Sanggenone

Hano, Y. and Nomura T., Constituents of the Chinese crude drug Sang-bai-pi Morus root barks), IV. Structures of four new flavonoids, Sanggenon H, I, J and K, Heterocycles, 20, 1971, 1983. 

Robinetin Rubraflavone A Rubraflavone C Rubraflavone D Saltillin Salvigenin Sanaganone Sanggenon J Sanggenon K Santin... 

FIGURE 16.10 A biosynthetic pathway proposed for the formation of the chalcone-isoprene Diels-Alder adduct, sanggenon R (182), after Hano et The fate of the diene is indicated in bold type. 

Among the most intensively investigated of all the chalcone Diels Alder adducts are a group obtained solely from Morus species in which the diene component of the reaction is a dehydroprenylflavanone. The structures of several such compounds published prior to 1992 have now been revised on the basis of new spectroscopic and chemical data. Among the most important of the techniques used were two-dimensional NMR and circular dichroism spectroscopy. The revised structures listed in Table 16.5 are those of sanggenons C (210), D (211), E (212), and O (213). In these compounds, the flavanones show the common feature... 

Sanggenon R Chalcone-monoterpene C20H16O5 Morns sp. Moraceae 166... 

Hano, Y. et al., Sanggenons R, S and T, three new isoprenylated phenols from the Chinese crude drug Sang-Bai-Pi (Moms root bark). Heterocycles, 40, 953, 1995. 

Shi, Y.-Q., Fukai, T., and Nomura, T., Structure of sanggenon O, a Diels-Alder type adduct derived from a chalcone and a dehydroprenylated sanggenon-type flavanone from Morus cathayana, Heterocycles, 54, 639, 2001. 

On the other hand, in Japan, Sang-Bai-Pi (the root bark of Chinese mulberry tree) imported from China has been used as an herbal medicine, hence a study of the components of this crude drug purchased in the Japanese market was undertaken. Its phenolic components are different from those of Japanese mulberry tree. For example, morusin (3) and kuwanon G (1) are the main phenolic components of Japanese mulberry tree, in the case of Sang-Bai-Pi , these components are minor ones, while sanggenons A (4) [16], C (5) [17], and D (33) [61] are the main components [24]. Sanggenons C (5) and D (33) showed the hypotensive effects as follows Sanggenon C (5) caused transient decrease in arterial blood pressure at the doses of 1 mg/kg in pentobarbital-anesthetized rabbit by 15 mm Hg, while at the doses of 5 mg/kg the compound (5) caused a transient decrease by 100 mm Hg, which continued for more... 

Fig. (29). Overlapping of the SMER (stick) and molecular model of albanol B (97, ball and stick) and sanggenon M (100, ball ami stick).

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