Pyrrolizidine alkaloids from Lithospermum canescens Lehm.
نویسندگان
چکیده
Seven pyrrolizidine alkaloids (PAs) have been isolated from Lithospermum canescens and their structures determined by spectroscopical methods. Besides the known lycopsamine, O7-acetyl-lycopsamine and O7-acetylintermedine four new PAs were found. Their structures are O7-(3-hydroxy-3-methyl-butanoyl)-O9-(+)-trachelanthoyl-heliotridine (= O7-(3-hydroxy-3-methyl-butanoyl)-rinderine = canescine), O7-(3-hydroxy-3-methyl-butanoyl)-O9-(-)-viridifloryl-heliotridine (= O7-(3-hydroxy-3-methyl-butanoyl)-echinatine = canescenine and their O13-acetyl-derivatives (= acetylcanescine; acetylcanescenine).
منابع مشابه
Genetic diversity in isolated patches of the tallgrass prairie forb, Lithospermum canescens (Boraginaceae)
KITTELSON, P. M. AND S. D. HANDLER (Department of Biology, Gustavus Adolphus College, St. Peter, MN 56082). Genetic diversity in isolated patches of the tallgrass prairie forb, Lithospermum canescens (Boraginaceae). J. Torrey Bot. Soc. 133: 513–518. 2006.—Genetic diversity is not well understood for many species inhabiting isolated, fragmented systems. We evaluated genetic diversity for the mix...
متن کاملPyrrolizidine alkaloids of Echium vulgare honey found in pure pollen.
The pyrrolizidine alkaloids previously identified in floral honey attributed to Echium vulgare (Boraginaceae) have been detected (8000-14 000 ppm) in pure pollen collected from the anthers of Echium vulgare. Pyrrolizidine alkaloids and/or their N-oxides were isolated from the aqueous acid extracts of pollen by use of strong cation-exchange, solid-phase extraction and identified by liquid chroma...
متن کاملGenotoxic Pyrrolizidine Alkaloids — Mechanisms Leading to DNA Adduct Formation and Tumorigenicity
Plants that contain pyrrolizidine alkaloids are widely distributed in the world. Although pyrrolizidine alkaloids have been shown to be genotoxic and tumorigenic in experimental animals, the mechanisms of actions have not been fully understood. The results of our recent mechanistic studies suggest that pyrrolizidine alkaloids induce tumors via a genotoxic mechanism mediated by 6,7-dihydro-7-hyd...
متن کاملPyrrolizidine Alkaloids from Heliotropium
Investigation of the pyrrolizidine alkaloids of Heliotropium arbainense resulted in the isolation and identification of heliotrine, europine and 7-angelylheliotrine. From H. ovalifolium three alkaloids were isolated: supinine, 7-angelylheliotridine and an alkaloid which was shown to be of the heliotridine monoester type with a dehydrated viridifloric acid.
متن کاملIndependent Recruitment of a Flavin-Dependent Monooxygenase for Safe Accumulation of Sequestered Pyrrolizidine Alkaloids in Grasshoppers and Moths
Several insect lineages have developed diverse strategies to sequester toxic pyrrolizidine alkaloids from food-plants for their own defense. Here, we show that in two highly divergent insect taxa, the hemimetabolous grasshoppers and the holometabolous butterflies, an almost identical strategy evolved independently for safe accumulation of pyrrolizidine alkaloids. This strategy involves a pyrrol...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Zeitschrift fur Naturforschung. C, Journal of biosciences
دوره 58 3-4 شماره
صفحات -
تاریخ انتشار 2003