(WO2018162769) Use of dmso for the synthesis of oleacein and oleocanthal 机翻标题: (WO20181627) 二甲基亚砜在齐墩油素和齐墩油合成中的应用

源语言标题
(WO2018162769) Use of dmso for the synthesis of oleacein and oleocanthal
公开号/公开日
WO2018162769 WO2018162769 / 2018-09-13 2018-11-08
申请号/申请日
WOES2018000016 / 2018-03-09
发明人
FERNÁNDEZ-BOLAÑOS GUZMÁN JOSÉ MARÍA MAYA CASTILLA INÉS GONZÁLEZ BENJUMEA ALEJANDRO
申请人
UNIVERSIDAD DE SEVILLA
主分类号
IPC分类号
A23L-033/105 A61K-031/222 A61K-031/34 A61K-031/35 A61P-009/00 A61P-017/18 A61P-025/28 A61P-029/00 A61P-031/00 A61P-035/00 A61Q-090/00 C07C-067/327 C07C-069/738 C07D-309/32 C07D-317/30
摘要
(WO2018162769)
The invention can be used to double the yield of a Krapcho reaction by means of which oleacein is obtained from oleuropein, present in olive leaves.Oleacein, a dialdehyde secoiridoid present in virgin and extra virgin olive oil, has very interesting biological properties, such as anti-inflammatory and anti-asthmatic properties.For the first time, the Krapcho reaction has been extended to the conversion of monoaldehyde aglycones of oleuropein and ligstroside, present in phenolic extracts of EVOO, into the corresponding oleacein and oleocanthal dialdehyde derivatives, thereby providing a very effective method for enriching phenolic extracts with dialdehyde secoiridoids, with high added value.The invention also relates to a new method for stabilising and increasing the bioavailability of oleacein and oleocanthal using acylation and acetylation reactions.In terms of production, the invention falls within the scope of the agriculture, food, chemical and pharmaceutical fields.The invention is suitable for use in the activity sector of the pharmaceutical and food industries.
机翻摘要
(WO20181627)
本发明可用于将Krapcho反应的产率提高一倍,其方法是从橄榄叶中存在的Oleuropein中获得Oleacein。Oleacein是一种存在于初榨橄榄油和特初榨橄榄油中的二醛缩宫苷,具有非常有趣的生物特性,如抗炎和抗哮喘的特性。这是第一次,Krapcho反应已经扩展到将evoo酚类提取物中存在的oleuropein和ligstroside的单醛配基转化为相应的oleacein和oleocanthal-dialdehyde衍生物,从而提供了一种非常有效的方法来丰富具有高附加值的双醛-secoiridoid的酚类提取物。本发明还涉及一种利用酰化反应和乙酰化反应稳定和提高齐墩和齐墩生物利用度的新方法,在生产上属于农业、食品、化工、医药等领域,适用于该领域的活性领域。制药和食品工业。
地址
代理人
代理机构
优先权号
2017ES-0000241
主权利要求
(WO2018162769)
. Eivindicaciones
. Use of dimetiisuifoxido (DMSO) or dimetiisulfaxidQ hexadeuterado (DMSO-c) wet at temperatures above 140 Degrees c, using conventional heating or mieroondas and in the absence of inorganic salts for oieuropeina transformation of ia and/or ligsirosido, separately or mixed with other fenoiicos compounds in dialdehidicos compounds oleaceina and oieocantaL respectively.
. Use of dimetiisuifoxido (DMSO) or dimetilsuifoxido hexadeuterado (DMSO-d [K]) at temperatures above de9U (a) C, using conventional heating or mieroondas, for oieuropeina transformation dei agiicon monoaldehidico ai and/or agiicon rnonoaidehidico dei llgstrosido, separately or mixed with other fenoiicos compounds in dialdehidicos compound ios oleaceina and oleocantal respectively.
. Use of dimetiisuifoxido (DMSO) or dimetllsuifoxido hexadeuterado (DMSG-of) wet at temperatures above 140 Degrees c, using conventional heating or mieroondas, ia transformation of oieuropeina isolated (or mixed with other fenoiicos compounds) in agiicon dehydrated of oleurosido (DOA) 5
. Use of dimetiisuifoxido (DMSO) or dimetiisuifoxido hexadeuterado (DMSO-ds) at temperatures above 90 (0) C, using conventional heating or mieroondas, enrichment fenoiicos extracts from virgin olive oil or virgin extra on dialdehidicos compound ios oieacema and oleocantal.
