Maliane-type compound as well as extraction method and application thereof
A compound, olivetane technology, applied in the field of extracting useful substances, can solve the problems of many chiral sites, complex structure, reported synthesis methods, etc., and achieve the effects of good in vitro antibacterial activity and cost reduction
Inactive Publication Date: 2018-11-16
GUANGXI ZHUANG AUTONOMOUS REGION CENT FOR ANALYSIS & TEST RES
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Problems solved by technology
[0003] Olivane-type sesquiterpene compounds with [6,6,3] tricyclic rings are relatively rare natural products. Because of their complex structures and many chiral sites, there are still no reports on the synthesis methods of this type of compounds.
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Method used
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Embodiment 1
[0035] (1) Take 950 g of star anise rectification bottom residue, separate by silica gel column chromatography, and use volume ratio cyclohexane:ethyl acetate=1:0, 50:1, 10:1, 1:1 to mix Solution gradient elution obtained 7 fractions A~G;
[0036] (2) Fraction F (43.05 g) was separated by silica gel column chromatography, and the volume ratio of cyclohexane:ethyl acetate=1:0, 50:1, 25:1, 10:1, 5:1, 2: 1. Gradient elution with a 1:1 mixed solution yielded 17 fractions F1-F17; F14 (1.61 g) was separated by sephadex LH-20 Sephadex column chromatography, volume ratio chloroform:methanol=1: The mixed solution of 1 was eluted to obtain 2 fractions F14-1~F14-2;
[0037] (3) F14-2 (530 mg) was separated by open ODS column chromatography, followed by gradient elution with volume ratio methanol:water = 30%, 50%, 70%, 90%, 100% mixed solution to obtain 4 Fractions F14-2-1~F14-2-4; F14-2-3 (109 mg) were separated by silica gel column chromatography, followed by volume ratio cyclohexane:...
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Abstract
The invention relates to a method for recovering a useful substance from a rectifying still bottom residual liquid in which a spice is extracted from natural plant Illicium verum and an application ofthe useful substance, and specifically relates to an extraction method and application of a compound 1,4-dihydroxy-14(10 -> 1)-migration-maliane-1(10)-ene. The extraction method of the compound comprises the following steps: the rectifying still bottom residual liquid of the Illicium verum is taken, chromatographic separation is performed by using a silica gel column, chromatographic separation is performed by using a sephadex LH-20 glucan gel column, chromatographic separation is performed by using an open ODS column, preparative thin-layer chromatographic separation is performed, and therefore the compound 1,4-dihydroxy-14(10 -> 1)-migration-maliane-1(10)-ene is obtained. The method disclosed by the invention can not only fully utilize the still bottom residual liquid obtained after rectification of the Illicium verum, but also obtain the maliane-type sesquiterpene compound having a [6,6,3] tricyclic structure; and the maliane-type compound can be used as an antibacterial candidatecompound or as a natural spice.
Description
technical field [0001] The invention relates to the technical field of extracting useful substances from natural plants, in particular to a method and application for recovering useful substances from the distillation bottom raffinate of spices extracted from natural plant star anise. Background technique [0002] Star anise (star anise tree), which belongs to the genus star anise of the Magnoliaceae, has a Latin scientific name Illicium verum, Commonly known as aniseed, fennel, and fennel, it has been a variety of "medicine and food with the same origin" announced by my country since 2002. Studies have shown that star anise has only extremely low toxicity. In my country, it is mainly distributed in Guangxi, Guangdong, Yunnan and other provinces and regions. It is a special spice and traditional Chinese medicine in my country, and it is also widely planted in Southeast Asian countries such as Vietnam and Pakistan. As the origin and main producing area of star anise, Guang...
Claims
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IPC IPC(8): C07C35/37A61P31/04C07C29/76C11B9/00
CPCA61P31/04C07C35/37C11B9/0042C07C2603/08
Inventor 黄岛平林葵谢集照黄祖林张思敏谢云峰
Owner GUANGXI ZHUANG AUTONOMOUS REGION CENT FOR ANALYSIS & TEST RES