Abstract
Alcoholism, which is a major health problem in the world, causes as much trouble physiologically as it dose socially. Excessive consumption of ethanol is known to affect profoundly nearly every organ in the body, particularly the endocrine system, heart, central nervous system, immune system, and liver. In order to relieve ethanol toxicity in acute alcohol ingestion, a couple of methods using an accelerator of ethanol metabolism (e.g. clofibrate, methyl γ-linolenate, ginseng extract)1 and the sequestering of acetaldehyde (e.g. D-penicillamine, L-cysteine)2 have hitherto been reported. In addition, dehydrogenase inhibitors such as cyanamide and disulfiram have been used clinically for chronic alcoholics.3 It is known that dehydrogenase inhibitors force alcoholics to quit drinking based on the fear of unpleasant reaction elicited after ethanol intake, but these drugs are also reported to show many strong side effects.
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a) K. Yamauchi, H. Abe, T. Yokoyama, and K. Tanikawa, Effect of clofibrate and phenobarbiturate on clearance of ethanol and acetaldehyde in blood of rats, Jpn. J. Alcohol & Drug Dependence 16: 225 (1981).
b) F.C. Lee, J.H. Ko, J.K. Park, and J.S. Lee, Effects of Panax ginseng on blood alcohol clearance in man, Clin. Exp. Pharmacol. Physiology 14: 543 (1987).
c) S. Tsukamoto, Y. Hirakawa, S. Uchigasaki, T. Hatori, T. Kanegae, T. Nagoya, M. Shimamura, J. Tie, and K. Yahiro, Effects of y-linolenic acid on metabolism in mice. Nihon Univ. J. Med. 34: 43 (1992).
d) Y.J. Lee, C.B. Pantuck, and E.J. Pantuck, Effect of ginseng on plasma levels of ethanol in the rat, Planta Med. 59: 17 (1993).
a) H.T. Nagasawa, D.J.W. Goon, E.G. DeMaster, and C.S. Alexander, Lowering of ethanol-derived circulating blood acetadehyde in rats by o-penicillamine, Life Sciences 20: 187 (1997).
S. Tsukamoto, S. Karasawa, T. Sudo, T. Mukai, H. Hojo, and H. Kaneda, Effect of SH-amino acid administration on alcohol metabolism, Neurosciences 9: 225 (1983).
O. Tottomar, E. Hellström, K. Holmberg, and K.O. Lindros, Effects of the dopamine-(3hydroxylase inhibitors FLA-57 and FLA-63 on ethanol metabolism and aldehyde dehydrogenase activity in rats, Acta Pharmacol. Toxicol. 51:198 (1982) and literature cited in the paper.
a) Dictionary of Chinese Herbal Drugs (lt)C„), Shanghai Science and Technology Publications, Shanghai, and Shogakugan Ltd., Tokyo, 1985.
b) Chinese Pharmacopoeia, Pharmacopoeia Committee, Beijing, People’s Health Press, 1985.
c) Y. Niiho, T. Yamazaki, Y. Nakajima, H. Itoh, T. Takeshita, J. Kinjo, and T. Nohara, Pharmacological studies on Puerariae flos. I. The effects of Puerariae flos on alcoholic metabolism and spontaneous movement in mice, Yakugaku Zasshi 109: 424 (1989).
d) S. Tsukamoto, T. Kanegae, T. Nagoya, M. Shimamura, T. Kato, S. Watanabe, and M. Kawaguchi, Effects of seed saponins of Thea sinensis L. (ryokucha saponin) on alcohol absorption and metabolism, Alcohol & Alcoholism 28: 687 (1993).
M. Yoshikawa, S. Yamaguchi, K. Kunimi, H. Matsuda, Y. Okuno, J. Yamahara, and N. Murakami, Stomachic principles in ginger. III. An anti-ulcer principle, 6gingersulfonic acid, and three monoacyldigalactosylglycerols, gingerglycolipids A, B, and C, from Zingiberis rhizoma originating in Taiwan, Chem. Pharm. Bull. 42: 1226 (1994).
