Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins
Four enantiomeric forms of natural prostaglandins, <i>ent</i>-PGF<sub>2α</sub> ((−)-<b>1</b>), <i>ent</i>-PGE<sub>2</sub> ((+)-<b>2</b>) <i>ent</i>-PGF<sub>1α</sub> ((−)-<b>3</b>), and <i&g...
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MDPI AG
2020-08-01
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author | Márton Enesei László Takács Enikő Tormási Adrienn Tóthné Rácz Zita Róka Mihály Kádár Zsuzsanna Kardos |
author_facet | Márton Enesei László Takács Enikő Tormási Adrienn Tóthné Rácz Zita Róka Mihály Kádár Zsuzsanna Kardos |
author_sort | Márton Enesei |
collection | DOAJ |
description | Four enantiomeric forms of natural prostaglandins, <i>ent</i>-PGF<sub>2α</sub> ((−)-<b>1</b>), <i>ent</i>-PGE<sub>2</sub> ((+)-<b>2</b>) <i>ent</i>-PGF<sub>1α</sub> ((−)-<b>3</b>), and <i>ent</i>-PGE<sub>1</sub> ((+)-<b>4</b>) have been synthetized in gram scale by Corey synthesis used in the prostaglandin plants of CHINOIN, Budapest. Chiral HPLC methods have been developed to separate the enantiomeric pairs. Enantiomers of natural prostaglandins can be used as analytical standards to verify the enantiopurity of synthetic prostaglandins, or as biomarkers to study oxidation processes in vivo. |
first_indexed | 2024-03-10T17:16:31Z |
format | Article |
id | doaj.art-ad425b5d86b24eca9080dc539f5d5953 |
institution | Directory Open Access Journal |
issn | 2624-8549 |
language | English |
last_indexed | 2024-03-10T17:16:31Z |
publishDate | 2020-08-01 |
publisher | MDPI AG |
record_format | Article |
series | Chemistry |
spelling | doaj.art-ad425b5d86b24eca9080dc539f5d59532023-11-20T10:28:47ZengMDPI AGChemistry2624-85492020-08-012372774110.3390/chemistry2030047Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural ProstaglandinsMárton Enesei0László Takács1Enikő Tormási2Adrienn Tóthné Rácz3Zita Róka4Mihály Kádár5Zsuzsanna Kardos6Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rakpart 3, 1111 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Development, Tó utca 1-5, 1045 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Analytics, Tó utca 1-5, 1045 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Analytics, Tó utca 1-5, 1045 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Analytics, Tó utca 1-5, 1045 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Analytics, Tó utca 1-5, 1045 Budapest, HungaryCHINOIN, a member of Sanofi Group, PG Development, Tó utca 1-5, 1045 Budapest, HungaryFour enantiomeric forms of natural prostaglandins, <i>ent</i>-PGF<sub>2α</sub> ((−)-<b>1</b>), <i>ent</i>-PGE<sub>2</sub> ((+)-<b>2</b>) <i>ent</i>-PGF<sub>1α</sub> ((−)-<b>3</b>), and <i>ent</i>-PGE<sub>1</sub> ((+)-<b>4</b>) have been synthetized in gram scale by Corey synthesis used in the prostaglandin plants of CHINOIN, Budapest. Chiral HPLC methods have been developed to separate the enantiomeric pairs. Enantiomers of natural prostaglandins can be used as analytical standards to verify the enantiopurity of synthetic prostaglandins, or as biomarkers to study oxidation processes in vivo.https://www.mdpi.com/2624-8549/2/3/47preparation<i>ent</i>-PGF<sub>2α</sub><i>ent</i>-PGF<sub>1α</sub><i>ent</i>-PGE<sub>2</sub><i>ent</i>-PGE<sub>1</sub>chiral HPLC |
spellingShingle | Márton Enesei László Takács Enikő Tormási Adrienn Tóthné Rácz Zita Róka Mihály Kádár Zsuzsanna Kardos Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins Chemistry preparation <i>ent</i>-PGF<sub>2α</sub> <i>ent</i>-PGF<sub>1α</sub> <i>ent</i>-PGE<sub>2</sub> <i>ent</i>-PGE<sub>1</sub> chiral HPLC |
title | Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins |
title_full | Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins |
title_fullStr | Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins |
title_full_unstemmed | Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins |
title_short | Preparation and Chiral HPLC Separation of the Enantiomeric Forms of Natural Prostaglandins |
title_sort | preparation and chiral hplc separation of the enantiomeric forms of natural prostaglandins |
topic | preparation <i>ent</i>-PGF<sub>2α</sub> <i>ent</i>-PGF<sub>1α</sub> <i>ent</i>-PGE<sub>2</sub> <i>ent</i>-PGE<sub>1</sub> chiral HPLC |
url | https://www.mdpi.com/2624-8549/2/3/47 |
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