Faeriefungin: a new broad-spectrum antibiotic from Streptomyces griseus var. autotrophicus.
Faeriefungin, a polyol polyene macrolide lactone antibiotic, was isolated from the mycelium of Streptomyces griseus var. autotrophicus, MSU-32058/ATCC 53668, collected from the soil sample of a fairy ring in an old lawn in Lansing, Michigan. Faeriefungin has some properties similar to the previously reported polyene macrolides, mycoticin and flavofungin, but possesses different physiochemical and biological properties. Aspergillus, Fusarium, Microsporum, Trichophyton, and Alternaria spp. were completely inhibited by faeriefungin at 3.2 micrograms/ml, Candida spp. at 5.5 micrograms/ml, and Pythium, Phialophora, Leptosphaeria spp., and some selected Gram-negative penicillin-resistant strains of Neisseria gonorrhoeae at 16.0 micrograms/ml. At a concentration of 100 ppm, it caused 100% mortality of mosquito larvae (Aedes aegypti, Rockefeller strain) and free-living nematodes (Panagrellus redivivus). Unlike the related polyene macrolides, faeriefungin is crystalline and stable with broad-spectrum antimicrobial and insecticidal activity. Preliminary cytotoxicity studies with human erythrocytes and rat liver epithelial cells indicated that faeriefungin and amphotericin B have comparable toxicity. Solution nmr study has indicated that faeriefungin is a mixture of two compounds, faerifungins A [1] and B [2], and that they differ in the attachment of a H or an Me at C-33.
Nair
M G
MG
Department of Horticulture, Michigan State University, East Lansing.
Putnam
A R
AR
Mishra
S K
SK
Mulks
M H
MH
Taft
W H
WH
Keller
J E
JE
Miller
J R
JR
Zhu
P P
PP
Meinhart
J D
JD
Lynn
D G
DG
D000107:Acetylation; D000818:Animals; D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology*; D000935:Antifungal Agents / Q000494:pharmacology; D000969:Antinematodal Agents; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004912:Erythrocytes / Q000187:drug effects; D005285:Fermentation; D006801:Humans; D007306:Insecticides; D018942:Macrolides; D009682:Magnetic Resonance Spectroscopy; D051381:Rats; D013305:Streptomyces griseus / Q000378:metabolism*; D014961:X-Ray Diffraction
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000969:Antinematodal Agents; D007306:Insecticides; D018942:Macrolides; C061634:faeriefungin; C061723:faeriefungin A; C061724:faeriefungin B