Brominated Polyacetylenic Acids from the Marine Sponge Xestospongia muta: Inhibitors of HIV Protease

• Published in: Journal of natural products (Washington, D.C.) Vol. 55; no. 9; pp. 1170 - 1177
• Main Authors: Patil, Ashok D, Kokke, Wilhelmus C, Cochran, Sally, Francis, Terry A, Tomszek, Thaddeus, Westley, John W
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 01-09-1992; Glendale, AZ American Society of Pharmacognosy
• Subjects: AIDS/HIV; Animals; Biological and medical sciences; Boron Compounds - isolation & purification; Boron Compounds - pharmacology; Cells, Cultured; Fatty Acids, Unsaturated - isolation & purification; Fatty Acids, Unsaturated - pharmacology; Freeze Drying; General pharmacology; HIV Protease Inhibitors - isolation & purification; HIV Protease Inhibitors - pharmacology; Humans; L-Lactate Dehydrogenase - metabolism; Medical sciences; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Porifera - chemistry; Rabbits; Tissue Extracts - pharmacology; Acetylenic compound; Enzyme; Proteinase; Retroviridae; Enzyme inhibitor; Virus; Marine environment; Carboxylic acid; Porifera; Lentivirinae; Antiviral; Isolation; Bromine Organic compounds; Human immunodeficiency virus; Invertebrata
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np50087a002

The EtOAc extract of the sponge Xestospongia muta collected in Colombus Island, Bahamas, yielded eleven straight-chain unsaturated, polyacetylenic, brominated acids, seven of which were identified on the basis of spectral data, including the unknown acids 2-7. These acetylenic acids are the first known examples that have been shown to inhibit HIV protease, a critical enzyme in the replication of human immunodeficiency virus.