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词条 Cordycepin
释义

  1. See also

  2. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 389428269
| Name = Cordycepin
| ImageFile = cordycepin.svg
| ImageName =
| IUPACName = 9-(3-Deoxy-β-D-ribofuranosyl)adenine
| OtherNames = Cordycepine
3'-Deoxyadenosine
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 4630
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 73-03-0
| SMILES = O[C@@H]1C[C@@H](CO)O[C@H]1N2C(N=CN=C3N)=C3N=C2
| PubChem = 6303
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 305686
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 6064
| SMILES2 = n2c1c(ncnc1n(c2)[C@@H]3O[C@@H](C[C@H]3O)CO)N
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = OFEZSBMBBKLLBJ-BAJZRUMYSA-N
|Section2={{Chembox Properties
| C=10|H=13|N=5|O=3
| Density =
| MeltingPtC = 225.5
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Cordycepin, or 3'-deoxyadenosine, is a derivative of the nucleoside adenosine, differing from the latter by the absence of the hydroxy group in the 3' position of its ribose moiety. It was initially extracted from the fungus Cordyceps militaris,[1] but can now be produced synthetically.

Because cordycepin is similar to adenosine, some enzymes cannot discriminate between the two. It can therefore participate in certain biochemical reactions (for example, incorporation into an mRNA molecule, resulting in premature termination of protein synthesis).[2][3]

Cordycepin has displayed cytotoxicity against some leukemic cell lines in vitro, and at least one clinical trial of cordycepin as a leukemia treatment is in progress.[4]

Cordycepin has been found to produce rapid, robust imipramine-like antidepressant effects in animal models of depression, and these effects, similarly to those of imipramine, are dependent on enhancement of AMPA receptor signaling.[5]

See also

  • Deoxyadenosine

References

1. ^{{cite journal | author = Cunningham, K. G. | author2 = Manson, W. | author3 = Spring, F. S. | author4 = Hutchinson, S. A. | last-author-amp = yes | year = 1950 | title = Cordycepin, a Metabolic Product isolated from Cultures of Cordyceps militaris (Linn.) Link. | journal = Nature | volume = 166 | issue = 4231 | pages = 949 | doi = 10.1038/166949a0 | pmid = 14796634 }}
2. ^{{cite journal | author = Siev, M. | author2 = Weinberg, R. | author3 = Penman, S. | last-author-amp = yes | year = 1969 | title = The selective interruption of nucleolar RNA synthesis in HeLa cells by cordycepin | journal = J. Cell Biol. | volume = 41 | pages = 510–520 | url = http://www.jcb.org/cgi/reprint/41/2/510 | doi = 10.1083/jcb.41.2.510 | pmid = 5783871 | issue = 2 | pmc = 2107749}}
3. ^{{cite journal| vauthors=Kondrashov A, Meijer HA, Barthet-Barateig A, Parker HN, Khurshid A, Tessier S| title=Inhibition of polyadenylation reduces inflammatory gene induction | journal=RNA | year= 2012 | volume= 18| issue= 12| pages= 2236–50| pmid=23118416 | doi=10.1261/rna.032391.112 | pmc= 3504674| displayauthors=etal }}
4. ^{{cite web|author=National Cancer Institute|title=Definition of cordycepin|url=http://www.cancer.gov/publications/dictionaries/cancer-drug?cdrid=42667|website=NCI Drug Dictionary|accessdate=21 December 2015|date=2011-02-02}}
5. ^{{cite journal|last1=Li|first1=Bai|last2=Hou|first2=Yangyang|last3=Zhu|first3=Ming|last4=Bao|first4=Hongkun|last5=Nie|first5=Jun|last6=Zhang|first6=Grace Y.|last7=Shan|first7=Liping|last8=Yao|first8=Yao|last9=Du|first9=Kai|last10=Yang|first10=Hongju|last11=Li|first11=Meizhang|last12=Zheng|first12=Bingrong|last13=Xu|first13=Xiufeng|last14=Xiao|first14=Chunjie|last15=Du|first15=Jing|title=3'-Deoxyadenosine (Cordycepin) Produces a Rapid and Robust Antidepressant Effect via Enhancing Prefrontal AMPA Receptor Signaling Pathway|journal=International Journal of Neuropsychopharmacology|volume=19|issue=4|year=2016|pages=pyv112|issn=1461-1457|doi=10.1093/ijnp/pyv112|pmid=26443809|pmc=4851261}}

4 : Alkaloids|Alkaloids found in fungi|Antidepressants|Nucleosides

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