Seco-prezizaane

Three novel seco-prezizaane sesquiterpenes were isolated from leaves of I. parviflorum (swamp star anise, yellow star anise), a species occurring endemically in... 

Huang, J.M., Nakade, K., Kondo, M., Yang, C.S. and Fukuyama, Y. (2002) Brine shrimp lethality test active constituents and new highly oxygenated seco-prezizaane-type sesquiterpenes from lllicium merrillianum. Chemical and Pharmaceutical Bulletin (Tokyo) 50(1), 1 33-1 36. 

Kuriyama, T., Schmidt, T.J., Okuyama, E. and Ozoe, Y. (2002) Structure-activity relationships of seco-prezizaane terpenoids in gamma-aminobutyric acid receptors of houseflies and rats. Bioorganic and Medicinal Chemistry 1 0(6), 1 873-1 881. 

Schmidt, T.J. (1 999) Novel seco-prezizaane sesquiterpenes from North American lllicium species. Journal of... 

Fig. (27). Structures of the 30 convulsant/insecticidal terpenoids of the seco-prezizaane (1-13) and picrotoxane/picrodendrane types (14-30) whose binding data to rat and housefly GABA receptors were included in the Quasar receptor-surface modelling study [163].

Thirty compounds (13 seco-prezizaanes and 17 picrotoxanes/ picrodendranes, see Fig. (27)) were included in the modelling study [163]. The test set consisted of 8 and 7 compounds for the housefly and rat data, respectively, and the binding energies were predicted by the final models with good quality (see Fig. (29)), indicating that these... 

Most gratefully, the author wishes to acknowledge the contributions of many collaborators to much of the presented work in which he himself was involved. It is due to mention the cooperations with I. Merfort and coworkers, who performed the experimental work on NF-kB inhibition, J. Heilmann and coworkers who conducted the KB cytotoxicity and gene expression studies, R. Brun who performed the antitrypanosomal tests and E. Okuyama and Y. Ozoe who conducted in-vivo- and receptor binding studies, respectively, with the. seco-prezizaanes. Big thanks are due to the NMR service at HHU. Furthermore, help of E. Muller in some of the reactivity studies is gratefully acknowledged. 

New carbon skeletal sesquiterpenes, which are not able to take their place with the known subclasses of seco-prezizaane-type sesquiterpenes typical of Illicium plants, have been found as natural products, as shown in Fig. (13). A new skeletal sesquiterpene named tashironin (75) was isolated first from I. tashiroi [40] and later found with 11 -0-debenzoyltashiromn (76) in I. merrillianum [39]. The structure of tashironin (75) was elucidated by extensive analysis of spectroscopic data. Tashironin consists of a 2-... 

Although anisatin (1) and its related seco-prezizaane-subtypes such as pseudoanisatin (12) have been postulated to be biosynthesized... 

It will be our great pleasure if this review stimulates organic chemists and biologist s interests toward seco-prezizaane-type and its related sesquiterpenes. 

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