Dérivés guanidiques biologiques

Natural Guanidino Compounds

“…Various aspects of the biosynthesis of arginine and its biologica1 role will not be emphasized here (for details see reviews by Thoai and Roche, 1960;Thoai, 1965;Meister, 1965;Reinbothe and Mothes, 1962;Marescau, 1981;Robin, 1982). Briefly, arginine lS formed in ureotelic vertebrates via the urea cycle (Krebs and Henseleit, 1932) .…”

“…Agmatine (4) was first identified ln hydrolyzates of herring sperm (Kössel, 1910) and then found in various animal and vegetal tissues (Guggenheim, 1951;Thoai and Roche, 1960;Smith and Richards, 1962;Baker and Murphy, 1976). Agmatine can be produced by bacteria, either by decarboxylation of arginine (Gale, 1946) or by hydro1ysis of arcaine (Linneweh, 1931a).…”

“…The guanidino compounds differ considerably in their structure, distribution, metabolie functions and biological properties. Several well-documented reviews have appeared on these substances (Guggenheim, 1951: Thoai and Roche, 1960; Reinbothe and Mothes, 1962;Bell, 1964; Thoai, 1965; Thoai and Robin. 1969; Needham, 1970;Baker and Murphy, 1976;Mori, 1980Mori, , 1983Chevolot, 1981).…”

The Series “Progress in the Chemistry of Organic Natural Products”: 75 Years of Service in the Development of Natural Product Chemistry

“…Nguyen Van Thoai andJean Roche (1901-1992), members of the College de France, Paris, were the authors of a paper entitled "Dérivés Guanidiques Biologiques" ("Biological Guanidine Derivatives") ( Z128 ). In this contribution, Van Thoai and Roche addressed questions of nomenclature, compound biogenesis, and analytical methods as well as the preparation of guanidine derivatives.…”

Some Aspects of Guanidine Secondary Metabolites

“…Nevertheless mono-or polysubstituted guanidines are bases as strong as guanidine itself (20,21). However, some guanidine derivatives such as leonurine (2) (23), tetrodotoxin (3) (24), monobromophakellin (4), dibromophakellin (5) (25) and saxitoxin (6) (26) have pKa values either unusually low or not accurately determinable. pKa measurements of guanidine derivatives have been utilised for identification of this functional group, since values above 12 are not usual for other organic functionalities.…”