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Senkyunolide A

$400

  • Brand : BIOFRON

  • Catalogue Number : BN-O1828

  • Specification : 92%(HPLC)

  • CAS number : 62006-39-7

  • Formula : C12H16O2

  • Molecular Weight : 192.26

  • PUBCHEM ID : 173843

  • Volume : 50mg

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Catalogue Number

BN-O1828

Analysis Method

HPLC,NMR,MS

Specification

92%(HPLC)

Storage

-20℃

Molecular Weight

192.26

Appearance

Oil

Botanical Source

This product is isolated and purified from the roots of Ligusticum chuanxiong hort

Structure Type

Miscellaneous

Category

Standards;Natural Pytochemical;API

SMILES

CCCCC1C2=C(C=CCC2)C(=O)O1

Synonyms

(3S)-3-Butyl-4,5-dihydro-2-benzofuran-1(3H)-one/1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (3S)-/1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (S)-/3-butyl-4,5-dihydro-3H-isobenzofuran-1-one/3-N-butyl-4,5-dihydrophthalide

IUPAC Name

3-butyl-4,5-dihydro-3H-2-benzofuran-1-one

Applications

Density

1.1±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

154.2±16.7 °C

Boiling Point

368.1±11.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C12H16O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7,11H,2-4,6,8H2,1H3

InChl Key

ZPIKVDODKLJKIN-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:62006-39-7) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

31177061

Abstract

Atherosclerosis is initiated by the local inflammation response to lipid deposition, and the most commonly administered antiatherogenic drugs are statins. Based on traditional Chinese medicine (TCM) evidence, we aimed to find effective therapeutic agents other than statins. A TCM, Suxiao Jiuxin Pill (SX), has been widely used in curing cardiovascular diseases for thirty years. In this paper, a combination of pharmacologic studies and RNA-Seq transcriptomics were employed to explore the pharmacodynamic advantages of SX over atorvastatin in the ApoE-/- mouse. 113 differentially expressed genes that were modulated by SX to a greater degree than atorvastatin were primarily involved in immunomodulation. The expression of BTK, AKT1, c-jun and CD137 was effectively regulated by SX with better effect than atorvastatin. Then a dual-luciferase reporter assay for NF-κB inhibition was applied to identify active components in SX. As a result, Senkyunolide A (Sen A) and Ligustilide (Lig), the key immunomodulatory ingredients in SX, were found to inhibit the expression of CD137 which is a diagnostic biomarker in atherosclerosis. It was further confirmed that Lig effectively suppressed the expression of AP-1 and NF-κB and the phosphorylation of AKT. Therefore, Lig achieved its CD137 inhibition through suppressing the expression of AP-1 and AKT/NF-κB signaling pathway, which partly explains the immunomodulation of SX in atherosclerosis. Above all, phthalides may be the primary components of SX improving immune and inflammation response in atherosclerosis.

Copyright © 2019 The Authors. Published by Elsevier Masson SAS.. All rights reserved.

KEYWORDS

Atherosclerosis; CD137; Ligustilide; Suxiao jiuxin pill; Transcriptomics

Title

Phthalides, senkyunolide A and ligustilide, show immunomodulatory effect in improving atherosclerosis, through inhibiting AP-1 and NF-κB expression.

Author

Lei W1, Deng YF1, Hu XY1, Ni JN2, Jiang M3, Bai G4.

Publish date

2019 Sep

PMID

28833273

Abstract

OBJECTIVE:
Senkyunolide-A (SENKY) can be isolated from Apium graveolens seed oil obtained using supercritical CO2 extraction. SENKY and its parent compounds, the N-butyl phthalides, have been demonstrated to protect cells from CO poisoning, to prevent diabetes mellitus and to decrease cancer cell proliferation. This study was undertaken to evaluate in vitro and in vivo the effect of SENKY on epidermal function improvement, Malassezia effect control, scalp soothing and dandruff reduction via skin protection-related pathways.

