๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

A concise total synthesis of the aglycone of the gilvocarcins

โœ Scribed by Prashant P. Deshpande; Olivier R. Martin

Book ID
104228345
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
283 KB
Volume
31
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

A brief and convergent synthesis of the aglycone of the gilvocarcins M and E (and formally V) involving, in the key step, a Pd-mediated inmmolecular biaryl coupling, is reported.

6H-Benzo[&aphtho[l&b]pyran-(i-ones

hearing oxygenated suhstituents at C-l, 10 and 12, and an alkyl (methyl, ethyl) or vinyl group at C-8 constitute the common aglycone of a number of C-aryl glycoside antibiotics including, in particular, the gilvocarcins (M, la; E. 2a; V, 3a).' ravidomycin,2 and ~thers.~ Several of these antibiotics exhibit significant antitumor activity. *3 for example, gilvocarcin V is a DNA-intercalating agent of unusual potency' whose activity is enhanced by low-energy visible light ir&iatio@*' the therapeutic

๐Ÿ“œ SIMILAR VOLUMES

Total synthesis of the aglycone of the 8
Total synthesis of the aglycone of the 8-methyl benzonaphthopyrone antibiotics, gilvocarcin M, virenomycin M, and albacarcin M
โœ Michael E. Jung; Young H. Jung ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 271 KB

Attract: A short, convergent synthesis of the aglycone Sa of the S-methyl benxonaphthopytone antibiotics is described which utilizes as a hey step a Suzuki biaryl coupling. Recently a large group of antitumor antibiotics have been isolated from various strains of Streptotnyces,2-5 which all share th

Total Synthesis of the Cyanolide A Aglyc
Total Synthesis of the Cyanolide A Aglycon
โœ Gesinski, Michael R.; Rychnovsky, Scott D. ๐Ÿ“‚ Article ๐Ÿ“… 2011 ๐Ÿ› American Chemical Society ๐ŸŒ English โš– 794 KB
Total Synthesis of the Callipeltoside Ag
Total Synthesis of the Callipeltoside Aglycon
โœ Ian Paterson; Robert D. M. Davies; Rodolfo Marquez ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 109 KB ๐Ÿ‘ 2 views
Total Synthesis of the Callipeltoside Ag
Total Synthesis of the Callipeltoside Aglycon
โœ Ian Paterson; Robert D. M. Davies; Rodolfo Marquez ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 109 KB ๐Ÿ‘ 2 views

The callipeltosides were isolated by Minale and co-workers from the shallow-water lithistid sponge Callipelta sp., collected off the east coast of New Caledonia. [1a,b] Callipeltoside A (1 in Scheme 1, obtained in 1.4 ร‚ 10 ร€4 % yield) was found to inhibit in vitro the proliferation of KB and P388 ce