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Article: Immunochemical characterization of the functional constituents of Tripterygium wilfordii contributing to its anti-inflammatory property
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TitleImmunochemical characterization of the functional constituents of Tripterygium wilfordii contributing to its anti-inflammatory property
 
AuthorsWong, KF1
Chan, JK1
Chan, KL1
Tam, P1
Yang, D1
Fan, ST1
Luk, JM1 1
 
Keywordsβ-hydroxyl
γ-butyrolactone
Structure-activity relationship
Triptolide
 
Issue Date2008
 
PublisherBlackwell Publishing Asia. The Journal's web site is located at http://www.blackwellpublishing.com/journals/CEP
 
CitationClinical And Experimental Pharmacology And Physiology, 2008, v. 35 n. 1, p. 55-59 [How to Cite?]
DOI: http://dx.doi.org/10.1111/j.1440-1681.2007.04740.x
 
Abstract1. Tripterygium wilfordii (TW) contains bioactive compounds that possess immunosuppressive properties. These compounds are considered to be potential drugs in the treatment of acute graft rejections. However, their structure-activity relationships remain unknown. 2. The aim of the present study was to delineate the molecular moieties of triptolide that could account for its ability to inhibit inflammatory responses. In this context, purified TW active compounds (triptolide and triptonide) and synthetic triptolide derivatives were prepared to investigate the structure-activity relationships of triptolide. To this end, rat splenocytes were treated with increasing concentrations of the compounds and then allogenically stimulated using a mixed lymphocyte reaction to determine their antiproliferative activities. From the results, the IC 50 value of each compound was calculated. 3. Modification of the β-hydroxyl group at the C-14 position of the triptolide molecule significantly affected the immunosuppressive activity of T59, as demonstrated by a sevenfold increase of the IC 50. Conversely, reduction of the γ-butyrolactone group in T60 and T61 completely abrogated the antiproliferative effect. Alterations in the C-14 β-hydroxyl and γ-butyrolactone groups also resulted in reduced cytotoxicity. 4. The present findings demonstrate that the C-14 β-hydroxyl and γ-butyrolactone moieties of the triptolide molecule are crucial for its anti-inflammatory properties and cytotoxicity and are responsible for the compound's antiproliferative activity. © 2007 The Authors.
 
ISSN0305-1870
2012 Impact Factor: 2.16
2012 SCImago Journal Rankings: 0.658
 
DOIhttp://dx.doi.org/10.1111/j.1440-1681.2007.04740.x
 
ISI Accession Number IDWOS:000251249600011
 
ReferencesReferences in Scopus
 
DC FieldValue
dc.contributor.authorWong, KF
 
dc.contributor.authorChan, JK
 
dc.contributor.authorChan, KL
 
dc.contributor.authorTam, P
 
dc.contributor.authorYang, D
 
dc.contributor.authorFan, ST
 
dc.contributor.authorLuk, JM
 
dc.date.accessioned2010-09-06T06:13:43Z
 
dc.date.available2010-09-06T06:13:43Z
 
dc.date.issued2008
 
dc.description.abstract1. Tripterygium wilfordii (TW) contains bioactive compounds that possess immunosuppressive properties. These compounds are considered to be potential drugs in the treatment of acute graft rejections. However, their structure-activity relationships remain unknown. 2. The aim of the present study was to delineate the molecular moieties of triptolide that could account for its ability to inhibit inflammatory responses. In this context, purified TW active compounds (triptolide and triptonide) and synthetic triptolide derivatives were prepared to investigate the structure-activity relationships of triptolide. To this end, rat splenocytes were treated with increasing concentrations of the compounds and then allogenically stimulated using a mixed lymphocyte reaction to determine their antiproliferative activities. From the results, the IC 50 value of each compound was calculated. 3. Modification of the β-hydroxyl group at the C-14 position of the triptolide molecule significantly affected the immunosuppressive activity of T59, as demonstrated by a sevenfold increase of the IC 50. Conversely, reduction of the γ-butyrolactone group in T60 and T61 completely abrogated the antiproliferative effect. Alterations in the C-14 β-hydroxyl and γ-butyrolactone groups also resulted in reduced cytotoxicity. 4. The present findings demonstrate that the C-14 β-hydroxyl and γ-butyrolactone moieties of the triptolide molecule are crucial for its anti-inflammatory properties and cytotoxicity and are responsible for the compound's antiproliferative activity. © 2007 The Authors.
 
dc.description.naturelink_to_subscribed_fulltext
 
dc.identifier.citationClinical And Experimental Pharmacology And Physiology, 2008, v. 35 n. 1, p. 55-59 [How to Cite?]
DOI: http://dx.doi.org/10.1111/j.1440-1681.2007.04740.x
 
dc.identifier.citeulike2042897
 
dc.identifier.doihttp://dx.doi.org/10.1111/j.1440-1681.2007.04740.x
 
dc.identifier.epage59
 
dc.identifier.hkuros138857
 
dc.identifier.isiWOS:000251249600011
 
dc.identifier.issn0305-1870
2012 Impact Factor: 2.16
2012 SCImago Journal Rankings: 0.658
 
dc.identifier.issue1
 
dc.identifier.openurl
 
dc.identifier.pmid18047628
 
dc.identifier.scopuseid_2-s2.0-36649012569
 
dc.identifier.spage55
 
dc.identifier.urihttp://hdl.handle.net/10722/69445
 
dc.identifier.volume35
 
dc.languageeng
 
dc.publisherBlackwell Publishing Asia. The Journal's web site is located at http://www.blackwellpublishing.com/journals/CEP
 
dc.publisher.placeAustralia
 
dc.relation.ispartofClinical and Experimental Pharmacology and Physiology
 
dc.relation.referencesReferences in Scopus
 
dc.subjectβ-hydroxyl
 
dc.subjectγ-butyrolactone
 
dc.subjectStructure-activity relationship
 
dc.subjectTriptolide
 
dc.titleImmunochemical characterization of the functional constituents of Tripterygium wilfordii contributing to its anti-inflammatory property
 
dc.typeArticle
 
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<description.abstract>1. Tripterygium wilfordii (TW) contains bioactive compounds that possess immunosuppressive properties. These compounds are considered to be potential drugs in the treatment of acute graft rejections. However, their structure-activity relationships remain unknown. 2. The aim of the present study was to delineate the molecular moieties of triptolide that could account for its ability to inhibit inflammatory responses. In this context, purified TW active compounds (triptolide and triptonide) and synthetic triptolide derivatives were prepared to investigate the structure-activity relationships of triptolide. To this end, rat splenocytes were treated with increasing concentrations of the compounds and then allogenically stimulated using a mixed lymphocyte reaction to determine their antiproliferative activities. From the results, the IC 50 value of each compound was calculated. 3. Modification of the &#946;-hydroxyl group at the C-14 position of the triptolide molecule significantly affected the immunosuppressive activity of T59, as demonstrated by a sevenfold increase of the IC 50. Conversely, reduction of the &#947;-butyrolactone group in T60 and T61 completely abrogated the antiproliferative effect. Alterations in the C-14 &#946;-hydroxyl and &#947;-butyrolactone groups also resulted in reduced cytotoxicity. 4. The present findings demonstrate that the C-14 &#946;-hydroxyl and &#947;-butyrolactone moieties of the triptolide molecule are crucial for its anti-inflammatory properties and cytotoxicity and are responsible for the compound&apos;s antiproliferative activity. &#169; 2007 The Authors.</description.abstract>
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Author Affiliations
  1. The University of Hong Kong