M. Yoshikawa, E. Harada, Y. Naitoh, K. Inoue, H. Matsuda, H. Shimoda, J. Yamahara, and N. Murakami, Development of bioactive functions in Hydrangeae dulcis folium. III. On the antiallergic and antimicrobial principles of Hydrangeae dulcis folium. (1). Thunberginols A, B, and F, Chem. Pharm. Bull. 42: 2225 (1994).
M. Yoshikawa, S. Yamaguchi, H. Matsuda, N. Tanaka, J. Yamahara, and N. Murakami, Crude drugs from aquatic plants. V. On the constituents of Alismatis rhizoma. (3). Stereostructures of water-soluble bioactive sesquiterpenes, sulfoorientalols a, b, c, and d, from Chinese Alismatis rhizoma., Chem. Pharm. Bull. 42: 2430 (1994).
a) M. Yoshikawa, E. Harada, H. Matsuda, T. Murakami, J. Yamahara, and N. Murakami, Elatosides A and B, potent inhibitors of ethanol absorption in rats from the bark of Aralia elata SEEM.: The structure-activity relationships of oleanolic acid oligoglycosides, Chem. Pharm. Bull. 41: 2069 (1993).
M. Yoshikawa, H. Matsuda, E. Harada, T. Murakami, N. Wariishi, J. Yamahara, and N. Murakami, Elatoside E, a new hypoglycemic principle from the root cortex of Aralia elata SEEM.: Structure-related hypoglycemic activity of oleanolic acid glycosides, Chem. Pharm. Bull. 42: 1354 (1994).
M. Yoshikawa, S. Yoshizumi, T. Ueno, H. Matsuda, T. Murakami, J. Yamahara, and N. Murakami, Medicinal foodstuff. I. Hypoglycemic constituents from a garnish foodstuff “Taranome”, the young shoot of Aralia data SEEM.: Elatosides G, H, I, J, and K, Chem. Pharm. Bull. 43:(1995), in press.
M. Yoshikawa, E. Harada, T. Murakami, H. Matsuda, N. Wariishi, J. Yamahara, N. Murakami, and I. Kitagawa, Escins Ia, Ib, IIa, IIb, and IIIa, bioactive triterpene oligoglycosides from the seeds of Aesculus hippocastanum L.: Their inhibitory effects on ethanol absorption and hypoglycemic activity on glucose tolerance test, Chem. Pharm. Bull. 42: 1357 (1994).
M. Yoshikawa, E. Harada, T. Murakami, H. Matsuda, J. Yamahara, and N. Murakami, Camelliasaponins B1, B2, C1, and C2, new type inhibitors of ethanol absorption in rats from seeds of Camellia japonica L., Chem. Pharm. Bull. 42: 742 (1994).
a) M. Yoshikawa, T. Murakami, T. Ueno, M. Kadoya, H. Matsuda, J. Yamahara, and N. Murakami, E-Senegasaponins a and b, Z-senegasaponins a and b, Z-senegins II and III, new type inhibitors of ethanol absorption in rats from Senegae Radix, the roots of Polygala senega L. var. latifolia TORREY et GRAY, Chem. Pharm. Bull. 43: 350 (1995).
b) M. Yoshikawa, T. Murakami, T. Ueno, M. Kadoya, H. Matsuda, J. Yamahara, and N. Murakami, Bioactive saponin and glycoside. I. Senegae radix (1): Esenegasaponins a and b, Z-senegasaponins a and b, their inhibitory effect on alcohol absorption and hypoglycemic activity, Chem. Pharm. Bull. 44:(1996), in press.
S. Saito, J. Ebashi, S. Sumita, T. Furumoto, Y. Nagamura, K. Nishida, and I. Isiguro, Comparison of cytoprotective effects of saponins isolated from leaves of Aralia elata SEEM. (Araliaceae) with synthesized bisdesmosides of oleanolic acid and hederagenin on carbon tetrachloride-induced hepatic injury, Chem. Pharm. Bull. 41: 1395 (1993).
