Difference between revisions of "Kaurane"

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(Further reading)
(Further reading)
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*{{citation | author = NAGASHIMA Fumihiro; KONDOH Masuo; UEMATSU Toshinari; NISHIYAMA Akiko; SAITO Sayaka; SATO Masao; ASAKAWA Yoshinori | title = Cytotoxic and apoptosis-inducing ''ent''-kaurane-type diterpenoids from the Japanese liverwort ''Jungermannia truncata'' nees | journal = Chem. Pharm. Bull. | year = 2002 | volume = 50 | issue = 6 | pages = 808–13}}.
 
*{{citation | author = NAGASHIMA Fumihiro; KONDOH Masuo; UEMATSU Toshinari; NISHIYAMA Akiko; SAITO Sayaka; SATO Masao; ASAKAWA Yoshinori | title = Cytotoxic and apoptosis-inducing ''ent''-kaurane-type diterpenoids from the Japanese liverwort ''Jungermannia truncata'' nees | journal = Chem. Pharm. Bull. | year = 2002 | volume = 50 | issue = 6 | pages = 808–13}}.
 
*{{citation | title = 16α,19-Diacetoxy-''ent''-kaurane, a New Natural Diterpene from the Exudate of ''Ozothamnus scutellifolius'' (Asteraceae) | author = Fco. Javier Arriaga-Giner, Angel Rumbero and Eckhard Wollenweber | journal = Z. Naturforsch. | volume = 54c | pages = 602–4 | year = 1999}}.
 
*{{citation | title = 16α,19-Diacetoxy-''ent''-kaurane, a New Natural Diterpene from the Exudate of ''Ozothamnus scutellifolius'' (Asteraceae) | author = Fco. Javier Arriaga-Giner, Angel Rumbero and Eckhard Wollenweber | journal = Z. Naturforsch. | volume = 54c | pages = 602–4 | year = 1999}}.
*{{citation | title = Kaurane Diterpenoids from Three ''Sideritis'' Species | url = http://journals.tubitak.gov.tr/chem/issues/kim-05-29-1/kim-29-1-7-0402-1.pdf | author = Maurizio BRUNO, Franco PIOZZI Nelly Apostolides ARNOLD, K. H¨usn¨u Can BAS�ER3, Nurhayat TABANCA, Ne�se KIRIMER | journal = Turk. J. Chem. | volume = 29 | year = 2005 | pages = 61–64}}.
+
*{{citation | title = Kaurane Diterpenoids from Three ''Sideritis'' Species | url = http://journals.tubitak.gov.tr/chem/issues/kim-05-29-1/kim-29-1-7-0402-1.pdf | first1 = Maurizio | last1 = Bruno | first2 = Franco | last2 = Piozzi | first3 = Nelly Apostolides | last3 = Arnold | first4 = K. Hüsnü Can | last4 = Başer | first5 = Nurhayat | last5 = Tabanca | first6 = Neşe | last6 = Kirimer | journal = Turk. J. Chem. | volume = 29 | year = 2005 | pages = 61–64}}.
  
 
==External links==
 
==External links==

Revision as of 10:02, 5 September 2009

Kaurane is a parent hydride used in the IUPAC nomenclature of natural products and also, distinctly, in CAS nomenclature. It is a diterpene with a rigid four-ring structure and six chiral centres.

The stereochemistry of the six chiral centres is defined by convention: however, IUPAC and CAS use different conventional stereochemistry, which also leads to a slight difference in numbering between the two systems. IUPAC conventional kaurane has (5S,8S,9S,10S,13S,15R)-stereochemistry, and is drawn with the five-membered ring receding into the plane of the image.[1] CAS conventional kaurane has (5S,8R,9S,10S,13R,15R)-stereochemistry, and is drawn with the five-membered ring protruding from the plane of the image.[2] Carbon-19 (one of the two methyl groups attached to carbon-4) is on the same side of the molecule as the five-membered ring in both systems: hence it is receding into the plane of the image in IUPAC nomenclature and protruding from the plane of the image in CAS nomenclature.

References

Further reading

External links

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