METHODS:
DNA-array and proteomic studies were performed on human keratinocytes, sebocytes and skin explants to demonstrate SENKY activities. Two clinical evaluations were performed under dermatologist control on 106 volunteers, with greasy or dry scalp, experiencing dandruff, itching and redness. Volunteers tested a shampoo followed, or not, by a leave-on, containing SENKY, or their placebos. Dandruff severity and redness were scored on the scalp. Moisturization and sebum release were recorded using relevant measuring apparatus. Itching and scratching evaluations came from volunteers’ self-declarations.

RESULTS:
DNA-array studies on keratinocytes showed a clear regulation of skin barrier functions and epidermis defence pathways. Upregulation of epidermal differentiation complex genes was observed. These preliminary observations were reinforced by immunocytochemistry and immunohistochemistry studies showing a significant increase of involucrin, filaggrin, loricrin, SPRR, LC3B and ceramide 2 productions. Tight-junctions and corneodesmosomes were significantly reinforced both in keratinocyte cultures (corneodesmosin, claudin, ZO-1) and in skin explants (desmoglein). DNA-array studies also demonstrated upregulation of genes involved in detoxification and anti-inflammation pathways. Proteomic studies revealed that hBD2 production was increased in keratinocytes in contact with SENKY, whereas IL-8, PGE-2 and TLR-9 releases were repressed as well as sebocyte lipid production. Clinical evaluations confirmed that after 3 weeks, SENKY significantly reduced dandruff intensity, redness, itching and scalp histamine content compared to placebo and beginning of treatment.

CONCLUSION:
For the first time, SENKY has been shown to promote scalp homoeostasis by reinforcing barrier and defence functions at both gene and protein levels. It reduces irritation and redness in promoting detoxification and anti-inflammation pathways while controlling the niche of Malassezia. Applied on scalp, SENKY significantly reduces the formation of dandruff and soothes the scalp.

© 2017 Society of Cosmetic Scientists and the Societe Francaise de Cosmetologie.

KEYWORDS

claim substantiation in vivo/in vitro; phytochemistry/plant biology; scalp care; skin repair/acne/rosacea/dandruff/striae

Title

Reinforcement of barrier function and scalp homeostasis by Senkyunolide A to fight against dandruff.

Author

Mondon P1, Ringenbach C1, Doridot E1, Genet V1.

Publish date

2017 Dec

PMID

29193364

Abstract

Efficient transcytosis across the blood-brain-barrier is an important strategy for accessing drug targets within the central nervous system. Ligusticum chuanxiong Hort. was used as a messenger drug to increase the distribution of drugs in brain tissue in Traditional Chinese Medicine. The present study investigates the transport of echinacoside (ECH) through MDCK-MDR1 cell and the effects of ligustilide (LIG), senkyunolide A (SENA) and senkyunolide I (SENI) in chuanxiong on its transport. The results indicated that the absorption of ECH was relatively poor in MDCK-MDR1cells, and was concentration dependent and not saturable. The P-glycoprotein inhibitor verapamil could significantly increase the transport of ECH. It indicated that the transport mechanism might be passive diffusion as the dominating process with the active transportation mediated mechanism involved. The increased apparent permeability of ECH in A → B direction by ethylenediaminetetraacetic acid-Na2 suggested that ECH was absorbed via the paracellular route. The transport of ECH in A → B direction significantly increased when co-administrated with increasing concentrations of LIG, SENI and SENA. Western blot analysis and a decrease in transepithelial electrical resistance during the permeation experiment indicated that LIG, SENI and SENA had enhanced the transport of ECH in the BBB models attribute to down-regulate the expressions of claudin-5 and zonula occludens-1 expression.

Copyright © 2017 John Wiley & Sons, Ltd.

KEYWORDS

Echinacoside; Ligusticum chuanxiong Hort; ZO-1; blood-brain barrier; claudin-5; volatile oil

Title

The influence and mechanism of ligustilide, senkyunolide I, and senkyunolide A on echinacoside transport through MDCK-MDR1 cells as blood-brain barrier in vitro model.

Author

Zheng Q1, Tang Y1, Hu PY1, Liu D1, Zhang D2, Yue P1, Guo Y1, Yang M1.

Publish date

2018 Mar