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Usnic acid photodegradation product and application thereof in preparation of drugs, cosmetics or health-care products resistant to ultraviolet radiation

A technology of photodegradation and usnic acid, applied in the field of biomedicine, can solve problems such as the biological activity of usnic acid photodegradation which is not seen

Inactive Publication Date: 2020-05-12
SHANGHAI UNIV OF T C M
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there is no report about the photodegradation product of usnic acid and its biological activity

Method used

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  • Usnic acid photodegradation product and application thereof in preparation of drugs, cosmetics or health-care products resistant to ultraviolet radiation
  • Usnic acid photodegradation product and application thereof in preparation of drugs, cosmetics or health-care products resistant to ultraviolet radiation
  • Usnic acid photodegradation product and application thereof in preparation of drugs, cosmetics or health-care products resistant to ultraviolet radiation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1 Analysis and Identification of the Chemical Component Structure of Usnenic Acid Photodegradation Compound

[0037] 1. Materials and instruments

[0038] Analytical grade dichloromethane, chloroform, cyclohexane, and acetone were purchased from Sinopharm Reagent Co., Ltd. Chromatographic grade acetonitrile and methanol were purchased from Thermo Fisher (USA). (+)-Usnic acid standard (>98%) was purchased from Sigma-Aldrich (Shanghai). Usnic acid was identified by Professor Wang Changhong from the Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine with a purity >98%. The drug strong light irradiation test box is provided by Chongqing Yongsheng Instrument. The UV energy measuring instrument (model UV-int150) was produced by UV-Design in Germany and purchased from Dongguan Youtu Instrument Equipment Co., Ltd. 1D- and 2D-NMR spectra were measured with a Bruker AVance-III (400M-600MHz) NMR spectrometer. With tetramethylsilan...

Embodiment 2

[0067] Example 2 Evaluation of Usnic Acid and Photodegradation Compounds on Human Liver L02 Cell Toxicity and Ultraviolet Radiation Protection

[0068] 1. Materials and instruments

[0069] Human normal liver cell line L02 (Cell Bank, Chinese Academy of Sciences); RPMI-1640 medium (Gibco, USA), fetal bovine serum (FBS), penicillin / keymycin (Gibco, USA), PBS (Gibco, USA); MTT (Sigma, USA); Hoechst33342 / PI kit (Nanjing Jiancheng Institute of Bioengineering, China).

[0070] BioTek Synergy H4 microplate reader (BioTek, USA); CO 2 Constant temperature incubator, biological safety cabinet (Thermo, USA); centrifuge, pipette gun (Eppendorf, Germany); fluorescence inverted microscope (Olympus, Japan); ultrapure water filter (Millipore, USA); culture dish, centrifuge tube (Corning, USA); 48-well culture plate, 96-well culture plate (Costar, USA); 1.5ml EP tube, 5.0ml EP tube (Sinopharm Reagent Co., Ltd.); 10μl pipette tip, 200μl pipette tip, 1 ml pipette tips (Crystalgen, USA).

[...

Embodiment 3

[0101] Example 3 Study on epidermal melanocyte cytotoxicity and anti-ultraviolet radiation effect of usnic acid and its photodegradation compound

[0102] 1. Materials and instruments

[0103] Human epidermal melanin iCell-016 primary cells (Subcomb (Shanghai) Biotechnology Co., Ltd., China); human melanocyte complete medium (Subcomb (Shanghai) Biotechnology Co., Ltd., China); BeyoColor TM Color pre-stained protein molecular weight standard (Beiyuntian Biotechnology, China); BCA protein concentration determination kit, SDS sodium dodecyl sulfate, RIPA lysate, PMSF (Beijing Aidelai Biotechnology Co., Ltd., China); glycine, Tris (Dalian Meilun Biotechnology Co., Ltd., China); Clarity TM Western ECL Subatrate (BIORAD, USA); Immobilon-P SQ PVDF membrane (Millipore, USA); PAGE gel rapid preparation kit (Shanghai Yazyme Biotechnology Co., Ltd., China); Anti-Tyrosinase Polyclonal primary antibody (Bioss, USA); Anti-beta-ActinMonoclonal primary antibody, HRP Conjugated Goat anti-...

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Abstract

The present invention relates to an usnic acid photodegradation product and an application thereof in preparation of drugs, cosmetics or health-care products resistant to ultraviolet radiation. Lightenergy is used to accelerate degradation of usnic acid and 5 compounds, including 2 new compounds and 3 known compounds are successfully isolated and purified. Subsequently, human normal hepatocytes,human epidermal melanocytes and human epidermal keratinocytes are used as main experiment subjects to evaluate effects of the usnic acid and degradation products thereof on cell viability and protection against ultraviolet irradiation. Results show that cytotoxicity of the degradation products is lower than that of the usnic acid, the usic acid and the degradation products thereof have the ultraviolet radiation protection effects on the above types of cells, and some of the usnic acid photodegradation products have stronger protection effect against the ultraviolet radiation for cells than theusnic acid.

Description

technical field [0001] The invention relates to the technical field of biomedicine, in particular to a compound and its use, in particular to a photodegraded product of usnic acid and its application in the preparation of anti-ultraviolet radiation medicines, cosmetics or health care products. Background technique [0002] Usnic acid (UA) is a dibenzofuran compound, which is a secondary metabolite of lichen plants. Mainly found in lichens of Usnea, Parmelia, Alectoria, Lecanora, Rama-lina, Cladonia, flat Among the many species of the genus Evernia, Cetraria, and Haematomma. [0003] According to literature reports, usnic acid has anti-inflammatory activity, wound healing promotion effect, antioxidant effect, antibacterial and antiprotozoal activity, antiviral activity, insecticidal activity, antitumor activity and so on. For example, patent document CN101664401A, publication date 2010.03.10, discloses that usnic acid can inhibit tumor angiogenesis, arthritic lesion tissue ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/343A61K31/216A61K31/222A61K31/12A61P39/00A61P17/00A61K8/49A61K8/37A61K8/35A61Q17/04C07C67/00C07C69/738C07C69/21A23L33/10
CPCA61K31/343A61K31/216A61K31/222A61K31/12A61P39/00A61P17/00C07C69/738C07C69/21A61K8/4973A61K8/37A61K8/35A61Q17/04A23L33/10C07C2602/08A23V2002/00A23V2200/30A23V2200/318A23V2250/30
Inventor 王长虹邝淑芬王晗雪刘伟
Owner SHANGHAI UNIV OF T C M
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