Revision as of 14:47, 5 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Saving copy of the {{chembox}} taken from revid 450105236 of page Prostratin for the Chem/Drugbox validation project (updated: 'CASNo'). |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 442055021 |
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| verifiedrevid = 464218167 |
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|ImageFile=Prostratin.svg |
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| ImageFile=Prostratin.svg |
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|ImageSize= |
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| ImageSize= |
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|IUPACName= (1a''R'',1b''S'',4a''R'',7a''S'',7b''R'',8''R'',9a''S'')-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9a''H''-cyclopropabenzoazulen-9a-yl acetate |
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| PIN= (1a''R'',1b''S'',4a''R'',7a''S'',7b''R'',8''R'',9a''S'')-4a,7b-Dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9a''H''-cyclopropabenzoazulen-9a-yl acetate |
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|OtherNames=12-Deoxyphorbol-13-acetate |
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| OtherNames=12-Deoxyphorbol-13-acetate |
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|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 399975 |
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| ChemSpiderID = 399975 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = BOJKFRKNLSCGHY-HXGSDTCMSA-N |
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| StdInChIKey = BOJKFRKNLSCGHY-HXGSDTCMSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 60857-08-1 --> |
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| CASNo=60857-08-1 |
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| PubChem=454217 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = O=C1\C(=C/23(O)(/C=C(/CO)C12O)4(OC(=O)C)(C3C)C4(C)C)C |
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| UNII = KO94U6DIQ6 |
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| PubChem=454217 |
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| SMILES = O=C1\C(=C/23(O)(/C=C(/CO)C12O)4(OC(=O)C)(C3C)C4(C)C)C |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>22</sub>H<sub>30</sub>O<sub>6</sub> |
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| Formula=C<sub>22</sub>H<sub>30</sub>O<sub>6</sub> |
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| MolarMass=390.47 g/mol |
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| MolarMass=390.47 g/mol |
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|Section3= {{Chembox Hazards |
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'''Prostratin''' is a ] activator found in the bark of the mamala tree of ], '']'' (]). While prostratin was originally isolated and identified as a new ] from species of the genus ''Pimelea'' (]) in ], the antiviral activity of prostratin was discovered during research on the ] of Samoan healers in ] village by ethnobotanist ] and a team at the U.S. National Cancer Institute. Samoan healers use the mamala tree to treat hepatitis. Research indicated that prostratin has potential to be useful in the treatment of ] as it could flush viral reservoirs in ] ].<ref>, AIDS Research Alliance, 2006</ref> |
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As a modulator of ], it has been shown to exhibit promising therapeutic potential against other diseases such as ] and ]. |
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In 2015, study showed that orally administrated prostratin repressed human ].<ref>{{cite journal | doi = 10.1016/j.cell.2015.10.041 | pmid = 26590425 | title = K-Ras Promotes Tumorigenicity through Suppression of Non-canonical Wnt Signaling | journal = Cell | volume = 163 | issue = 5 | pages = 1237–1251 | year = 2015 | last1 = Wang | first1 = Man-Tzu | last2 = Holderfield | first2 = Matthew | last3 = Galeas | first3 = Jacqueline | last4 = Delrosario | first4 = Reyno | last5 = To | first5 = Minh D. | last6 = Balmain | first6 = Allan | last7 = McCormick | first7 = Frank | doi-access = free }}</ref> |
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== Overview == |
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Prostratin is of interest because of its unique ability to activate latent viral reservoirs, while preventing healthy cells from infection, as well as its discovery through ]. Pioneering agreements to protect indigenous intellectual property rights of the Samoan people were established between the Samoan government and the ], with 20% of ARA's profits to be returned to the Samoan people,<ref> {{webarchive|url=https://archive.today/20070106185614/http://www.aidsresearch.org/scientific_research/prostratin_press.html |date=2007-01-06 }}, AIDS Research Alliance, 2001-12-13</ref> and between the Samoan Government and the ] where a team led by ] is trying to isolate the gene sequence responsible for prostratin biosynthesis. ] and UC Berkeley agreed to share equally in any commercial proceeds from the gene product. |
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In 2008, a team at Stanford University led by chemist ] has published an elegant four-step ] of prostratin from ].<ref>{{cite journal|title=Practical Synthesis of Prostratin, DPP, and Their Analogs, Adjuvant Leads Against Latent HIV|author1=Paul A. Wender |author2=Jung-Min Kee |author3=Jeffrey M. Warrington |authorlink1=Paul Wender|journal=Science|date=May 2008|volume=320|issue=5876|pages=649–652|doi=10.1126/science.1154690|pmid=18451298|pmc=2704988|bibcode=2008Sci...320..649W }}</ref> This practical synthesis produces gram quantities of prostratin, and is a major step forward in pharmaceutical development of prostratin. |
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In 2010, AIDS Research Alliance in Los Angeles, California announced that it signed a new licensing agreement with Stanford University, transferring exclusive rights of the technology developed by the Stanford research team. |
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Phase I human ] of prostratin will be carried out by the AIDS ReSearch Alliance in Los Angeles, California. |
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== References == |
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{{reflist}} |
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== External links == |
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