Citation: Zheng Bang LI, Qiao Hong CHEN, Feng Peng WANG, Bo Gang LI. Oxidation of the Norditerpenoid Alkaloids Isotalatizidine and 6-Epiforsticine[J]. Chinese Chemical Letters, ;2000, 11(5): 421-424. shu

Oxidation of the Norditerpenoid Alkaloids Isotalatizidine and 6-Epiforsticine

a Department of Chemistry of Medicinal Natural Products, School of Pharmacy, West China University of Medical Sciences, Chengdu 610041;
b Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041

Received Date: 26 November 1999
Revised Date: 7 March 2000

Fund Project: We thank the National Natural Science Foundation of China (No.393707) and the Chengdu Diao Pharmaceutical Company for support of this work. We also thank Professor Xiao Tian LIANG for helpful discussion on the subject.

Oxidation of 1 with KMnO₄ in acetone-H₂O (1:1) for 1h gave nevadenine 2 (38%). But, 3 was formed in 98% yield when prolonging time and raising temperature (40℃). Reaction of 1 and 10 with Conforth reagent afforded the ketones 11 (55%), 12 (30%), and 13 (13%), 14 (20%), respectively. While oxidation of 7 and 15 with a variety of the oxidizing agents gave 17 only in low 20% of yield besides the minor 16. In addition, 1 was converted to 2 by the fungi Curvularia lunata.
- Norditerpenoid alkaloid,
- oxidation,
- isotalatizidine,
- 6-epiforsticine,
- Curvularia lunata
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