Partition Behavior and Ion Pair Formation of Some Prostaglandins

Partition Behavior and Ion Pair Formation of Some Prostaglandins

The pKa and intrinsic partition coefficient (PC0) of seven prostaglandins (PGE1, PGE2, PGA1, PGA2, PGB1, PGB2, and PGF2a) were determined from their pH-partition profiles. Structural changes of the prostaglandins were largely reflected in PC0 values rather than the pKa values. Partition of the prost...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical & pharmaceutical bulletin 1978/12/25, Vol.26(12), pp.3779-3784
Hauptverfasser: UEKAMA, KANETO, HIRAYAMA, FUMITOSHI, TANAKA, HARUMI, TAKEMATSU, KATSUMI
Format: Artikel
Sprache:eng
Schlagworte:
hydrophobic interaction
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 3784
container_issue 12
container_start_page 3779
container_title Chemical & pharmaceutical bulletin
container_volume 26
creator UEKAMA, KANETO
HIRAYAMA, FUMITOSHI
TANAKA, HARUMI
TAKEMATSU, KATSUMI
description The pKa and intrinsic partition coefficient (PC0) of seven prostaglandins (PGE1, PGE2, PGA1, PGA2, PGB1, PGB2, and PGF2a) were determined from their pH-partition profiles. Structural changes of the prostaglandins were largely reflected in PC0 values rather than the pKa values. Partition of the prostaglandins from aqueous buffer (pH7.0) to cyclohexane containing various alcohols was markedly enhanced by the addition of aliphatic amines in aqueous phase. The influences of temperature and chain length of both alcohol and amine on partition coefficients of the prostaglandins were investigated. Furthermore, extraction constants (Ke) for prostaglandin-amine ion pairs and number of alcohol molecules associated with ion pair (n) were determined to gain insight into the mechanism of enhanced extraction process.
doi_str_mv 10.1248/cpb.26.3779
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1459862608</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3131911181</sourcerecordid><originalsourceid>FETCH-LOGICAL-c489t-171b2a201a2e7ff38ca6b3b64ecda39c1968153cf6d443820c32f3abca1531b53</originalsourceid><addsrcrecordid>eNpF0E1LAzEQBuAgCtbqyT-w4FG2JpndbHJTS6uFggX1HGbTxG5pNzXZCv57s7boJYGZJx_zEnLN6IjxQt6ZXT3iYgRVpU7IgEFR5SXncEoGlFKVcxBwTi5iXFPKS1rBgNwvMHRN1_g2e7Qr_Gp8yLBdZrNUWGATsqkPW_zte5e9-q3NFsHHDj82iTVtvCRnDjfRXh33IXmfTt7Gz_n85Wk2fpjnppCqy1nFao6cMuS2cg6kQVFDLQprlgjKMCUkK8E4sSwKkJwa4A6wNpiqrC5hSG4O9-6C_9zb2Om134c2PalZUSopuKAyqduDMumTMVind6HZYvjWjOo-Ip0i0lzoPqKkpwe97geyf7aPxGxsb5kqZe8ZP679wX-wwqBtCz99fnED</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1459862608</pqid></control><display><type>article</type><title>Partition Behavior and Ion Pair Formation of Some Prostaglandins</title><source>J-STAGE Free</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>Free Full-Text Journals in Chemistry</source><creator>UEKAMA, KANETO ; HIRAYAMA, FUMITOSHI ; TANAKA, HARUMI ; TAKEMATSU, KATSUMI</creator><creatorcontrib>UEKAMA, KANETO ; HIRAYAMA, FUMITOSHI ; TANAKA, HARUMI ; TAKEMATSU, KATSUMI</creatorcontrib><description>The pKa and intrinsic partition coefficient (PC0) of seven prostaglandins (PGE1, PGE2, PGA1, PGA2, PGB1, PGB2, and PGF2a) were determined from their pH-partition profiles. Structural changes of the prostaglandins were largely reflected in PC0 values rather than the pKa values. Partition of the prostaglandins from aqueous buffer (pH7.0) to cyclohexane containing various alcohols was markedly enhanced by the addition of aliphatic amines in aqueous phase. The influences of temperature and chain length of both alcohol and amine on partition coefficients of the prostaglandins were investigated. Furthermore, extraction constants (Ke) for prostaglandin-amine ion pairs and number of alcohol molecules associated with ion pair (n) were determined to gain insight into the mechanism of enhanced extraction process.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.26.3779</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>hydrophobic interaction</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1978/12/25, Vol.26(12), pp.3779-3784</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 1978</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c489t-171b2a201a2e7ff38ca6b3b64ecda39c1968153cf6d443820c32f3abca1531b53</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,27922,27923</link.rule.ids></links><search><creatorcontrib>UEKAMA, KANETO</creatorcontrib><creatorcontrib>HIRAYAMA, FUMITOSHI</creatorcontrib><creatorcontrib>TANAKA, HARUMI</creatorcontrib><creatorcontrib>TAKEMATSU, KATSUMI</creatorcontrib><title>Partition Behavior and Ion Pair Formation of Some Prostaglandins</title><title>Chemical &amp; pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>The pKa and intrinsic