Isolation of a New Mycalolide from the Marine Sponge Mycale izuensis

• Published in: Journal of natural products (Washington, D.C.) Vol. 65; no. 6; pp. 942 - 943
• Main Authors: Phuwapraisirisan, Preecha, Matsunaga, Shigeki, van Soest, Rob W. M, Fusetani, Nobuhiro
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.06.2002; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: 30,32-dihydroxymycalolide A; Animals; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Biological and medical sciences; Chemistry, Medicinal; Chromatography, High Pressure Liquid; Drug Screening Assays, Antitumor; Female; General pharmacology; HeLa Cells - drug effects; Humans; Inhibitory Concentration 50; Japan; Life Sciences & Biomedicine; Marine; Medical sciences; Molecular Structure; Mycale izuensis; Mycalolides; natural products; Nuclear Magnetic Resonance, Biomolecular; Oxazoles - chemistry; Oxazoles - isolation & purification; Oxazoles - pharmacology; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Porifera - chemistry; Science & Technology; Tumor Cells, Cultured - drug effects; Uterine Cervical Neoplasms; Asia; Japan; CYTOTOXIC MACROLIDES; METABOLITES; Antineoplastic agent; Cytotoxicity; Macrocycle; Marine environment; Secondary alcohol; Oxazole derivatives; Tumor cell; Oxygen nitrogen heterocycle; Human; Ether; Pharmacognosy; Animal origin; Lactone; Tetracyclic compound; In vitro; Hela cell line; Macrolide; Biological activity; Cell line; Porifera; Absolute configuration; Carboxamide; Isolation; Invertebrata; Enone; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np010663+

Bioassay-directed fractionation of the lipophilic extract of the marine sponge Mycale izuensis led to the isolation of cytotoxic mycalolides including a new compound, 30,32-dihydroxymycalolide A (1). Its structure including absolute stereochemistry was deduced by spectroscopic and chemical methods. Compound 1 was cytotoxic against HeLa cells with an IC50 value of 2.6 ng/mL.