PL445154A1 - 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol and method for producing 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol - Google Patents
4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol and method for producing 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumolInfo
- Publication number
- PL445154A1 PL445154A1 PL445154A PL44515423A PL445154A1 PL 445154 A1 PL445154 A1 PL 445154A1 PL 445154 A PL445154 A PL 445154A PL 44515423 A PL44515423 A PL 44515423A PL 445154 A1 PL445154 A1 PL 445154A1
- Authority
- PL
- Poland
- Prior art keywords
- hydroxyxanthohumol
- methylglucopyranosyl
- producing
- hours
- formula
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 241000751139 Beauveria bassiana Species 0.000 abstract 1
- 241000233866 Fungi Species 0.000 abstract 1
- YKGCBLWILMDSAV-GOSISDBHSA-N Isoxanthohumol Natural products O(C)c1c2C(=O)C[C@H](c3ccc(O)cc3)Oc2c(C/C=C(\C)/C)c(O)c1 YKGCBLWILMDSAV-GOSISDBHSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- FUSADYLVRMROPL-UHFFFAOYSA-N demethylxanthohumol Natural products CC(C)=CCC1=C(O)C=C(O)C(C(=O)C=CC=2C=CC(O)=CC=2)=C1O FUSADYLVRMROPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
- ORXQGKIUCDPEAJ-YRNVUSSQSA-N xanthohumol Chemical compound COC1=CC(O)=C(CC=C(C)C)C(O)=C1C(=O)\C=C\C1=CC=C(O)C=C1 ORXQGKIUCDPEAJ-YRNVUSSQSA-N 0.000 abstract 1
- UVBDKJHYMQEAQV-UHFFFAOYSA-N xanthohumol Natural products OC1=C(CC=C(C)C)C(OC)=CC(OC)=C1C(=O)C=CC1=CC=C(O)C=C1 UVBDKJHYMQEAQV-UHFFFAOYSA-N 0.000 abstract 1
- 235000008209 xanthohumol Nutrition 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/645—Fungi ; Processes using fungi
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
Abstract
Przedmiotem zgłoszenia jest związek 4'-O-β-D-(4"'-O-metyloglukopiranozylo)-4"-hydroksyksantohumol o wzorze 2. Zgłoszenie obejmuje, ponadto sposób wytwarzania 4'-O-β-D-(4"'-O-metyloglukopiranozylo)-4"-hydroksyksantohumolu charakteryzujący się tym, że do podłoża odpowiedniego dla grzybów strzępkowych wprowadza się szczep Beauveria bassiana BBT, następnie po upływie co najmniej 72 godzin do hodowli wprowadza się substrat, którym jest ksantohumol o wzorze 1, rozpuszczony w rozpuszczalniku organicznym mieszającym się z wodą, transformację prowadzi się w temperaturze od 20 do 30 stopni Celsjusza, przy ciągłym wstrząsaniu, co najmniej 24 godziny, po czym produkt ekstrahuje się rozpuszczalnikiem organicznym niemieszającym się z wodą i oczyszcza chromatograficznie.The subject of the application is the compound 4'-O-β-D-(4"'-O-methylglucopyranosyl)-4"-hydroxyxanthohumol of formula 2. The application further covers a method for producing 4'-O-β-D-(4"'-O-methylglucopyranosyl)-4"-hydroxyxanthohumol characterized in that the Beauveria bassiana BBT strain is introduced into a medium suitable for filamentous fungi, then after at least 72 hours a substrate is introduced into the culture, which is xanthohumol of formula 1 dissolved in an organic solvent miscible with water, the transformation is carried out at a temperature of 20 to 30 degrees Celsius, with continuous shaking, for at least 24 hours, after which the product is extracted with an organic solvent immiscible with water and purified chromatographically.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL445154A PL445154A1 (en) | 2023-06-07 | 2023-06-07 | 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol and method for producing 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL445154A PL445154A1 (en) | 2023-06-07 | 2023-06-07 | 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol and method for producing 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL445154A1 true PL445154A1 (en) | 2024-12-09 |
Family
ID=93799842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL445154A PL445154A1 (en) | 2023-06-07 | 2023-06-07 | 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol and method for producing 4'-O-β-D-(4'''-O-methylglucopyranosyl)-4"-hydroxyxanthohumol |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL445154A1 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL210084B1 (en) * | 2008-06-16 | 2011-12-30 | Univ Przyrodniczy We Wrocławiu | The manner of production of 4'-O- -D-glucosylo-2'-4-dihydroxy-6'-metoxy-3'-prenylochalcone |
-
2023
- 2023-06-07 PL PL445154A patent/PL445154A1/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL210084B1 (en) * | 2008-06-16 | 2011-12-30 | Univ Przyrodniczy We Wrocławiu | The manner of production of 4'-O- -D-glucosylo-2'-4-dihydroxy-6'-metoxy-3'-prenylochalcone |
Non-Patent Citations (2)
| Title |
|---|
| HUSZCZA E, BARTMAŃSKA A, TRONINA T., GLYCOSYLATION OF XANTHOHUMOL BY FUNGI. Z NATURFORSCH C J BIOSCI. 2008 JUL-AUG;63(7-8):557-60. DOI:10.1515/ZNC-2008-7-815. * |
| TOMASZ TRONINA, AGNIESZKA BARTMAŃSKA, MAGDALENA MILCZAREK, JOANNA WIETRZYK, JAROSŁAW POPŁOŃSKI, EDWARD RÓJ, EWA HUSZCZA, ANTIOXIDANT AND ANTIPROLIFERATIVE ACTIVITY OF GLYCOSIDES OBTAINED BY BIOTRANSFORMATION OF XANTHOHUMOL, BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, VOLUME 23, ISSUE 7, 2013, PAGES 1957-1960, HTTPS://DOI.ORG/10.1016/J.BMCL.2013.02.031. * |
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