Aphidicolin

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Aphidicolin
Aphidicolin structure.png
Names
IUPAC name
(3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
Identifiers
38966-21-1 YesY
ChEMBL ChEMBL29711 YesY
ChemSpider 10280269 YesY
Jmol-3D images Image
PubChem 457964
Properties
C20H34O4
Molar mass 338.48 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Aphidicolin is defined as a tetracyclic diterpene antibiotic isolated from the fungus, Cephalosporum aphidicola with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication. It blocks the cell cycle at early S phase. It is a specific inhibitor of DNA polymerase A,D in eukaryotic cells and in some viruses (vaccinia[1][2] and herpesviruses) and an apoptosis inducer in HeLa cells. Natural aphidicolin is a secondary metabolite of the fungus Nigrospora oryzae.[3]

Bibliography[edit]

  • Dhillon VS, Husain SA, Ray GN (2003). "Expression of aphidicolin-induced fragile sites and their relationship between genetic susceptibility in breast cancer, ovarian cancer, and non-small-cell lung cancer patients". Teratog., Carcinog. Mutagen. Suppl 1: 35–45. doi:10.1002/tcm.10068. PMID 12616595. 
  • Mahy, Brian W J (2001). A dictionary of virology (3. ed. ed.). San Diego, Calif. [u.a.]: Academic Press. p. 19. ISBN 978-0-12-465327-6. 

References[edit]

  1. ^ DeFilippes, FM (Nov 1984). "Effect of aphidicolin on vaccinia virus: isolation of an aphidicolin-resistant mutant.". Journal of Virology 52 (2): 474–82. PMC 254548. PMID 6436508. 
  2. ^ Bucknall, R. A.; Moores, H.; Simms, R.; Hesp, B. (1 September 1973). "Antiviral Effects of Aphidicolin, a New Antibiotic Produced by Cephalosporium aphidicola". Antimicrobial Agents and Chemotherapy 4 (3): 294–298. doi:10.1128/AAC.4.3.294. 
  3. ^ Aphidicolin product page from Fermentek