bioorganic studies in aids synthetic antifungals against pneumocystis carinii based on the multivalency concept艾滋病对卡氏肺孢子虫合成抗真菌生物有机的研究基于多价的概念.pdfVIP

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bioorganic studies in aids synthetic antifungals against pneumocystis carinii based on the multivalency concept艾滋病对卡氏肺孢子虫合成抗真菌生物有机的研究基于多价的概念.pdf

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bioorganic studies in aids synthetic antifungals against pneumocystis carinii based on the multivalency concept艾滋病对卡氏肺孢子虫合成抗真菌生物有机的研究基于多价的概念

Int. J. Mol. Sci. 2002, 3, 1145-1161 International Journal of Molecular Sciences ISSN 1422-0067 © 2002 by MDPI /ijms/ Bioorganic Studies in AIDS: Synthetic Antifungals Against Pneumocystis carinii Based on the Multivalency Concept Langu Peng, Cunxiang Chen, Christian R. Gonzalez and Valeria Balogh-Nair* Department of Chemistry, City College of CUNY, 138 Street Convent Avenue, New York, NY10031 Tel.: 212 650 8340, Fax: 212 650-6057, E-mail: balogh@ *Author to whom correspondence should be addressed. Received: 7 June 2002 / Accepted: 30 October 2002 / Published: 30 November 2002 Abstract: We report the syntheses of antifungals containing the novel pharmacophores: oxaziridines, sulfonyloxaziridines, nitrones and nitronyl nitroxides. We hypothesized that multiple copies of the pharmacophore per molecule might be a prerequisite to enhance efficacy against the opportunistic pathogen, Pneumocystis carinii. Therefore structural optimization of the leads was based on this new “multivalency” approach. All bisoxaziridines were inactive, but a trisoxaziridine caused ca. 50% reduction of the number of P. carinii tropozoites, compared to TMP-SMX, and a hexaoxaziridine at 1 µg/ml showed activity comparable to the currently used drug, TMP-SMX. Insertion of three units of the nitronyl nitroxide pharmacophore per molecule afforded an antifungal t