol to yatein.

Antibiotic activity and absolute configuation of 8S-heptadeca-2(Z),9(Z)-diene-4,6-diyne-1,8-diol from Bupleurum salicifolium

J Nat Prod 1994 Aug;57(8):1178-82.PMID:7964800DOI:10.1021/np50110a009.

A polyacetylene has been isolated from Bupleurum salicifolium. Its structure and absolute configuration were determined to be 8S-heptadeca-2(Z),9(Z)-diene-4,6-diyne-1,8-diol [1] by means of 1H- and 13C-nmr spectroscopic studies, including 1H-13C heteronuclear correlation (HMQC) and long-range correlation spectra with inverse detection (HMBC). Its absolute configuration was determined by application of the Horeau method. This compound exhibited significant antibiotic activity against the Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis. Also isolated during this investigation were the known compounds; betulin, herniarin, 6,7,8-trimethoxycoumarin, p-hydroxyphenethyl alcohol, Pluviatolide, guamaroline, bursehernin, guayadequiol, kaerophyllin, and matairesinol dimethyl ether.