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Chromone dipolymer derivative as well as preparation method and application thereof

A compound, unsaturated technology, applied in the field of medicine and chemical industry, can solve problems such as unreported anti-tumor activity

Inactive Publication Date: 2014-08-20
INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The literature has never reported that the compound has antitumor activity

Method used

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  • Chromone dipolymer derivative as well as preparation method and application thereof
  • Chromone dipolymer derivative as well as preparation method and application thereof
  • Chromone dipolymer derivative as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0098] Embodiment 1: Microbial fermentation culture and preparation of compound 1-3

[0099] 1. Fermentation culture and extraction of fermented products

[0100] 1.1) Production strain

[0101] In this example, the producing bacterium used to ferment and produce compound 1-3 is Penicillium purpurogenum AD-1-2 (Penicillium purpurogenum AD-1-2) of the genus Penicillium. Committee General Microbiology Center, deposit number is CGMCC No.8634.

[0102] 1.2) Fermentation culture

[0103] Get the PDA medium (composition: glucose 2%, agar 2%, NaCl 1.5%, prepare with 20% potato boiled liquid) test tube slant of the PDA culture medium (composition: glucose 2%, agar 2%, NaCl 1.5%) preserved in 4 ℃ of refrigerators, use inoculation Scrape an appropriate amount of bacteria from the loop under sterile conditions, streak and inoculate it on a newly prepared PDA solid medium plate, and activate and culture it in a 28°C incubator for 4 days. From the PDA solid medium plate that has been ...

Embodiment 2

[0140] Embodiment 2: Antitumor activity test of compound 1-3

[0141] 1. Experimental materials

[0142] 1) Preparation of the tested sample solution

[0143] The test samples were pure compounds 1, 2 and 3 isolated and refined in Example 1 above. Docetaxel trihydrate (Beijing Qimiwo Technology Co., Ltd., batch number 20110326) was used as a positive control sample. Precisely weigh an appropriate amount of sample, and use methanol to make a solution of the required concentration for testing the activity.

[0144] 2) Subculture of cell lines and cells

[0145] Human chronic myelogenous leukemia K562 cell line, human acute promyelocytic leukemia HL-60 cell line, human cervical cancer HeLa cell line, and human gastric cancer BGC-823 cell line were used in the activity test. K562, HL-60, HeLa, BGC-823 cells were routinely passaged in RPMI-1640 medium containing 10% fetal bovine serum and 100 μg / ml of penicillin and streptomycin, and the cells were filled with 5% carbon dioxi...

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Abstract

The invention belongs to the field of medical chemical engineering and relates to a chromone dipolymer derivative as well as a preparation method and application thereof. Specifically, the invention relates to a compound with formula I, wherein S and R respectively represent absolute configurations of corresponding marking carbon atoms; R1-R3 independently represent various substituent groups, respectively; R3 and H connected by a wavey line can orientate alpha or beta. The invention further relates to penicillium purpurogenum of the compound with the formula I. Experiments prove that the compound with the formula I has good anti-tumor activity, can be used for preparing biological reagents such as a tumor cell killing agent, a tumor cell proliferation inhibitor and an anti-tumor agent, and further can be used for preparing anti-tumor and anti-cancer drugs. The formula I is as shown in the specification.

Description

technical field [0001] The invention belongs to the field of medicine and chemical industry, and relates to a chromone dimer derivative and a preparation method and application thereof. Background technique [0002] Chromenone refers to benzo-γ-pyrone shown in formula A, while dibenzo-γ-pyrone shown in formula B is called xanthenone (Xanthone or xanthenone). Cyclopentanochromone shown in Formula C and Cyclohexanechromone shown in Formula D are derivative structures of chromone, and Cyclohexanechromone shown in Formula D can also be regarded as xanthone tetrahydro derivative structure. [0003] [0004] Simple chromone derivative compounds shown in formula C and formula D are known more, but the derivatives of these two kinds of skeleton dimers are very few, only literature (F.Kong, G.T.Carter, Remisporine B, a novel dimeric chromenone derived from spontaneous Diels–Alder reaction of remisporine A, Tetrahedron Lett., 2003, 44(15), 3119–3122) has described the only dimer ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/16A61K31/352A61P35/00A61P35/02C12N1/14C12P17/18C12R1/80
CPCC07D493/16C12N1/14C12P17/181
Inventor 崔承彬夏明文李长伟
Owner INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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