O. Tanaka and R. Kasai, Saponins of ginseng and related plants, Fortschritte der Chemie. Organischer Naturstoffe, W. Herz, H. Grisebach, G.W. Kirby, and Ch Tamm, cd., Springer Verlag, Wien, New York, 46: pp. 1–76 (1984).
M. Yoshikawa, T. Murakami, M. Kadoya, H. Matsuda, J. Yamahara, O. Muraoka, and N. Murakami, Betavulgarosides I, II, III, IV, and V, hypoglycemic glucuronide saponins from the roots and leaves of Beta vulgaris L. (sugar beet), Heterocycles 41: 1621 (1995).
M. Yoshikawa et al.,to be published.
H. Kimata, T. Nakashima, S. Kokubun, K. Nakayama, Y. Mitoma, T. Kitahara, N. Yata, and O. Tanaka, Saponins of pericarps of Sapindus mukurossi GAERTN. and solubilization of monodesmosides by bisdesmosides, Chem. Pharm. Bull. 31: 1998 (1983).
a) V. M. Rothkopf and G. Vogel, Neue Befunde zur Wirksamkeit und zum Wirkungsmechanismus der Ro ßkastaiensaponins Aescin, Arzneim Forsch. 26: 225 (1979).
b) F. Annoni, A. Mauli, F. Marincora, and L.F. Resele, Venotonic activity of escin on the human saphenous vein, Arzneim. Forsch. 29: 672 (1979).
c) G. Proserpio, S. Gatti, and P. Genesi, Cosmetic uses of horse chestnut (Aesculus hippocastanum) extracts, of escin and of the cholesterol/escin complex, Fitoterapia 51: 113 (1980).
a) W. Hoppe, A. Gieren, N. Brodherr, R. Tschesche, and G. Wulff, Structure of the principal aglycon of horse chestnut saponin, Angew. Chem., Internat. Ed. Engl. 7: 547 (1968).
b) G. Wulff and R. Tschesche, Über Triterpene-XXVI. Über die Struktur der Rosskastaniensaponine (aescin) und die Aglykone verwandter Glykoside, Tetrahedron 25: 415 (1969).
c) J. Wagner, H. Hoffmann, and I. Low, Über Inhaltsstoffe des Rosskastaniensamens, VIII. Die Acylaglyka des Kryptoascins und a-Ascins, Hoppe-Seyler’s Z. Physiol. Chem. 351: 1133 (1970).
a) P. Pietta, P. Mauri, R.M. Facino, and M. Carini, High-performance liquid chromatographic analysis of ß-escin, J. Chromatogr. 478: 259 (1989).
b) R.M. Facino, M. Carini, G. Moneti, E. Arlandini, P. Pietta, and, P. Mauri, Mass spectrometric characterization of horse chestnut saponins (escin), Org. Mass Spectrom. 26: 989 (1991).
H. Itokawa, N. Sawada, and T. Murakami, The structures of camelliagenin A, B, and C obtained from Camellia japonica L., Chem. Pharm. Bull. 17: 474 (1969).
a) Y. Tsukitani, S. Kawanishi, and J. Shoji, Studies on the constituents of Senegae radix. II. The structure of senegin II, a saponin from Polygala senega LINNE var. latifolia ToRRY et GRAY, Chem. Pharm. Bull. 21: 791 (1973).
b) Y. Tsukitani, and J. Shoji, Studies on the constituents of Senegae Radix. III. The structrures of senegin III and IV, saponins from Polygala senega LmrrrE var. latifolia TORREY et GRAY, Chem. Pharm. Bull. 21: 1564 (1973).
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Yoshikawa, M., Yamahara, J. (1996). Inhibitory Effect of Oleanene-Type Triterpene Oligoglycosides on Ethanol Absorption : The Structure-Activity Relationships. In: Waller, G.R., Yamasaki, K. (eds) Saponins Used in Traditional and Modern Medicine. Advances in Experimental Medicine and Biology, vol 404. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1367-8_19
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DOI: https://doi.org/10.1007/978-1-4899-1367-8_19
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