The in vitro antifungal properties of the antibiotic siccanin were determined by the minimal inhibitory concentrations (MIC) values against 51 fungal strains (yeasts and filamentous fungi). The comparison was made with econazole, clotrimazole, 5-fluorocytosine and griseofulvin. The results show the useful antidermatophytic activity of siccanin.
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Biol Pharm Bull
May 2006
Department of Microbiology, Tohoku Pharmaceutical University, Sendai, Japan.
The sensitivity of Candida albicans to antifungal drugs when cultured under aerobic and anaerobic conditions was measured. Ciclopirox olamine and siccanin were more effective under aerobic than under anaerobic conditions. Terbinafine, neticonazole and amphotericin B showed the same antifungal activity under both aerobic and anaerobic conditions.
View Article and Find Full Text PDFJ Am Chem Soc
October 2004
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
(-)-Siccanin (1), a natural product possessing significant antifungal properties, was synthesized enantioselectively via a biomimetic route. This synthetic route features two sequential radical cyclizations: a Ti(III)-mediated radical cyclization of epoxyolefin 48 to construct the B-ring, and a Suarez reaction to establish the tetrahyrofuran ring. Chiral chroman moiety of siccanin was prepared based on our recent development of the Pd-catalyzed asymmetric allylic alkylation (AAA) of phenol trisubstituted allyl carbonates.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2003
Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA.
The therapeutic efficacy of a topical antifungal ointment containing 2% tolnaftate was studied in a guinea pig model of tinea pedis using the following four topical antifungal preparations commercially available as reference drugs: variotin (3,000 U/g ointment); phenyl-11-iodo-10-undecynoate (0.5% ointment); siccanin (1% ointment); and clotrimazole (1% cream). After the infection fully developed, the infected animals were treated twice daily with the testing drug or reference drug for consecutive four weeks.
View Article and Find Full Text PDFYakugaku Zasshi
October 2000
Sankyo Co., Ltd., Tokyo, Japan.
In the middle of 1950's, microbial transformation technology was introduced into the field of synthetic chemistry as a new methodology. There was a sudden interest in research on the problems of producing steroid hormones by microbial transformation. At that time, the first project entitled "The Study for Microbial Transformation of Steroids", the "Tsuda Project", was established in the Institute of Applied Microbiology (IAM), University of Tokyo, in the spring 1956, in which I took part.
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