Campylopin from Delphinium campylocentrum, the first hetidane C20-diterpene, suggests a new alkaloid biogenetic pathway

Tetrahedron

Volumn 63, Issue 6, 2007, Pages 1417-1420

  Wang, Feng Peng ^a   Yan, Lu Ping ^a  

^a SICHUAN UNIVERSITY   (China)

Author keywords

Alkaloid biogenetic pathway; C20 diterpene; Campylopin; Delphinium campylocentrum; Hetidane

Indexed keywords

CAMPYLOPIN; DITERPENE;

ARTICLE; BIOSYNTHESIS; DRUG ISOLATION; PRIORITY JOURNAL; SPECTROSCOPY;

CAMPYLOCENTRUM; DELPHINIUM;

EID: 33845720516     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.11.078     Document Type: Article

References (12)

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6. The rotation at the sodium D line was too small to give meaningful value.
7. The 3D presentation of 1 was generated by the Cambridgesoft™ Chem3D Ultra 2006. In such processing, MM2 energy minimization had been applied.
8. Compound 1 could not be cultured to form crystals for X-ray single crystal diffraction due to the paucity of the material. Its absolute configuration was deduced by 2D-NMR and CD experiments.
9. Nishanov A., Sultankhodzhaev M., Yunosov M., and Yusupova I. Chem. Nat. Compds. 26 (1991) 82-86
10. Yan, L.-P.; Chen, D.-L.; Wang, F.-P. Chin. J. Org. Chem., in press.
11. Wang F.-P., and Liang X.-T. In: Cordell G.A. (Ed). The Alkaloids, Chemistry and Biology Vol. 59 (2002), Elsevier Science (USA), New York, NY 85
12. The use of HCl in the processing raised the question of whether 1 was of genuine natural occurrence. However, based on a re-examination of the extraction using methanol rather than acidic condition, we believe that 1 does coexist with other components also isolated from this plant.