partition coefficient (PC0) of seven prostaglandins (PGE1, PGE2, PGA1, PGA2, PGB1, PGB2, and PGF2a) were determined from their pH-partition profiles. Structural changes of the prostaglandins were largely reflected in PC0 values rather than the pKa values. Partition of the prostaglandins from aqueous buffer (pH7.0) to cyclohexane containing various alcohols was markedly enhanced by the addition of aliphatic amines in aqueous phase. The influences of temperature and chain length of both alcohol and amine on partition coefficients of the prostaglandins were investigated. Furthermore, extraction constants (Ke) for prostaglandin-amine ion pairs and number of alcohol molecules associated with ion pair (n) were determined to gain insight into the mechanism of enhanced extraction process.</description><subject>hydrophobic interaction</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1978</creationdate><recordtype>article</recordtype><recordid>eNpF0E1LAzEQBuAgCtbqyT-w4FG2JpndbHJTS6uFggX1HGbTxG5pNzXZCv57s7boJYGZJx_zEnLN6IjxQt6ZXT3iYgRVpU7IgEFR5SXncEoGlFKVcxBwTi5iXFPKS1rBgNwvMHRN1_g2e7Qr_Gp8yLBdZrNUWGATsqkPW_zte5e9-q3NFsHHDj82iTVtvCRnDjfRXh33IXmfTt7Gz_n85Wk2fpjnppCqy1nFao6cMuS2cg6kQVFDLQprlgjKMCUkK8E4sSwKkJwa4A6wNpiqrC5hSG4O9-6C_9zb2Om134c2PalZUSopuKAyqduDMumTMVind6HZYvjWjOo-Ip0i0lzoPqKkpwe97geyf7aPxGxsb5kqZe8ZP679wX-wwqBtCz99fnED</recordid><startdate>19780101</startdate><enddate>19780101</enddate><creator>UEKAMA, KANETO</creator><creator>HIRAYAMA, FUMITOSHI</creator><creator>TANAKA, HARUMI</creator><creator>TAKEMATSU, KATSUMI</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>19780101</creationdate><title>Partition Behavior and Ion Pair Formation of Some Prostaglandins</title><author>UEKAMA, KANETO ; HIRAYAMA, FUMITOSHI ; TANAKA, HARUMI ; TAKEMATSU, KATSUMI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c489t-171b2a201a2e7ff38ca6b3b64ecda39c1968153cf6d443820c32f3abca1531b53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1978</creationdate><topic>hydrophobic interaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>UEKAMA, KANETO</creatorcontrib><creatorcontrib>HIRAYAMA, FUMITOSHI</creatorcontrib><creatorcontrib>TANAKA, HARUMI</creatorcontrib><creatorcontrib>TAKEMATSU, KATSUMI</creatorcontrib><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><jtitle>Chemical &amp; pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>UEKAMA, KANETO</au><au>HIRAYAMA, FUMITOSHI</au><au>TANAKA, HARUMI</au><au>TAKEMATSU, KATSUMI</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Partition Behavior and Ion Pair Formation of Some Prostaglandins</atitle><jtitle>Chemical &amp; pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1978-01-01</date><risdate>1978</risdate><volume>26</volume><issue>12</issue><spage>3779</spage><epage>3784</epage><pages>3779-3784</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>The pKa and intrinsic partition coefficient (PC0) of seven prostaglandins (PGE1, PGE2, PGA1, PGA2, PGB1, PGB2, and PGF2a) were determined from their pH-partition profiles. Structural changes of the prostaglandins were largely reflected in PC0 values rather than the pKa values. Partition of the prostaglandins from aqueous buffer (pH7.0) to cyclohexane containing various alcohols was markedly enhanced by the addition of aliphatic amines in aqueous phase. The influences of temperature and chain length of both alcohol and amine on partition coefficients of the prostaglandins were investigated. Furthermore, extraction constants (Ke) for prostaglandin-amine ion pairs and number of alcohol molecules associated with ion pair (n) were determined to gain insight into the mechanism of enhanced extraction process.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.26.3779</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0009-2363
ispartof Chemical and Pharmaceutical Bulletin, 1978/12/25, Vol.26(12), pp.3779-3784
issn 0009-2363
1347-5223
language eng
recordid cdi_proquest_journals_1459862608
source J-STAGE Free; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry
subjects hydrophobic interaction
title Partition Behavior and Ion Pair Formation of Some Prostaglandins
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-09T18%3A40%3A46IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Partition%20Behavior%20and%20Ion%20Pair%20Formation%20of%20Some%20Prostaglandins&rft.jtitle=Chemical%20&%20pharmaceutical%20bulletin&rft.au=UEKAMA,%20KANETO&rft.date=1978-01-01&rft.volume=26&rft.issue=12&rft.spage=3779&rft.epage=3784&rft.pages=3779-3784&rft.issn=0009-2363&rft.eissn=1347-5223&rft_id=info:doi/10.1248/cpb.26.3779&rft_dat=%3Cproquest_cross%3E3131911181%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1459862608&rft_id=info:pmid/&rfr_iscdi=true