Glycosides, antitumour

H. Ouadid-Ahidouch, and J. M. Garcia Fernandez, Synthesis of N-, S-, and C-glycoside castanosper-mine analogues with selective neutral a-glucosidase inhibitory activity as antitumour agents, Chem. Commun., 46 (2010) 5328-5330. 

Spirocyclic C-aryl glycosides and styryllactones are carbohydrate-based lactones. Spirocyclic C-aryl glycosides are isolated from a strain of Papularia sphaerosperna and constitute a family of novel antifungal antibiotics. They serve as an excellent antifungal agent against Candida tropicalis, Candida albicans and Pneumocystis carinii. Styryllactones are enantiomers of ([))-altholactone, a natural product which possesses antitumour and cytotoxic activities. 

Novel sulphur-containing sugars have been detected in antitumour antibiotics PD 114759 and PD 115028. Methanolysis yielded unstable glycosides considered to be methyl 4-alkylthio-2,4-dideoxy-3-0-methyl-cf- and - -pentopyranoside (from n.m.r. data), and methyl 2,4,6-trideoxy-4-methylthio-oi - and - -lyxo-hexopyranoside (36) (L-series assumed) n.m.r. evidence also suggested a third thio sugar was present, a 4,6-dideoxy-4-mercapto-hexopyranose, which accounts... 

Glycoside antibiotic, struct, not fully known. Isol. from Nocardioides sp. 1681J. Inhibitor of 5 -Nucleotidase. Also shows antitumour activity. Powder. Sol. H2O, DMSO poorly sol. MeOH, hexane. 

Antiviral, cytotoxic and anti-ATPase activities of 14 synthetic digitoxigenyl glycosides have been correlated with each other.The synthesis and antimicrobial properties of methyl-3-0 alkyl-D-glucopyranosides have been described.Carbohydrate Af,iV-bis(2-chloroethyl)phosphora-midates have been prepared, and some showed antitumour activity. ... 

A new antitumour tetracycline antibiotic, SF 2575, isolated from the Streptomyces strain bearing this coding, contains 4-0-angeloyl-2,6-dideoxy-arai/no-hexopyranose linked as a C-glycoside to the A ring of the aglycone. ... 

Glycosides of the antitumour alkaloid camptothecin and an enantiomer of gilvocarcin M are mentioned in Chapter 3. 

The synthesis of the avobiose unit in avoparcin, of bioactive methyl oleonolate diglycosides, and of antifungal diosgenyl glycosides is mentioned in Chapter 3. The synthesis of antitumour glycosylamino-indoloquinolines is covered in Chapter 10, and the preparation of methyl a-D-evalopyranoside, present in orthosomycin antibiotics, is referred to in Chapter 14. 

H-(3-Ethylindolyl)-D-xylopyranosylamine, eight H-(substituted-phenyl)pentopyranosylamines, and their M-nitroso-derivatives have been synthesized and their mutagenicities reported. The synthesis and antitumour activity of quaternary ellipticine N-glycosides is covered in Chapter 19, and the e.i.-m.s. fragmentation of per-Q-acetylated H-(4-substituted-phenyl)glycopyranosylamines in Chapter 22. 

The absolute configuration of the antitumour antibiotic vireomycin Aj (48) has been established by characterization of its 0-glycosidic components, or -L-rhodinose (2,3,6-trideoxy-L-... 

Reference to the antitumour glycoside (-)-phyllanthostatin, a C-1 ester, is made in Chapter 1y. Macrocyclic esters (15) isolated from the root of Ipomoea orizabensis, have (11R)-hydroxypalmitic... 

Hydroxyel1ipticene N-glycosides, which can show high antitumour activity, are mentioned in Chapter 10. 

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