Bohemic acid
Bohemic acid is a mixture of chemical compounds which is obtained through fermentation by
Synthesis and fractions
Bohemic acid is produced through fermentation by an actinobacteria species in the genus Actinosporangium (Actinoplanaceae) in the order Actinomycetales. Specifically, strain C36145 (ATCC 31127) produces bohemic acid. The acid can be extracted from the fermentation broth with methyl isobutyl ketone under neutral or slightly basic pH conditions, and the fats and oils are removed by washing with petroleum ether.[1]
Properties
The individual components of bohemic acid are orange-red solids, the color originating from an optical absorption band centered at about 490 nm. Marcellomycin and mimimycin, and collinemycin and musettamycin are
The median lethal dose (LD50) of marcellomycin depends strongly on the animal and varies from a few mg/kg of body weight (dogs) to 20 mg/kg (Suiss-Webster mice, intravenal injection), the major site of toxicity being the gastrointestinal tract.[13] Bohemamine has several structural varieties and derivatives, such as bohemamine B (C14H20N2O3), bohemamine C (C14H21N2O3), and 5-chlorobohemamine C (C14H20ClN2O3). None of them showed antibiotic, antifungal or antitumor activity.[14][15]
Name | Formula | M.p., °C | CAS number
|
Structure |
---|---|---|---|---|
Alcindoromycin | C41H53NO17 | 150 | 72586-21-1 | |
Bohemamine | C14H18N2O3 | 200 | 72926-12-6 | |
Collinemycin | C36H45NO14 | 140 | 72598-49-3 | |
Marcellomycin | C42H55NO17 | 175 | 63710-10-1 | |
Mimimycin | C42H55NO17 | 155 | 72657-06-8 | |
Musettamycin | C36H45NO14 | 160 | 63710-09-8 | |
Rudolphomycin | C42H52N2O16 | 170 | 69245-38-1 | |
Schaunardimycin | C35H43NO14 | 93423-02-0 |
The bottom fragment of rudolphomycin is a cyclic (sugar) compound with a chemical formula C6H8NO3 and a proposed trivial name rednose.[7]
References
- ^ PMID 7381507.
- ISBN 0-8031-1183-5p. 27
- ^ Chemists Dabble in Whimsy, NY Times, April 22, 1986
- ISBN 0444522395p. 262
- ISBN 0-85199-827-5, p. 416
- ^ "mycin". Oxford English Dictionary (Online ed.). Oxford University Press. (Subscription or participating institution membership required.)
- ^ .
- ^ PMID 6491682.
- PMID 3965159.
- PMID 202387.
- PMID 6861661.
- .
- ISBN 0-89838-603-9
- PMID 17125235.
- .