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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Main Authors: Márton Enesei, László Takács, Enikő Tormási, Adrienn Tóthné Rácz, Zita Róka, Mihály Kádár, Zsuzsanna Kardos
Format: Article
Language:English
Published: MDPI AG 2020-08-01
Series:Chemistry
Subjects:
Online Access:https://www.mdpi.com/2624-8549/2/3/47
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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.
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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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