Ansamycin

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
File:Geldanamycin.svg
Structure of geldanamycin, one of the benzoquinone ansamycins.

Ansamycins is a family of bacterial secondary metabolites that show antimicrobial activity against many Gram-positive and some Gram-negative bacteria, and includes various compounds, including streptovaricins and rifamycins.[1] In addition, these compounds demonstrate antiviral activity towards bacteriophages and poxviruses.

They are somewhat similar in structure to macrolide antibiotics, but because they have a lactam instead of a lactone, they do not belong in the class of macrolides.

Structure

[edit | edit source]

They are named ansamycins (from the Latin ansa, handle) because of their unique structure, which consists of an aromatic moiety bridged by an aliphatic chain.[2] The main difference between various derivatives of ansamycins is the aromatic moiety, which can be a naphthalene ring or a naphthoquinone ring as in rifamycin and the naphthomycins.[3] Another variation consists of benzene or a benzoquinone ring system as in geldanamycin or ansamitocin. Ansamycins were first discovered in 1959 by Sensi et al. from Amycolatopsis mediterranei, an actinomycete bacterium.[4]

Examples

[edit | edit source]

Rifamycins are a subclass of ansamycins with high potency against mycobacteria. This resulted in their widespread use in the treatment of tuberculosis, leprosy, and AIDS-related mycobacterial infections.[5] Since then various analogues have been isolated from other prokaryotes.[citation needed]

References

[edit | edit source]
  1. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  2. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  3. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  4. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  5. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).