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Preparation method and application of chemical components of anti-cancer active part of rosa laevigata flower

A technology of white wood fragrant flowers and parts, which is applied in the directions of organic active ingredients, medical preparations containing active ingredients, organic chemistry, etc., and can solve problems such as unreported chemical ingredients.

Active Publication Date: 2021-12-21
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The patent "Arboria chinensis extract and its medicine and its preparation method and its application" (application number: 202110731199.5) discloses that the PXS66-2 part of A. argentina has significant anti-tumor activity, but its chemical composition has not been reported

Method used

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  • Preparation method and application of chemical components of anti-cancer active part of rosa laevigata flower
  • Preparation method and application of chemical components of anti-cancer active part of rosa laevigata flower
  • Preparation method and application of chemical components of anti-cancer active part of rosa laevigata flower

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Preparation of PXS66-2:

[0056] A 1.15kg sample of dried flowers of Aquilaria sinensis (Lour.) Spreng. was crushed and extracted with 90% ethanol (2L), ultrasonically extracted in a 60°C water bath for 30min, repeated 4 times, combined and filtered, and the solvent was recovered to obtain an extract . Take 172.0g of the extract, add water (1L) to make a suspension, extract with petroleum ether (1L×3), recover the petroleum ether to obtain the petroleum ether extraction site; the aqueous phase solution after petroleum ether extraction, continue to use ethyl acetate Ester extraction (1L×3), recovery of ethyl acetate to obtain 23.0 g of ethyl acetate extraction fraction (number PXS66-2).

Embodiment 2

[0058] Fractional preparation of PXS66-2 by silica gel column chromatography, and separation of the chemical components of the active segment:

[0059] PXS66-2 with a weight of 23.0 g was eluted with a gradient of dichloromethane-methanol mixed solvent of 1:0, 10:1, 5:1, 3:1, 2:1 and 0:1 through silica gel column chromatography. Divided to give B-1 (5.3g), B-2 (14.0g), B-3 (2.3g), B-4 (0.05g), B-5 ​​(0.08g) and B-6 (0.08g) ) and other 6 parts.

[0060] Take part B-1 5.3g via C 18 Reversed-phase silica gel column chromatography, 5:95→100:0 methanol-water gradient elution to obtain B-1-1 (0.05 g), B-1-2 (0.11 g), B-1-3 (0.09 g), B-1-4 (0.08g), B-1-5 (0.07g), B-1-6 (1.12g), B-1-7 (0.89g), B-1-8 (0.18 g), 12 parts including B-1-9 (0.17g), B-1-10 (0.12g), B-1-11 (0.11g) and B-1-12 (0.03g).

[0061]1.12 g of part B-1-6 was taken, and washed with a gradient of petroleum ether-ethyl acetate mixed solvent of 5:1, 4:1, 3:1, 2:1, 1:1 and 0:1 through silica gel column chromatography ...

Embodiment 3

[0063] Spectral data and structural analysis of the new compound aquilarolide A (PFS-11):

[0064] According to the high-resolution mass spectrometry data of compound PFS-11, HR-ESI-MS m / z 567.2937[M+Na] + (calcd.for C 31 H 44 NaO 8 , 567.2934), inferred that the molecular formula of PFS-11 is C 31 H 44 O 8 , with 10 degrees of unsaturation. The nuclear magnetic resonance (NMR) data (Table 1) of this compound were compared with those of cucurbitane-type triterpenes, especially with the NMR data of the compound Neocucurbitacin D [Jiang H-Z, Hu S, Tan R-X, Tan R, Jiao R-H. Neocucurbitacin D, a novel lactone-type norcucurbitacin as xanthine oxidaseinhibitor from Herpetospermum pedunculosum. Natural Product Research, 2020, 34, 1728-1734], it is speculated that PFS-11 is a norcucurbitane triterpenoid lactone. The chemical structural formula of PFS-11 was finally determined by the two-dimensional NMR correlation map ( figure 2 ) analysis and electronic circular dichroism ca...

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Abstract

The invention provides an extraction and identification method and application of chemical components in an anti-cancer active site PXS66-2 of rosa laevigata. The invention belongs to the technical field of medicines. According to the method, a separation method of chromatographic column chromatography and semi-preparative high performance liquid chromatography and an identification method of mass spectrum and nuclear magnetic resonance spectrum are adopted for separating and identifying PFS-2a (cucurbitacine E), PFS-7 (sakuranetin), PFS-8 (23, 24-dihydrocucurbitacine E), PFS-12 (cucurbitacine B), PFS-15 (6-methoxy-7-hydroxy-2-[2-(4 '-methoxyphenyl) ethyl]) chromone and a new compound PFS-11 (agilawood lactone A) from PXS66-2. According to the invention, the main chemical components of the PXS66-2 are clarified for the first time, a new compound PFS-11 is separated and identified, and the chemical components can be simply and quickly obtained from the white rosa banksiae flowers and the anticancer active part PXS66-2 of the white rosa banksiae flowers and the anticancer active part PXS66-2 of the white rosa banksiae flowers through the method disclosed by the invention, and can be used for establishing quality control standards of the white rosa banksiae flowers and the anticancer active part PXS66-2 of the white rosa banksiae flowers.

Description

technical field [0001] The invention belongs to the technical field of extraction and separation of natural products, and particularly relates to a method for separating and identifying chemical components of PXS66-2, an anticancer active part of A. chinensis, and its application. Background technique [0002] Baimuxiang [Aquilariasinensis (Lour.) Spreng.] is a genus of agarwood in the family Daphneaceae, and its resin-containing heartwood is the traditional Chinese medicine agarwood. At present, there are extensive studies on the heartwood of Baimuxiang, but less research on Baimuxianghua. Except for a literature report on the chemical composition of the essential oil of Baimuxianghua [Mei Wenli, Lin Feng, Dai Haofu. The volatile oil components of Baimuxiang flowers and fruits] The GC-MS analysis of tropical and subtropical Botany, 2009, 17(3), 305-308], no other chemical constituents have been reported. Lung cancer is the malignant tumor with the highest morbidity and mor...

Claims

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Application Information

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IPC IPC(8): C07J9/00C07J73/00C07D311/32C07D311/40C07D311/22A61K31/352A61K31/575A61P35/00A61P35/02
CPCC07J9/00C07J73/003C07D311/32C07D311/40C07D311/22A61P35/00A61P35/02Y02A50/30
Inventor 杨珺王跃虎罗吉凤夏梦媛李兴玉胡栋宝
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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