Angucyclines

The landomycins are a subgroup of the large family of angucycUne compounds characterized by possessing a unique phenylglycoside moiety in their structures. 

Modifying the Clycosylation Pattern in Actinomycetes by Combinotoria Biosynthesis 

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Danishefsky et al. succeeded in preparing the benz[a] anthracene core structure 111 of angucycline antibiotics by performing a benzannulation reaction with the cycloalkynone 109 [69]. Deprotonation of the naphthoquinone 110 with DBU yields the desired anthraquinone 111 (Scheme 49). 

Krohn, K. Rohr, J. (1997). Angucyclines — total synthesis, new structures and biosynthetic studies of an emerging new class of antibiotics. Topics Curr. Chem. 188, 127-195. 

Krohn K, Rohr J (1997) Angucyclines Total Syntheses, New Structures, and Biosynthetic Studies of an Emerging New Class of Antibiotics. 188 127-195 Kryutchkov SV (1996) Chemistry of Technetium Cluster Compounds. 176 189 -252 Kumar A, see Mishra PC (1995) 174 27-44 Kunkeley H,see Vogler A (1990) 158 1-30... 

H. C-Glycosylation of Angucycline-type Skeleton (33) with Olivoyi... 

A synthesis of the chlorinated angucycline antibiotic BE-23254 (1686), which was isolated from Streptomyces sp. A 23254, has confirmed the structure of this benz[a anthraquinone derivative (1644,1939,1940). Two detailed examinations of the rare Australian soil actinomycete Kibdelosporangium sp. uncovered a series of... 

The Streptomyces strain that produces celastramycin A (1212) has also yielded celastramycin B (2166) (1225). Another Streptomyces sp. has afforded bischloro-anthrabenzoxocinone ((-)-BABX) (2167), which has antibacterial activity and inhibits ligand-binding activity of liver X receptors (1937). An example of a rare chlorinated anthraquinone is anthrasesamone C (2168), which was characterized in the Japanese plant Sesamum indicum (1938). The angucycline-type marmycin B... 

The genes for the construction of L-digitoxose from D-glucose 1-phosphate and its transfer to the angucycline aglycone have been identified.121... 

D-Olivose (2,6-dideoxy-D-arahiKo-hexose, 55D) is part of the glycosidically linked hexasaccharide in Landomycin A (66),144 a member of the angucycline antibiotic family.145... 

Production of several novel angucyclines referred to as urdamycins (Fig. 8) has been achieved through combinatorial expression of landomycin GT genes lanGTl... 

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