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Geiparvarin: Difference between revisions

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{{chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 400101562
| Watchedfields = changed
|ImageFile = Geiparvarin.svg
| verifiedrevid = 435168179
|ImageSize =
| ImageFile = Geiparvarin.svg
|IUPACName = 7-{oxy}-2''H''-chromen-2-one
| ImageSize =
|OtherNames=
| PIN = 7-{oxy}-2''H''-1-benzopyran-2-one
| OtherNames =
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 36413-91-9
| PubChem = 5910585 | CASNo = 36413-91-9
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES = CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C3=CC(=O)C(O3)(C)C
| UNII = O0M5JB2L95
| MeSHName = Geiparvarin
| PubChem = 5910585
}}
| SMILES = CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C3=CC(=O)C(O3)(C)C
| MeSHName = Geiparvarin
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4743982
| SMILES2 = O=C/3Oc2c(ccc(OC/C=C(/C=1OC(C(=O)C=1)(C)C)C)c2)\C=C\3
| InChI = 1/C19H18O5/c1-12(15-11-17(20)19(2,3)24-15)8-9-22-14-6-4-13-5-7-18(21)23-16(13)10-14/h4-8,10-11H,9H2,1-3H3/b12-8+
| InChIKey = OUTLLBZGJYDUQE-XYOKQWHBBW
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C19H18O5/c1-12(15-11-17(20)19(2,3)24-15)8-9-22-14-6-4-13-5-7-18(21)23-16(13)10-14/h4-8,10-11H,9H2,1-3H3/b12-8+
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = OUTLLBZGJYDUQE-XYOKQWHBSA-N
}}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>19</sub>H<sub>18</sub>O<sub>5</sub> | Formula = C<sub>19</sub>H<sub>18</sub>O<sub>5</sub>
| MolarMass = 326.343 g/mol | MolarMass = 326.343 g/mol
| Appearance = | Appearance =
| Density = | Density = 1.242 g/mL
| MeltingPt = | MeltingPt =
| BoilingPt = | BoilingPtC = 533
| Solubility = | Solubility =
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards =
| FlashPt= | FlashPt =
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''Geiparvarin''' is a ] derivative found in the leaves of the Australian Willow ('']'').<ref>{{cite journal |author=Lahey FN, Macleod JK |title=The coumarins of ''Geijera parviflora'' Lindl |journal=Aust J Chem |volume=20 |issue=9 |pages=1943–55 |month=September |year=1967 |doi=10.1071/CH9671943}}</ref> It is a ].<ref name="pmid12443774">{{cite journal |author=Carotti A |title=Natural and synthetic geiparvarins are strong and selective MAO-B inhibitors. Synthesis and SAR studies |journal=Bioorg. Med. Chem. Lett. |volume=12 |issue=24 |pages=3551–3555 |year=2002 |month=December |pmid=12443774 |doi= 10.1016/S0960-894X(02)00798-9|url=http://linkinghub.elsevier.com/retrieve/pii/S0960894X02007989 |author-separator=, |author2=Carrieri A |author3=Chimichi S |display-authors=3 |last4=Boccalini |first4=M |last5=Cosimelli |first5=B |last6=Gnerre |first6=C |last7=Carotti |first7=A |last8=Carrupt |first8=PA |last9=Testa |first9=B}}</ref> '''Geiparvarin''' is a ] derivative found in the leaves of the Australian Willow ('']'').<ref>{{cite journal |vauthors=Lahey FN, Macleod JK |title=The coumarins of ''Geijera parviflora'' Lindl |journal=] |volume=20 |issue=9 |pages=1943–55 |date=September 1967 |doi=10.1071/CH9671943}}</ref> It is a ].<ref name="pmid12443774">{{cite journal |author=Carotti A |title=Natural and synthetic geiparvarins are strong and selective MAO-B inhibitors. Synthesis and SAR studies |journal=Bioorg. Med. Chem. Lett. |volume=12 |issue=24 |pages=3551–3555 |date=December 2002 |pmid=12443774 |doi= 10.1016/S0960-894X(02)00798-9|name-list-style=vanc|author2=Carrieri A |author3=Chimichi S |display-authors=3 |last4=Boccalini |first4=M |last5=Cosimelli |first5=B |last6=Gnerre |first6=C |last7=Carotti |first7=A |last8=Carrupt |first8=PA |last9=Testa |first9=B}}</ref>


