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(Synonyms: 5,3'-二羟基-7,4'-二甲氧基黄酮) 目录号 : GC60289

Pilloinc是可从Marrubiumcylleneum中分离得到的一种黄酮类化合物,具有抗炎和抗癌生物活性。

Pilloin Chemical Structure

Cas No.:32174-62-2

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1mg
¥1,400.00
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5mg
¥3,500.00
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产品描述

Pilloin, a flavonoid isolated from Marrubium cylleneum, exerts a cytotoxic action targeted at the transformed lymphoblasts. Pilloin also possesses anti-inflammatory activity[1].

[1]. Fotios Michelis, et al. Effects of the Flavonoid Pilloin Isolated from Marrubium cylleneum on Mitogen-Induced Lymphocyte Transformation. Journal Pharmaceutical Biology. 2002. [2]. Yun-Chen Tsai, et al. Pilloin, A Flavonoid Isolated From Aquilaria sinensis, Exhibits Anti-Inflammatory Activity In Vitro and In Vivo. Molecules. 2018 Dec 2;23(12):3177.

Chemical Properties

Cas No. 32174-62-2 SDF
别名 5,3'-二羟基-7,4'-二甲氧基黄酮
Canonical SMILES O=C1C=C(C2=CC=C(OC)C(O)=C2)OC3=CC(OC)=CC(O)=C13
分子式 C17H14O6 分子量 314.29
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1 mg 5 mg 10 mg
1 mM 3.1818 mL 15.9089 mL 31.8177 mL
5 mM 0.6364 mL 3.1818 mL 6.3635 mL
10 mM 0.3182 mL 1.5909 mL 3.1818 mL
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Research Update

Pilloin, A Flavonoid Isolated from Aquilaria sinensis, Exhibits Anti-Inflammatory Activity In Vitro and In Vivo

Molecules 2018 Dec 2;23(12):3177.PMID:30513815DOI:10.3390/molecules23123177.

Flavonoids, widely present in medicinal plants and fruits, are known to exhibit multiple pharmacological activities. In this study, we isolated a flavonoid compound, Pilloin, from Aquilaria sinensis and investigated its anti-inflammatory activity in bacterial lipopolysaccharide-induced RAW 264.7 macrophages and septic mice. Pilloin inhibited NF-κB activation and reduced the phosphorylation of IκB in LPS-stimulated macrophages. Moreover, Pilloin significantly suppressed the production of pro-inflammatory molecules, such as TNF-α, IL-6, COX-2 and iNOS, in LPS-treated RAW 264.7 macrophages. Additionally, Pilloin suppressed LPS-induced morphological alterations, phagocytic activity and ROS elevation in RAW 264.7 macrophages. The mitogen-activated protein kinase-mediated signalling pathways (including JNK, ERK, p38) were also inhibited by Pilloin. Furthermore, Pilloin reduced serum levels of TNF-α (from 123.3 ± 7 to 46.6 ± 5.4 ng/mL) and IL-6 levels (from 1.4 ± 0.1 to 0.7 ± 0.1 ng/mL) in multiple organs of LPS-induced septic mice (liver: from 71.8 ± 3.2 to 36.7 ± 4.3; lung: from 118.6 ± 10.6 to 75.8 ± 11.9; spleen: from 185.9 ± 23.4 to 109.6 ± 18.4; kidney: from 160.3 ± 11.8 to 75 ± 10.8 pg/mL). In summary, our results demonstrate the anti-inflammatory potential of Pilloin and reveal its underlying molecular mechanism of action.

Pilloin 5-O-β-D-glucopyranoside from the stems of Diplomorpha ganpi

Biosci Biotechnol Biochem 2012;76(8):1555-7.PMID:22878190DOI:10.1271/bbb.120149.

The new flavonoid, Pilloin 5-O-β-D-glucopyranoside (1), was isolated from the stems of Diplomorpha ganpi (Family: Thymelaeaceae) together with 19 known compounds. The structures of these compounds were determined on the basis of spectroscopic data.

New cadinene-sesquiterpene from Chromolaena laevigata (lam.) R. M. King & H. Rob (Asteraceae) aerial parts and biological activities

Nat Prod Res 2021 Nov;35(21):3880-3887.PMID:32323569DOI:10.1080/14786419.2020.1747456.

