PL421386A1 - Betulonic acid ester and method for obtaining it - Google Patents
Betulonic acid ester and method for obtaining itInfo
- Publication number
- PL421386A1 PL421386A1 PL421386A PL42138617A PL421386A1 PL 421386 A1 PL421386 A1 PL 421386A1 PL 421386 A PL421386 A PL 421386A PL 42138617 A PL42138617 A PL 42138617A PL 421386 A1 PL421386 A1 PL 421386A1
- Authority
- PL
- Poland
- Prior art keywords
- acid ester
- betulonic acid
- betulonic
- acid
- obtaining
- Prior art date
Links
- SLJTWDNVZKIDAU-CKURCAGRSA-N Betulonic acid Natural products CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@@H](CC[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(=O)O SLJTWDNVZKIDAU-CKURCAGRSA-N 0.000 title abstract 5
- -1 Betulonic acid ester Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 2
- SLJTWDNVZKIDAU-SVAFSPIFSA-N Betulonic acid Chemical compound C1CC(=O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C(=C)C)[C@@H]5[C@H]4CC[C@@H]3[C@]21C SLJTWDNVZKIDAU-SVAFSPIFSA-N 0.000 abstract 2
- QGJZLNKBHJESQX-UHFFFAOYSA-N 3-Epi-Betulin-Saeure Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C(=C)C)C5C4CCC3C21C QGJZLNKBHJESQX-UHFFFAOYSA-N 0.000 abstract 1
- CLOUCVRNYSHRCF-UHFFFAOYSA-N 3beta-Hydroxy-20(29)-Lupen-3,27-oic acid Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C(O)=O)CCC5(C)CCC(C(=C)C)C5C4CCC3C21C CLOUCVRNYSHRCF-UHFFFAOYSA-N 0.000 abstract 1
- DIZWSDNSTNAYHK-XGWVBXMLSA-N Betulinic acid Natural products CC(=C)[C@@H]1C[C@H]([C@H]2CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(=O)O DIZWSDNSTNAYHK-XGWVBXMLSA-N 0.000 abstract 1
- QGJZLNKBHJESQX-FZFNOLFKSA-N betulinic acid Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CC[C@@H](C(=C)C)[C@@H]5[C@H]4CC[C@@H]3[C@]21C QGJZLNKBHJESQX-FZFNOLFKSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- PZXJOHSZQAEJFE-UHFFFAOYSA-N dihydrobetulinic acid Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C(C)C)C5C4CCC3C21C PZXJOHSZQAEJFE-UHFFFAOYSA-N 0.000 abstract 1
- 230000007071 enzymatic hydrolysis Effects 0.000 abstract 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- MQYXUWHLBZFQQO-UHFFFAOYSA-N nepehinol Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C(=C)C)C5C4CCC3C21C MQYXUWHLBZFQQO-UHFFFAOYSA-N 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem zgłoszenia jest ester kwasu betulonowego o wzorze 1 przedstawionym na rysunku. Zgłoszenie zawiera też sposób, który polega na tym, że kwas betulinowy utleniony do kwasu betulonowego i przeprowadzony w chlorek kwasu betulonowego poddaje się estryfikacji z (DL)-winianem dimetylu, a następnie odblokowuje się grupy karboksylowe we fragmencie kwasu winowego w drodze selektywnej hydrolizy metodą enzymatyczną. Ester kwasu betulonowego z kwasem (DL)-winowym może znaleźć zastosowanie w przemyśle farmaceutycznym i kosmetycznym.The subject of the application is betulonic acid ester of formula 1 shown in the figure. The application also contains a method which consists in the fact that betulinic acid oxidized to betulonic acid and converted into betulonic acid chloride is subjected to esterification with (DL) -dimethyl tartrate, and then the carboxyl groups are unblocked in the tartaric acid fragment by selective enzymatic hydrolysis . The betulonic acid ester (DL) -tartaric acid may find application in the pharmaceutical and cosmetics industry.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL421386A PL232661B1 (en) | 2017-04-24 | 2017-04-24 | Betulonic acid ester and method for obtaining it |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL421386A PL232661B1 (en) | 2017-04-24 | 2017-04-24 | Betulonic acid ester and method for obtaining it |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL421386A1 true PL421386A1 (en) | 2018-11-05 |
| PL232661B1 PL232661B1 (en) | 2019-07-31 |
Family
ID=63998261
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL421386A PL232661B1 (en) | 2017-04-24 | 2017-04-24 | Betulonic acid ester and method for obtaining it |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL232661B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL446207A1 (en) * | 2023-09-22 | 2025-03-24 | Advanced Pharma Solutions Spółka Z Ograniczoną Odpowiedzialnością | Betulin dihydrogen phthalate salt and PAMAM G0 and the use of betulin dihydrogen phthalate salt and PAMAM G0 for the treatment and care of nails |
-
2017
- 2017-04-24 PL PL421386A patent/PL232661B1/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL446207A1 (en) * | 2023-09-22 | 2025-03-24 | Advanced Pharma Solutions Spółka Z Ograniczoną Odpowiedzialnością | Betulin dihydrogen phthalate salt and PAMAM G0 and the use of betulin dihydrogen phthalate salt and PAMAM G0 for the treatment and care of nails |
| PL248387B1 (en) * | 2023-09-22 | 2025-12-08 | Advanced Pharma Solutions Spolka Z Ograniczona Odpowiedzialnoscia | Betulin dihydrogen phthalate salt and PAMAM G0 and the use of betulin dihydrogen phthalate salt and PAMAM G0 for nail treatment and care |
Also Published As
| Publication number | Publication date |
|---|---|
| PL232661B1 (en) | 2019-07-31 |
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