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TriptolideWikipedia,thefreeencyclopedia

Triptolide
FromWikipedia,thefreeencyclopedia

Triptolideisaditerpenoidepoxidefoundinthe
ThunderGodVine,Tripterygiumwilfordii.Ithasin
vitroandinvivoactivitiesagainstmousemodelsof
polycystickidneydisease[1]andpancreaticcancer,but
itsphysicalpropertieslimititstherapeuticpotential.[2]
Consequently,asyntheticprodrug,minnelide,isbeing
studiedclinicallyinstead.[2]

Mechanismofaction

Triptolide

Identifiers

Severalputativetargetproteinsoftriptolidehavebeen CASRegistry
38748322
Number
reported,includingpolycystin2,[3]ADAM10,[4]
Properties
DCTPP1,[5]TAB1,[6]andXPB.[7][8]Multiple
Chemicalformula
C20H24O6
triptolideresistantmutationsexistinXPB(ERCC3)
anditspartnerproteinGTF2H4.[9]However,no
Molarmass
360.41gmol1
triptolideresistantmutationswerefoundin
Exceptwhereotherwisenoted,dataaregivenfor
polycystin2,ADAM10,DCTPP1andTAB1.Cys342 materialsintheirstandardstate(at25C[77F],
ofXPBwasidentifiedastheresiduethatundergoes
100kPa).
covalentmodificationbythe12,13epoxidegroupof
Infoboxreferences
triptolide,andtheXPBC342Tmutantrenderedthe
T7115celllinenearlycompletelyresistantto
triptolide.[7]ThelevelofresistanceconferredbytheC342Tmutationisabout100foldhigherthanthe
mosttriptolideresistantmutantspreviouslyidentified.[9]Together,theseresultsvalidateXPBasatarget
responsiblefortheantiproliferativeactivityoftriptolide.

References
1. Leuenroth,Stephanie(2007)."TriptolideisatraditionalChinesemedicinederivedinhibitorofpolycystic
kidneydisease"(http://www.pnas.org/content/104/11/4389.abstract).PNAS104(11):43894394.
doi:10.1073/pnas.0700499104(https://dx.doi.org/10.1073%2Fpnas.0700499104).Retrieved18October2012.
2. Chugh,Rohit(2012)."APreclinicalEvaluationofMinnelideasaTherapeuticAgentAgainstPancreatic
Cancer"(http://stm.sciencemag.org/content/4/156/156ra139.abstract).ScienceTranslationalMedicine4(156):
156ra139.doi:10.1126/scitranslmed.3004334(https://dx.doi.org/10.1126%2Fscitranslmed.3004334).
Retrieved18October2012.
3. S.J.Leuenroth,D.Okuhara,J.D.Shotwell,G.S.Markowitz,Z.Yu,S.Somlo,C.M.Crews,Triptolideisa
traditionalChinesemedicinederivedinhibitorofpolycystickidneydisease.ProcNatlAcadSciUSA2007,
104,43894394
4. R.Soundararajan,R.Sayat,G.S.Robertson,P.A.Marignani,Triptolide:Aninhibitorofadisintegrinand
metalloproteinase10(ADAM10)incancercells.CancerBiolTher2009,8,20542062
5. T.W.Corson,H.Cavga,N.Aberle,C.M.Crews,TriptolidedirectlyinhibitsdCTPpyrophosphatase.
Chembiochem2011,12,17671773
6. Y.Lu,Y.Zhang,L.Li,X.Feng,S.Ding,W.Zheng,J.Li,P.Shen,TAB1:ATargetofTriptolidein
Macrophages.Chem.Biol.2014,21,246256.
7. Q.L.He,D.V.Titov,J.Li,M.Tan,Z.Ye,Y.Zhao,D.Romo,andJ.O.Liu.CovalentModificationofa
CysteineResidueintheXPBSubunitoftheGeneralTranscriptionFactorTFIIHThroughSingleEpoxide
CleavageoftheTranscriptionInhibitorTriptolide.Angew.Chem.Int.Ed.2015,54,18591863
https://en.wikipedia.org/wiki/Triptolide

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TriptolideWikipedia,thefreeencyclopedia

8. D.V.Titov,B.Gilman,Q.L.He,S.Bhat,W.K.Low,Y.Dang,M.Smeaton,A.L.Demain,P.S.Miller,J.
F.Kugel,J.A.Goodrich,J.O.Liu,XPB,asubunitofTFIIH,isatargetofthenaturalproducttriptolide.Nat.
Chem.Biol.2011,7,182188.
9. Y.Smurnyy,M.Cai,H.Wu,E.McWhinnie,J.A.Tallarico,Y.Yang,Y.Feng,DNAsequencingand
CRISPRCas9geneeditingfortargetvalidationinmammaliancells.Nat.Chem.Biol.2014,10,623625

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