ChemInform Abstract: Synthesis of Bioactive Compounds from Cyclitol Derivatives Provided by Bioconversion of myo‐Inositol

Ogawa, Seiichiro; Kanto, Miki

doi:10.1002/chin.201049250

Cited by 1 publication

(1 citation statement)

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“…Among them were epoxides [62,63] such as cyclophellitol (isolated from Phellinus sp.) [64][65][66][67][68] (5, Figure 3), cyclohexene derivatives such as MK7607 (isolated from Curvularia eragrostidis) [69] (6, Figure 3), streptol (isolated from Streptomyces sp.) [70,71] (7, Figure 3), pericosines A-E (isolated from Periconia byssoides) (8-14, Figure 4) [72,73], carbonyl compounds such as the gabosine family (isolated from various Streptomyces strains) [74][75][76] (15-28, Figure 5), COTC (isolated from Streptomyces griseosporeus) [77] (29, Figure 5), and valienone (isolated from Streptomyces lincolnensis) [71] (30, Figure 5).…”

Section: Natural Carbapyranosesmentioning

confidence: 99%

Biosynthesis and Biological Activity of Carbasugars

Roscales

Plumet

2016

International Journal of Carbohydrate Chemistry

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The first synthesis of carbasugars, compounds in which the ring oxygen of a monosaccharide had been replaced by a methylene moiety, was described in 1966 by Professor G. E. McCasland's group. Seven years later, the first true natural carbasugar (5a-carba-R-D-galactopyranose) was isolated from a fermentation broth of Streptomyces sp. MA-4145. In the following decades, the chemistry and biology of carbasugars have been extensively studied. Most of these compounds show interesting biological properties, especially enzymatic inhibitory activities, and, in consequence, an important number of analogues have also been prepared in the search for improved biological activities. The aim of this review is to give coverage on the progress made in two important aspects of these compounds: the elucidation of their biosynthesis and the consideration of their biological properties, including the extensively studied carbapyranoses as well as the much less studied carbafuranoses.

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