Bioorganic Marine Chemistry by Ronald J. Quinn (auth.), Professor Paul J. Scheuer (eds.) PDF

By Ronald J. Quinn (auth.), Professor Paul J. Scheuer (eds.)

ISBN-10: 3642483461

ISBN-13: 9783642483462

ISBN-10: 3642483488

ISBN-13: 9783642483486

Burgeoning examine into marine average items up to now twenty years has in no small degree been because of an heightened and world-wide curiosity within the ocean, to the advance of latest subtle computer-driven instrumentation, and to significant advances in separation technology. natural chemists were absolutely acutely aware that tactics in residing platforms take place in an aqueous medium. however, the chemists who've really good within the research of small molecules have chanced on it expedient to exploit natural instead of aqueous solvents for the isolation and manipulation of secondary metabolites. The emergence of latest chromatographic ideas, the promise of worthwhile effects, let alone the relevance of polar molecules to lifestyles itself, have contributed to a brand new information of the significance of natural chemistry in an aqueous medium. the 1st bankruptcy in quantity 2 of Bioorganic Marine Chemistry displays the turning out to be curiosity and difficulty with water-soluble com­ kilos. Quinn, who pioneered the separation of such molecules, has contributed a evaluation which heavily hyperlinks options with effects and is predicated on functional adventure. the second one bankruptcy, by way of Stonik and Elyakov, examines the titanic chemical literature of the phylum Echinodermata - over one fourth of it in trouble obtainable Russian language guides. The Soviet authors evaluation the information for his or her suitability as chemotaxonomic markers.

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The second group of pigments is represented by the derivatives of 4-acylanthraquinone (10--13) having 16 to 18 carbon atoms. Such natural products were isolated from crinoids of the genus Comatuta [49-50]. Secondary Metabolites from Echinoderms as Chemotaxonomic Markers HO X 7 R=X=H R,=CH3: R2=C 3H7; R3=H ~ !! R1=CH3; R2=CH 3; R3=H .!!. 2 R,=H; Rt C3H7: R3=H ~ R=CH 3 ; X=OCH 3 §. Q R=X= H 11 11 R=CH3: X=H R=H; x=OH OH 0 OH II~ ~ HO .!!! § R=CH3: X=H ill R=COCH 2 CH3 : X=H 11 R=CH2CHOHCH3: X=H ill R=CHOHCH2CH3: X=OH 3-Alkylanthraquinones (15-19) are most widely distributed in comatulid crinoids (the only order of Crinoidea that has been studied chemically).

This information may help convince natural products chemists that techniques for isolating water-soluble compounds are already in extensive usage and that it is therefore feasible to work with water-soluble extracts. Table 5 lists constituents which, although not isolated from aqueous extracts, were purified by the use of reversed phase chromatography in aqueous solvent systems. Sponges Polyacetylenes 18-bromooctadeca-9(E), 17(E)-7,15-diynoic acid Tedanolide 3-bromoverongiaquinol 3-bromo-5-chloroverongiaquinol Red Algae Teurilene Thyrsiferyl 23-acetate Thrysiferol Brown Algae Pachydictyol A Dictyoxide Dictyoxide A Green Algae 4,9-diacetoxyudoteal Oscillatoxin B1, B2 30-methyloscillatoxin D 31-noroscillatoxin B Oscillatoxin D Majusculamide D Blue-green Algae Debromoaplysiatoxin Anhydrodebromoaplysiatoxin Aplysiatoxin Pecetenotoxin 1, -2 Marine Micro-organisms and Phytoplankton Dinophysistoxin 3 Waters ,u-Bondapak C-18 Whatman Partisil-10, ODS-3 C-18 Merck LiChrosorb RP-18 JASCO, Finepak-Sil-C18 Whatman ODS-3 Methanol/water 80 : 20 Methanol/water 80 : 20 Methanol/water 65 : 35 Acetonitrile/water 10: 90 Methanol/water 18: 82 Methanol/water 85: 15 Acetonitrile/water 80 : 20 Acetonitrile/water 80 : 20 Ethanol/water 80 : 20 Methanol/water 80: 20 Methanol/water 60: 40-> 100: 1 Acetonitrile/water 70: 30 Waters Phenylporasil B Whatman ODS-2, ODS-3 C 1S silica Methanol/water 60: 40-> 100: 1 Methanol/water 80: 20 Acetonitrile/water 70 : 30 Ethylacetate/water 8 : 92 Methanol/water 60: 40->100: 1 Methanol/water 80 : 20 Acetonitrile/water 50: 50 Methanol/water 20 : 1 Methanol/water 97: 3 Methanol/water 80 : 20 { Waters Phenylporasil B Whatman Partisil ODS-3 Whatman Partisil ODS Waters Bondapak - CN Waters Phenylporasil B Whatman Partisil ODS-3 C-18 Merck LiChroprep RP-8 Waters ,u-Bondapak C18 Merck LiChrosorb RP-8 Table 5.

Hawaiiensis Clepeasteroida Dendraster excentricus Echinocyamis pusillus Echinorachnius parma Encope emarginata Mellita sexiesperJorata Scaphechinus mirabilis S. griseus Echinoidea Aulodonta Class, order, species [64] [64] [63, 64] [64] [64] [64] [64] [64] [64] [64] [64] [64] [64] [64] [63] [85] 28,30,31 27,29,30 27-30,32 28--30 28 27,28,32 27, 28, 30, 32 28--30 28,30,31 27,31,32 27 27 27 27,29,31 27 Others [63-65] [64] [63, 64] [63, 64] [84] [63, 84] [63-65] [64] [64] Anthraquinoids Refs. 27 27,28 27, 32 28 27, 35 27,28,35 28 28 27, 28 Naphthoquinoids Main pigments Table 2.

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Bioorganic Marine Chemistry by Ronald J. Quinn (auth.), Professor Paul J. Scheuer (eds.)

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