Phytochemical investigation of Chromolaena laevigata led to the isolation of a new cadinene-sesquiterpene, chromolaevigone glucoside (1), along with nine known compounds: daucosterol (2), stigmasterol glycoside (3), stigmasterol (4), β-sitosterol (5), Pilloin (6), gonzalitosin I (7), quercetin-3-O-α-rhamnopyranoside (8), 7,7-dihydroxy-calamen-12-oic acid lactone (9) and trachelanthic acid (10). Others 11 known compounds were identified by UHPLC-HRMS/MS. These compounds are being described for the first time in this species, with the exception of cadinene 9. Furthermore, due to the limitation of pharmacological studies, antiproliferative, antiviral, and antimicrobial activities of C. laevigata were evaluated. The best results in the cytotoxicity, antimicrobial and antiproliferative tests, presenting GI50 values on ovarian tumour cells (OVCAR-03) of 1.9 μg mL-1 and kidney (786-0) of 2.5 μg mL-1 were observed for the hexanic fraction.[Figure: see text].

Analyses of Physical and Chemical Compositions of Different Medicinal Specifications of CRPV by Use of Multiple Instrumental Techniques Combined with Multivariate Statistical Analysis

Molecules 2022 May 20;27(10):3285.PMID:35630762DOI:10.3390/molecules27103285.

Citri Reticulatae Pericarpium Viride (CRPV) is the processed product of Citrus reticulata Blanco. We systematically analyzed two CRPV types, Geqingpi (GQP) and Sihuaqingpi (SHQP), based on powder color, microscopic characteristics, and chemical composition. In addition, we characterized their constituents via ultra-high-performance liquid chromatography with hybrid quadrupole-orbitrap mass spectrometry (UHPLC-Q-Exactive Orbitrap-MS). Both showed significant differences in their powder color and microscopic characteristics. Fourier-transform infrared (FT-IR) spectroscopic analysis results showed that the C=O peak absorption of carboxylic acids and their carbonyl esters in SHQP was higher than that of GQP, while the C-OH and C-H plane bending peaks of polysaccharides were lower than those of GQP. We analyzed these data via similarity analysis, PCA, and OPLS-DA. GQP and SHQP had large distinct differences. Based on the mass measurements for molecular and characteristic fragment ions, we identified 44 main constituents from CRPV, including different flavonoid glycosides and flavonoid aglycones in SHQP and GQP, respectively. We found luteolin-6-C-glucoside, orientin, rhoifolin, and Pilloin solely in SHQP, and naringenin and hesperetin only in GQP. The peak area measurements showed GQP having a higher flavonoid glycoside (narirutin, hesperidin, etc.) content, whereas SHQP had a higher polymethoxyflavone (nobiletin, tangeretin, etc.) content. Since we holistically analyzed two CRPV types, the results can not only support future pharmacological research, but also provide a scientific basis for formulating more reasonable CRPV quality standards and guide its clinical potential as a precision medicine.

Phytochemical Analysis and Biological Activities of the Ethanolic Extract of Daphne sericea Vahl Flowering Aerial Parts Collected in Central Italy

Biomolecules 2021 Mar 3;11(3):379.PMID:33802543DOI:10.3390/biom11030379.

In this paper, the first phytochemical analysis of the ethanolic extract of Daphne sericea Vahl flowering aerial parts collected in Italy and its biological activities were reported. Eleven compounds were identified i.e., α-linolenic acid (1), tri-linoleoyl-sn-glycerol (2), pheophorbide a ethyl ester (3), Pilloin (4), sinensetin (5), yuanhuanin (6), rutamontine (7), syringin (8), p-coumaric acid (9), p-anisic acid (10) and caffeic acid (11). To the best of our knowledge, compounds (1-4, 7-8 and 10) were isolated from D. sericea for the first time during this work, whereas sinensetin (5) represents a newly identified component of the entire Thymelaeaceae family. The extract was found to possess radical scavenging against both DPPH• and 2,2'-azino-bis(3-thylbenzothiazoline-6-sulfonic acid (ABTS•+) radicals, with at least a 40-fold higher potency against the latter. Moreover, chelating abilities against both ferrous and ferric ions have been highlighted, thus suggesting a possible indirect antioxidant power of the extract. Although the precise bioactive compounds remain to be discovered, the polyphenolic constituents, including phenolic acids, tannins and flavonoids, seem to contribute to the antioxidant power of the phytocomplex. In addition, the extract produced cytotoxic effects in MDA-MB-231 and U87-MG cancer cell lines, especially at the concentration of 625 μg/mL and after 48-72 h. Further studies are required to clarify the contribution of the identified compounds in the bioactivities of the extract and to support possible future applications.