title: The synthesis and biological evaluation of alkyl and benzyl naphthyridinium analogs of eupolauridine as potential antimicrobial and cytotoxic agents.
abstract: Eupolauridine, an indenonaphthyridine alkaloid, has been previously reported by us to exhibit antifungal activity. This study describes the synthesis of new alkyl and benzyl naphthyridinium/pyridinium analogs of eupolauridine as potential antifungal agents. A majority of the analogs exhibited antifungal activity against opportunistic pathogens such as Candida albicans and Cryptococcus neoformans. Several of them were also effective against bacteria (Staphylococcus aureus, MRS, Pseudomonas and Mycobacterium) and the malaria parasite (Plasmodium falciparum) to variable extents. A number of analogs were also cytotoxic to human cancer cell lines.
authors: Organic Chemistry Department, Southern Research Institute, 2000 Ninth Avenue South, PO Box 55305, Birmingham, AL 35255, United States.
authors: Shahriyar
authors: S
authors: Taghavi-Moghadam
authors: Organic Chemistry Department, Southern Research Institute, 2000 Ninth Avenue South, PO Box 55305, Birmingham, AL 35255, United States.
authors: Cecil D
authors: CD
authors: Kwong
authors: Organic Chemistry Department, Southern Research Institute, 2000 Ninth Avenue South, PO Box 55305, Birmingham, AL 35255, United States. Electronic address: secrist@southernresearch.org.
authors: John A
authors: JA
authors: Secrist
authors: National Center for Natural Products Research, and Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS 38677, United States.
authors: Shabana I
authors: SI
authors: Khan
authors: National Center for Natural Products Research, and Department of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS 38677, United States.
authors: Alice M
authors: AM
authors: Clark
mesh_terms: D000666:Amphotericin B / Q000494:pharmacology; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000962:Antimalarials / Q000138:chemical synthesis / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D045744:Cell Line, Tumor; D002522:Chlorocebus aethiops; D003455:Cryptococcus neoformans / Q000187:drug effects; D004264:DNA Topoisomerases, Type I / Q000378:metabolism; D006801:Humans; D007192:Indenes / Q000138:chemical synthesis / Q000494:pharmacology; D009287:Naphthyridines / Q000138:chemical synthesis / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D014709:Vero Cells
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D000962:Antimalarials; D000970:Antineoplastic Agents; D007192:Indenes; D009287:Naphthyridines; D059004:Topoisomerase I Inhibitors; C054957:eupolauridine; D000666:Amphotericin B; D004264:DNA Topoisomerases, Type I; C528909:TOP1 protein, human
keywords: Antibacterial; Antifungal; Antimicrobial; Eupolauridine analogs