Macrocyclic glycolipids

Umehara K, Nemoto K, Ohkubo T, Miyase T, Degawa M, Noguchi H (2004) Isolation of a New 15-Membered Macrocyclic Glycolipid Lactone, Cuscutic Resinoside A from the Seeds of Cuscuta chinensis A Stimulator of Breast Cancer Cell Proliferation. Planta Med 70 299... 

Etirstner A (2004) Total Syntheses and Biological Assessment of Macrocyclic Glycolipids. Eur J Org Chem 2004 943... 

Woodrosin I (65) is an ether-insoluble glycolipid isolated from the stems of Ipomoea tuberosa L. (Merremia tuberosa (L.) Rendle) commonly called woodrose after the shape of its dried calyx (28). Its lactone moiety spans four glucose units to form a 27-membered macrocycle. Further challenges arise from the additional acylation pattern at the periphery of the branched and hence highly hindered pentasaccharide perimeter of this glycoconjugate. 

Following the biogenetic classification, we first address macrolactones, divided into the main family groups that have received synthetic attention via RCM (re-sorcinylic, salycilates, other antibiotic macrolides, macrocyclic musks, epothilones, amphidinolides, other polyketides, and natural cyclophanes), then the terpenoids, followed by the macrocycles obtained from the amino acid metabolism (lactams, depsipeptides, alkaloids), and finally the glycolipids. 

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