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Hypericin

$250

  • Brand : BIOFRON

  • Catalogue Number : BF-H3006

  • Specification : 98%

  • CAS number : 548-04-9

  • Formula : C30H16O8

  • Molecular Weight : 504.44

  • PUBCHEM ID : 3663

  • Volume : 25mg

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Catalogue Number

BF-H3006

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

504.44

Appearance

Red crystalline powder

Botanical Source

herb of Hypericum perforatum L.

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=CC(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)C)O)O)O

Synonyms

Phenanthro[1,10,9,8-opqra]perylene-7,14-dione, 1,3,4,6,8,13-hexahydroxy-10,11-dimethyl-/1,3,4,6,8,13-Hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dione/CYCLOSAN/Hypericin/MYCOPORPHYRIN/HYPERICUM RED/VIMRxyn/4,5,7,4',5',7'-Hexahydroxy-2,2'-dimethylnaphthodianthrone/MYCOPOPHYRIN/CYCLO-WERROL

IUPAC Name

9,11,13,16,18,20-hexahydroxy-5,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione

Density

1.9±0.1 g/cm3

Solubility

Methanol

Flash Point

530.1±30.8 °C

Boiling Point

930.1±65.0 °C at 760 mmHg

Melting Point

299-301°C

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:548-04-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31494239

Abstract

The naturally occurring anthraquinone derivative hypericin is a highly potent photosensitiser. Several in vitro studies show high phototoxicity of the pigment towards gram-positive bacteria. Nevertheless, the highly lipophilic nature and poor bioavailability prevent its application in daily clinical practice thus leading to a limited therapeutic value of hypericin. Liposomal encapsulation could help overcome these limitations and would make hypericin available for daily clinical practice. The use of liposomes as carriers for hypericin in antimicrobial photodynamic therapy (aPDT) is quite new. The aim of this work was to improve the photodynamic efficiency of the previously mentioned carriers by entrapping hypericin in the aqueous compartment of the liposomes. Therefore, a water-soluble inclusion complex of hypericin and (2-hydroxypropyl)-beta-cyclodextrin (Hyp-HPβCD) was prepared. After encapsulation of the inclusion complex into DSPC and DSPC/DPPC/DSPE-PEG liposomes with the dehydration-rehydration vesicle (DRV) method, the formulations were physicochemical characterised. The photodynamic efficiency towards the gram-positive model strain Staphylococcus saprophyticus subsp. bovis. was tested on planktonic cells as well as on biofilms. DSPC liposomes achieved a 4.1log reduction and the DSPC/DPPC/DSPE-PEG liposomes a 2.6log reduction in growth of planktonic bacteria, while Hyp-HPβCD showed total eradication. Even bacterial cells growing in a biofilm could be treated effectively in vitro.

Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

Antimicrobial; Cyclodextrin; Hypericin; Liposomes; Photodynamic therapy

Title

Hypericin inclusion complexes encapsulated in liposomes for antimicrobial photodynamic therapy.

Author

Plenagl N1, Seitz BS1, Duse L1, Pinnapireddy SR1, Jedelska J1, Brußler J1, Bakowsky U2.

Publish date

2019 Oct 30

PMID

24636057

Abstract

Hypericin is one of the most important phenanthoperylene quinones extracted mainly from plants of the genus Hypericum belonging to the sections Euhypericum and Campylosporus of Keller’s classification. Widespread attention to the antiviral and anti-tumor properties of hypericin has spurred investigations of the chemical synthesis and biosynthesis of this unique compound. However, the synthetic strategies are challenging for organic and biological chemists. In this review, specific significant advances in total synthesis, semi-synthesis, and biosynthesis in the past decades are summarized.

Copyright © 2014 China Pharmaceutical University. Published by Elsevier B.V. All rights reserved.

KEYWORDS

Biosynthesis; Hypericin; Semi-synthesis; Total synthesis

Title

Hypericin: chemical synthesis and biosynthesis.

Author

Huang LF1, Wang ZH1, Chen SL2.

Publish date

2014 Feb

PMID

32126168

Abstract

Hypericin is one of the most efficient photosensitizers used in photodynamic tumor therapy (PDT). The reported treatments of this drug reach from antidepressive, antineoplastic, antitumor and antiviral activity. We show that hypericin can be optically detected down to a single molecule at ambient conditions. Hypericin can even be observed inside of a cancer cell, which implies that this drug can be directly used for advanced microscopy techniques (PALM, spt-PALM, or FLIM). Its photostability is large enough to obtain single molecule fluorescence, surface enhanced Raman spectra (SERS), fluorescence lifetime, antibunching, and blinking dynamics. Sudden spectral changes can be associated with a reorientation of the molecule on the particle surface. These properties of hypericin are very sensitive to the local environment. Comparison of DFT calculations with SERS spectra show that both the neutral and deprotonated form of hypericin can be observed on the single molecule and ensemble level.

Title

Hypericin: Single Molecule Spectroscopy of an Active Natural Drug.

Author

Liu Q1,2, Wackenhut F1, Hauler O1,3, Scholz M1,3, Zur Oven-Krockhaus S1, Ritz R4, Adam PM2, Brecht M1,3, Meixner AJ1.

Publish date

2020 Mar 26


Description :

Hypericin is a photosensitive antiviral with anticancer and antidepressant agent derived from Hypericum perforatum. It can inhibit tyrosine kinases with IC50 of 7.5 μM. IC50: 7.5 uMIn vitro:The photosensitive of hypericin can induce both apoptosis and necrosis in a concentration and light dose-dependent fashion. PDT with hypericin results in the activation of multiple pathways that can either promote or counteract the cell death program. It can effect cytotoxic to tumor cells by visible light.