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InteriotherinA Sale

(Synonyms: 内南五味子酯A) 目录号 : GC36320

Interiotherin A 是具有从 Kadsura 内部分离的含二苯并环辛二烯骨架的木脂素。 Interiotherin A 抑制 HIV 复制并且表现出抗 HIV 活性,它具有代谢产物和抗 HIV 的作用。

InteriotherinA Chemical Structure

Cas No.:181701-06-4

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产品描述

Interiotherin A is a lignan with a dibenzocyclooctadiene skeleton isolated from Kadsura interior. Interiotherin A inhibits HIV replication to exhibit anti-HIV activity, it has a role as a metabolite and an anti-HIV agent[1].

Interiotherin A (Compounds 1) (0.8-100µg/mL; 4 hours) inhibits HIV replication with EC50 values of 3.1 µg/mL[1]. Cell Cytotoxicity Assay[1] Cell Line: T cell line: HS1

[1]. Chen DF, et al. Two new lignans, interiotherins A and B, as anti-HIV principles from Kadsura interior. J Nat Prod. 1996 Nov;59(11):1066-8.

Chemical Properties

Cas No. 181701-06-4 SDF
别名 内南五味子酯A
Canonical SMILES COC1=C2C3=C(CC(C)C(C)C(OC(C4=CC=CC=C4)=O)C2=CC5=C1OCO5)C=C(OCO6)C6=C3OC
分子式 C29H28O8 分子量 504.53
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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10 mM 0.1982 mL 0.991 mL 1.982 mL
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Research Update

Asymmetric synthesis of the dibenzocyclooctadiene lignans Interiotherin A and gomisin R

Org Lett 2005 Apr 28;7(9):1849-52.PMID:15844922DOI:10.1021/ol050476t.

[structure: see text] Asymmetric total syntheses of the dibenzocyclooctadiene lignans Interiotherin A and angeloylgomisin R are reported. The syntheses were based on an atropdiastereoselective, copper-promoted biaryl coupling reaction, a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an asymmetric boron-mediated tiglylation of an aryl aldehyde precursor.

Chemical analysis of twelve lignans in the fruit of Schisandra sphenanthera by HPLC-PAD-MS

Phytomedicine 2012 Oct 15;19(13):1234-41.PMID:22906629DOI:10.1016/j.phymed.2012.07.017.

The fruit of S. sphenanthera, known as "Nanwuweizi", has been widely used as traditional Chinese medicine for several thousand years. However, the current determination methods are not sufficient to evaluate its quality. An accurate, sensitive and reliable high performance liquid chromatography coupled with photodiode array detection and mass spectrum (HPLC-PAD-MS) was developed for quantitative analysis of twelve lignans (schisandrol A, schisandrol B, gomisin G, schisantherin A, schisantherin D, schisanhenol, (+)-anwulignan, deoxyschisandrin, schisandrin B, schisandrin C, 6-O-benzoylgomisin O, and Interiotherin A) in the fruit of S. sphenanthera. The chromatographic conditions and extraction procedures were optimized during the study. The identity of chromatographic peaks in the sample HPLC profiles was confirmed by comparing the retention time, ultraviolet (UV) spectra and MS data with reference compounds. The validated method was successfully used to determine the twelve lignans in the samples collected from different localities in China. The hierarchical clustering analysis (HCA) and principal components analysis (PCA) were successfully applied to the data of twelve lignans from the HPLC profiles in sixteen batches of the fruit of S. sphenanthera to discriminate the samples with different sources. Moreover, the results of the loading plot of the PCA indicated that schisantherin A, (+)-anwulignan, and deoxyshisandrin were found to be the main constituents in the fruit of S. sphenanthera, and which could be chosen as the chemical markers for evaluate the quality of the fruit of S. sphenanthera. The results indicated that the developed method was readily utilized as a quality evaluation method for the fruit of S. sphenanthera.

Asymmetric total synthesis of dibenzocyclooctadiene lignan natural products

J Org Chem 2005 Oct 28;70(22):8932-41.PMID:16238330DOI:10.1021/jo051525i.

[structure: see text] Full details of the asymmetric total syntheses of the dibenzocyclooctadiene lignans Interiotherin A, angeloylgomisin R, gomisin O, and gomisin E (epigomisin O) are presented. The syntheses were based on a unified synthetic strategy involving a novel crotylation using the Leighton auxiliary that occurred with excellent asymmetric induction (>98:2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an atropdiastereoselective biarylcuprate coupling, both of which occurred with total (>20:1) stereocontrol. The syntheses were achieved in six to eight steps from simple aromatic precursors.

Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation

J Nat Prod 2002 Sep;65(9):1242-5.PMID:12350139DOI:10.1021/np0105127.

Two new lignans, interiotherins C (1) and D (2), together with the known compounds interiorin (3), heteroclitin F (4), neokadsuranin (5), heteroclitin D (6), kadsurin (7), gomisin A (8), schisandrin C (9), Interiotherin A (10), angeloylgomisin R (11), gomisin G (12), interiotherin B (13), and gomisin C (14), were isolated from the stems of Kadsura interior. The structures and stereochemistries of the new compounds were determined from mass, CD, and NMR spectral data. Fourteen neolignans were screened as potential antitumor promoters by examining their ability to inhibit Epstein-Barr virus early antigen (EBV-EA) activation (induced by 12-O-tetradecanoylphorbol-13-acetate) in Raji cells. Neokadsuranin (5) and schisandrin C (9) were the most potent compounds. These data suggest that some neolignans might be valuable antitumor promoters or chemopreventors.

[Chemical constituents of petroleum ether extract of fruits of Schisandra sphenanthera]

Zhongguo Zhong Yao Za Zhi 2012 Jun;37(11):1597-601.PMID:22993989doi

Objective: To study the chemical constituents in the fruits of Schisandra sphenanthera. Method: The constituents were isolated by their silica gel column, Sephadex LH-20 gel column, and their structures were elucidated by their chemical properties and spectroscopic analyses. Result: Twelve compounds were isolated and identified as (+)-anwulignan (1), deoxyschizandrin (2), Interiotherin A (3), schisantherin A (4), beta-sitosterol (5), schisantherin D (6), 4-hydroxybenzaldehyde (7), 6-O-benzoylgomisin O (8), schizandronic acid (9), schisanlactone D (10), schisanlactone B (11), kadsulactone A (12). Conclusion: Compounds 3, 7, 10-12 were obtained from this plant for the first time.