Application of sedge quinone and analogues thereof in culturing NK cells

A technology of NK cells and sedge quinone, which is applied in the direction of cell culture active agent, animal cells, vertebrate cells, etc., can solve the problem that the proliferation of sedge quinone and the promotion of stem cell differentiation have not been disclosed, and there is no single furan ring or double furan. Issues such as reports on ring-opened derivatives

Active Publication Date: 2018-02-16
河北生命原点生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] After searching, the prior art has not disclosed the use of sedgequinone and its analogs to promote the proliferation of CIK cells and NK cells and to

Method used

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  • Application of sedge quinone and analogues thereof in culturing NK cells
  • Application of sedge quinone and analogues thereof in culturing NK cells
  • Application of sedge quinone and analogues thereof in culturing NK cells

Examples

Experimental program
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Effect test

Embodiment 1

[0044] Example 1: Preparation of single ring-opened derivatives of sedgequinone and its analogues

[0045] First, add syringoquinone, norsyringoquinone, and hydroxysyringoquinone respectively to acidic aqueous solution (deionized water is adjusted to pH 6.3 with hydrochloric acid, of course other volatile acids such as nitric acid or formic acid can also be used instead), 4 mg of starting material was added to 1 mL of acidic aqueous solution. Then move the solution into a reaction kettle, seal it and carry out a hydrothermal reaction at a temperature of 180° C. for a reaction time of 10 hours, and naturally drop to normal temperature after the reaction is completed. Finally, heat and concentrate, freeze-dry when the pH of the solution is close to neutral to obtain the single-ring-opening derivatives of syringoquinone, the single-ring-opening derivatives of norsyringoquinone, and the single-ring-opening derivatives of hydroxysyringoquinone, all with a purity of 95 %above. See...

Embodiment 2

[0046] Example 2: Preparation of double ring-opened derivatives of sedgequinone and its analogues

[0047] First, add syringoquinone, norsyringoquinone, and hydroxysyringoquinone respectively to acidic aqueous solution (deionized water is adjusted to pH 5.4 with hydrochloric acid, of course other volatile acids such as nitric acid or formic acid can also be used instead), 4 mg of starting material was added to 1 mL of acidic aqueous solution. Then move the solution into a reaction kettle, seal it and carry out a hydrothermal reaction at a temperature of 180° C. for a reaction time of 10 hours, and naturally drop to normal temperature after the reaction is completed. Finally, heat and concentrate, and freeze-dry when the pH of the solution is near neutral to obtain syringoquinone double-ring-opening derivatives, norsyringoquinone double-ring-opening derivatives, and hydroxysyringoquinone double-ring-opening derivatives, all of which have a purity of more than 95%. See Table 1-...

Embodiment 3

[0054] Example 3: Cycloquinone and its analogues improve CIK cell cryopreservation recovery rate

[0055] 1. Experimental materials

[0056] AIM-VCTS TM The medium was purchased from Gibco, recombinant human interleukin 2 (rh IL-2) was purchased from Shuanglu Pharmaceutical; lymphocyte separation fluid was purchased from Nycomed Pharma (Nycomed PharmaAS, Oslo, Norway), and APC-labeled anti-CD56 ( CD56-APC), PE-labeled CD4 (CD4-PE), Per CP-labeled CD3 (CD3-PerCP), APC-H7-labeled CD8 (CD8-APC-H7) monoclonal antibodies were all purchased from BD Company.

[0057] 2. CIK cell isolation, culture expansion, flow detection

[0058] The peripheral blood of healthy volunteers was drawn into a centrifuge tube containing sodium heparin, and the serum and whole blood cells were obtained by centrifugation, and the whole blood cells were subjected to density gradient centrifugation to obtain mononuclear cells (PBMCs). Harvested PBMCs were resuspended in AIM-VCTS containing 10% inactivate...

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Abstract

The invention discloses an application of sedge quinone and analogues thereof in culturing NK cells. The invention finds that sedge quinone and analogues thereof, including demethylcyperapuinone and hydroxycyperone, have various pharmacological activities, such as, capability of serving as cryoprotective agents for CIK cells and NK cells, capability of promoting the in vitro multiplication of CIKcells and NK cells and capability of promoting the adipose-derived stem cell osteoblast differentiation. The invention also provides single-open loop derivatives and double-open loop derivatives of the sedge quinone and analogues thereof and a preparation method thereof. The single-open loop derivatives and double-open loop derivatives of the sedge quinone and analogues thereof can promote the invitro multiplication of CIK cells. A searching result shows that the applications of the sedge quinone and analogues thereof in promoting the multiplication of CIK cells and NK cells and promoting thestem cell osteoblast differentiation are not disclosed in the prior art and the single furan ring and double furan ring open loop derivatives of the sedge quinone and analogues thereof are also not reported.

Description

technical field [0001] The present invention belongs to the field of chemistry and relates to the development and utilization of known natural products, in particular to the application of sedgequinone and its analogues norsyringone and hydroxysyringone in promoting the proliferation of CIK cells and NK cells and the differentiation of stem cells. It also relates to single-ring-opening derivatives and double-ring-opening derivatives of sedgequinone and its analogues, their preparation methods and their application in CIK cell culture. Background technique [0002] Cycloquinone and its analogues, norsycloquinone and hydroxysycloquinone, are three quinone compounds isolated from the whole plant of P. bifida. Their chemical structures and other information are shown below. [0003] [0004] There are very few studies on these three compounds, and the relevant activity reports are almost blank. The applicant's research found that these three compounds have excellent effects ...

Claims

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Application Information

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IPC IPC(8): C12N5/0783C12N5/077C07D307/79C07C46/00C07C50/28A01N1/02
CPCA01N1/0226C07C46/00C07D307/79C12N5/0646C12N5/0658C12N2501/999C12N2506/1384C07C50/28
Inventor 钟弦王倩付俊毅林溪
Owner 河北生命原点生物科技有限公司
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