Two polyacetylenic antibiotics, peniophorin A and B, have been isolated from a strain of Peniophora affinis. Both have antibacterial and antifungal activity, but B is 3 to 20 times more active than A. Gram-positive cocci and a strain of Proteus vulgaris were especially susceptible to these two antibiotics. Both peniophorins contained an aromatic ring; B was an acid, and A was neutral. Peniophorin B was shown to be 2-(1-oxo-2,4-pentadiynl)phenyl acetic acid. The structure of A was only partially elucidated; it is suspected to be 6-[2-(1-oxo-2,4-pentadiynl)phenyl]5-methoxy-3-oxo-4-hexene-1-ol.
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http://dx.doi.org/10.1128/AAC.17.4.636 | DOI Listing |
Molecules
December 2024
Department of Chemistry, William & Mary, Williamsburg, VA 23185, USA.
The development of new antibiotics with unique mechanisms of action is paramount to combating the growing threat of antibiotic resistance. Recently, based on inspiration from natural products, an asymmetrical polyacetylene core structure was examined for its bioactivity and found to have differential specificity for different bacterial species based on the substituents around the conjugated alkyne. This research further probes the structural requirements for bioactivity through a systematic synthesis and investigation of new compounds with variable carbon chain length, alkynyl subunits, and alcohol substitution.
View Article and Find Full Text PDFPhytochemistry
November 2024
Department of Pharmacy, Zhongnan Hospital of Wuhan University, School of Pharmaceutical Sciences, Wuhan University, Wuhan, 430071, China; Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education, and Wuhan University, Wuhan, 430071, China. Electronic address:
Curr Opin Chem Biol
August 2024
Department of Chemistry, Princeton University, Princeton, NJ 08544, USA; Department of Molecular Biology, Princeton University, Princeton, NJ 08544, USA. Electronic address:
Enediyne antibiotics epitomize nature's chemical creativity. They contain intricate molecular architectures that are coupled with potent biological activities involving double-stranded DNA scission. The recent explosion in microbial genome sequences has revealed a large reservoir of novel enediynes.
View Article and Find Full Text PDFInt J Pharm
April 2024
Physics Department, University of Rhode Island, Kingston, RI, USA. Electronic address:
Calicheamicin is a potent, cell-cycle independent enediyne antibiotic that binds and cleaves DNA. Toxicity has led to its use in a targeted form, as an antibody-drug conjugate approved for the treatment of liquid tumors. We used a reduced calicheamicin to conjugate it to a single cysteine residue at the membrane-inserting end of a pH Low Insertion Peptide (pHLIP) that targets imaging and therapeutic agents to tumors.
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