. Preparation of compounds in general formula 2 where R is selected between hydrogen (h), rent £ C; - C? (J) phenyl replaced or without replacing through acylation of fenoiicos nidroxiios ai oleaceina, isolated or mixed with hearing you secoiridoides.
. Preparation of compounds formula generates! 9, Where R is selected between hydrogen (h), rent (C1-C22), feniio replaced or without replacing through acuacion! Hldroxilc fenoiieo! Oieocantal. Isolated or mixed with other secoiridoides.
. Preparation of compounds in general formula 3 where R is selected between hydrogen (h), rent (d- C; ^), Feniio replaced or without replacing through aciiacion of fenoiicos hidroxiios of agiicon of oieurosido one dehydrated preparation as described in claim 3.
. Preparation EC composed of general formula 10, where R is selected between hydrogen (h), rent (G- Gju). Feniio replaced or without replacing through regioseleciiva acetalacion! Acetiiado oieocantal (oieaceina) with etilengiicoi.
9.
9. Preparation of com put general formula 1 1, where R is selected between hydrogen (h), rent (c- C). Phenyl replaced or without replacing through acetaiacion regioselective of oleaceina acetylated (aceoleina etilengiicoL)
1.
10.
10. Preparation dei oieocanta! 3 -etilideno aceta! 12 Through desaciiaeion compounds prepared according to claim 8.
11.
11. I 1, Preparation of oleaceina 3 -etilideno aceta! 1 3 Through desaciiacion compounds preparation as! To claim 9.
12.
12. Preparation of oieocantai 3—ET! Iideno aceta! 12 Through acetaiacion regioselective of oieocantai with etilenglico.
13.
13. 3 -etilideno preparation dei oieocantai aceta! 13 Through acetaiacion regicseiectiva of oleocema with etiienglicol.
14.
14. Use of ios composed of made generates! [2]; Where R is selected between hydrogen (h), rent {C.- C S}, feniio replaced or without replacing prepared according to claim 5. Ts. Use of the compound prepared according to claim 5 where R is methyl: Oleaceina acetylated (or aceoleina). 16- Use of compounds that are mentioned in the ias claims 14 and 15 for ia elaboration of a cosmetic and pharmaceutical composition.
17.
17. Makes use of compounds formulate general 9. where R is selected between hydrogen (h), rent (Ci-C? [S]), phenyl replaced or without replacing, prepared according to claim 8
18.
18. Use of the compound preparation as To claim 8 where R is methyl: Acetylated oleocanial (or aceocantal).
19.
19. Use of compound ios mentioned in the ias claims 17 and 18 for the development of a cosmetic and pharmaceutical composition.
20.
20. Use of the compound of aglicon dehydrated of oleurosido (DOA), composing S.
21.
21. Use of the compound of made general 3, where R is selected between hydrogen (h), rent (Ci-G; ; ;), Phenyl replaced or without replacing.
22.
22. Use of compounds 5 and 3 for ia elaboration of a cosmetic and pharmaceutical composition,
23.
23. Use oscornpuestos general formula 10, where R is selected between hydrogen (h), rent {C—C.・・・>), Phenyl replaced or without replacing.
24.
24. Use of compounds of general formula 1 where R is selected between hydrogen (h), rent (CB), phenyl replaced or without replacing.
25.
25. Use of compound 12 (oleocanial 3 -eiilideno aceta)
26.
26. Use of compound 13 (oleaceina 3 -etiiideno acetai).
27.
27. : Use of compound ios mentioned in claims [23]: 24, 25 and 26 for the development of a cosmetic and pharmaceutical composition.
28.
28. Use of compound ios prepared according to the previous claims for e! Treatment and prevention of diseases tumoraies. Neuro-degenerative, inflammatory, cardiovascular or infectious.
29.
29. Use of compound ios prepared according to the previous claims in ia elaboration of pharmaceutical, cosmetic formulations or compositions 6
Food for prevention of ia To oxidation of biomoieculas, food and cells
30.
30. Compostela of previous claims, where this composition is in shape suitable for topical administration, oral or parenial.
法律状态
PENDING
专利类型码
A2 A3
国别省市代码
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