Title: | State-of-art methodology of marine natural products chemistry: structure determination with extremely small sample amounts |
Author(s): | Murata M; Oishi T; Yoshida M; |
Address: | "Department of Chemistry, Graduate School of Science, Osaka University, Toyonka, Osaka 560-0043, Japan" |
ISSN/ISBN: | 0079-6484 (Print) 0079-6484 (Linking) |
Abstract: | "Structure elucidation studies on natural products are reviewed emphasizing extremely small sample amounts. Previous studies on insect pheromones, periplanones, and bean-originating kairomones, glycinoeclepins, are described briefly. Recent examples are selected from marine natural products such as ciguatoxin, dolastatin-3, and aurisides. A more detailed description is given of a sperm-activating and attracting factor (SAAF), which may be the smallest sample amount used in the structure elucidation of novel non-peptidic natural products. SAAF was isolated from the eggs of the ascidian, Ciona intestinalis, and its structure was deduced with only approximately 4 microg (6 nmol) of sample. Based upon the proposed structure, two epimers were synthesized from chenodeoxycholic acid in 17 steps, leading to the identification of SAAF as a novel sterol sulfate" |
Keywords: | Animals Biological Factors/*chemistry/isolation & purification Female Male Marine Biology/*methods Marine Toxins/chemistry Molecular Structure Sperm-Ovum Interactions/physiology Urochordata/physiology; |
Notes: | "MedlineMurata, M Oishi, T Yoshida, M eng Review 2006/06/30 Prog Mol Subcell Biol. 2006; 42:203-20. doi: 10.1007/3-540-30016-3_8" |