Several ]s of geiparvarin have been studied for antitumor properties.<ref>{{cite journal |author=Baraldi PG, Guarneri M, Manfredini S, Simoni D, Balzarini J, De Clercq E |title=Synthesis and cytostatic activity of geiparvarin analogues |journal=] |volume=32 |issue=2 |pages=284–288 |year=1989 |month=February |pmid=2913291 |doi= 10.1021/jm00122a002|url=}}</ref><ref>{{cite journal |author=Valenti P |title=Synthesis, cytotoxicity and SAR of simple geiparvarin analogues |journal=Anticancer Drug Des |volume=12 |issue=6 |pages=443–51 |year=1997 |month=September |pmid=9311554 |doi= |url= |author-separator=, |author2=Rampa A |author3=Recanatini M |display-authors=3 |last4=Bisi |first4=A |last5=Belluti |first5=F |last6=Da Re |first6=P |last7=Carrara |first7=M |last8=Cima |first8=L}}</ref><ref>{{cite journal |author=Viola G |title=Synthesis, cytotoxicity, and apoptosis induction in human tumor cells by geiparvarin analogues |journal=Chem Biodivers |volume=1 |issue=9 |pages=1265–1280 |year=2004 |month=September |pmid=17191904 |doi=10.1002/cbdv.200490089 |url= |author-separator=, |author2=Vedaldi D |author3=dall'Acqua F |display-authors=3 |last4=Basso |first4=Giuseppe |last5=Disarò |first5=Silvia |last6=Spinelli |first6=Monica |last7=Cosimelli |first7=Barbara |last8=Boccalini |first8=Marco |last9=Chimichi |first9=Stefano}}</ref> Several ]s of geiparvarin have been studied for antitumor properties.<ref>{{cite journal |vauthors=Baraldi PG, Guarneri M, Manfredini S, Simoni D, Balzarini J, De Clercq E |title=Synthesis and cytostatic activity of geiparvarin analogues |journal=] |volume=32 |issue=2 |pages=284–288 |date=February 1989 |pmid=2913291 |doi= 10.1021/jm00122a002}}</ref><ref>{{cite journal |author=Valenti P |title=Synthesis, cytotoxicity and SAR of simple geiparvarin analogues |journal=Anticancer Drug Des |volume=12 |issue=6 |pages=443–51 |date=September 1997 |pmid=9311554 |name-list-style=vanc|author2=Rampa A |author3=Recanatini M |display-authors=3 |last4=Bisi |first4=A |last5=Belluti |first5=F |last6=Da Re |first6=P |last7=Carrara |first7=M |last8=Cima |first8=L}}</ref><ref>{{cite journal |author=Viola G |title=Synthesis, cytotoxicity, and apoptosis induction in human tumor cells by geiparvarin analogues |journal=Chemistry & Biodiversity |volume=1 |issue=9 |pages=1265–1280 |date=September 2004 |pmid=17191904 |doi=10.1002/cbdv.200490089 |name-list-style=vanc|author2=Vedaldi D |author3=dall'Acqua F |display-authors=3 |last4=Basso |first4=Giuseppe |last5=Disarò |first5=Silvia |last6=Spinelli |first6=Monica |last7=Cosimelli |first7=Barbara |last8=Boccalini |first8=Marco |last9=Chimichi |first9=Stefano|s2cid=22355393 }}</ref>


==References== == References ==
{{reflist}} {{reflist}}


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