On the Chemistry, Toxicology and Genetics of the Cyanobacterial Toxins, Microcystin, Nodularin, Saxitoxin and Cylindrospermopsin

被引:413
作者
Pearson, Leanne [1 ]
Mihali, Troco [1 ]
Moffitt, Michelle [2 ]
Kellmann, Ralf [3 ]
Neilan, Brett [1 ]
机构
[1] Univ New S Wales, Sch Biotechnol & Biomol Sci, Sydney, NSW 2052, Australia
[2] Univ Western Sydney, Sch Biomed & Hlth Sci, Campbelltown, NSW 2560, Australia
[3] Univ Bergen, Dept Mol Biol, N-5020 Bergen, Norway
关键词
cyanotoxin; non-ribosomal peptide; polyketide; alkaloid; toxicology; FRESH-WATER CYANOBACTERIUM; DINOFLAGELLATE GYMNODINIUM-CATENATUM; PARALYTIC SHELLFISH POISONS; BLUE-GREEN-ALGAE; ALKALOID CYLINDROSPERMOPSIN; PROTEIN PHOSPHATASE-1; BIOSYNTHESIS GENE; BALTIC SEA; IN-VITRO; SPUMIGENA MERTENS;
D O I
10.3390/md8051650
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The cyanobacteria or "blue-green algae", as they are commonly termed, comprise a diverse group of oxygenic photosynthetic bacteria that inhabit a wide range of aquatic and terrestrial environments, and display incredible morphological diversity. Many aquatic, bloom-forming species of cyanobacteria are capable of producing biologically active secondary metabolites, which are highly toxic to humans and other animals. From a toxicological viewpoint, the cyanotoxins span four major classes: the neurotoxins, hepatotoxins, cytotoxins, and dermatoxins (irritant toxins). However, structurally they are quite diverse. Over the past decade, the biosynthesis pathways of the four major cyanotoxins: microcystin, nodularin, saxitoxin and cylindrospermopsin, have been genetically and biochemically elucidated. This review provides an overview of these biosynthesis pathways and additionally summarizes the chemistry and toxicology of these remarkable secondary metabolites.
引用
收藏
页码:1650 / 1680
页数:31
相关论文
共 173 条
[1]   GDSL family of serine esterases/lipases [J].
Akoh, CC ;
Lee, GC ;
Liaw, YC ;
Huang, TH ;
Shaw, JF .
PROGRESS IN LIPID RESEARCH, 2004, 43 (06) :534-552
[2]   USE OF A COLORIMETRIC PROTEIN PHOSPHATASE INHIBITION ASSAY AND ENZYME-LINKED-IMMUNOSORBENT-ASSAY FOR THE STUDY OF MICROCYSTINS AND NODULARINS [J].
AN, JS ;
CARMICHAEL, WW .
TOXICON, 1994, 32 (12) :1495-1507
[3]   DYNAMICS AND PHYSIOLOGY OF SAXITOXIN PRODUCTION BY THE DINOFLAGELLATES ALEXANDRIUM SPP [J].
ANDERSON, DM ;
KULIS, DM ;
SULLIVAN, JJ ;
HALL, S ;
LEE, C .
MARINE BIOLOGY, 1990, 104 (03) :511-524
[4]   OCCURRENCE OF CARBAMOYL-N-HYDROXY DERIVATIVES OF SAXITOXIN AND NEOSAXITOXIN IN A XANTHID CRAB ZOSIMUS-AENEUS [J].
ARAKAWA, O ;
NOGUCHI, T ;
SHIDA, Y ;
ONOUE, Y .
TOXICON, 1994, 32 (02) :175-183
[5]   A new saxitoxin analogue from a xanthid crab Atergatis floridus [J].
Arakawa, O ;
Nishio, S ;
Noguchi, T ;
Shida, Y ;
Onoue, Y .
TOXICON, 1995, 33 (12) :1577-1584
[6]   A molecular basis for different interactions of marine toxins with protein phosphatase-1 - Molecular models for bound motuporin, microcystins, okadaic acid, and calyculin A [J].
Bagu, JR ;
Sykes, BD ;
Craig, MM ;
Holmes, CFB .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (08) :5087-5097
[7]  
BAKER PD, 1994, AUST J MAR FRESH RES, V45, P773
[8]   GTX4 imposters:: characterization of fluorescent compounds synthesized by Pseudomonas stutzeri SF/PS and Pseudomonas/Alteromonas PTB-1, symbionts of saxitoxin-producing Alexandrium spp. [J].
Baker, TR ;
Doucette, GJ ;
Powell, CL ;
Boyer, GL ;
Plumley, FG .
TOXICON, 2003, 41 (03) :339-347
[9]   RULES FOR RING-CLOSURE - RING FORMATION BY CONJUGATE ADDITION OF OXYGEN NUCLEOPHILES [J].
BALDWIN, JE ;
THOMAS, RC ;
KRUSE, LI ;
SILBERMAN, L .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (24) :3846-3852
[10]   Paralytic Shellfish Poisoning Toxin-Producing Cyanobacterium Aphanizomenon gracile in Northeast Germany [J].
Ballot, Andreas ;
Fastner, Jutta ;
Wiedner, Claudia .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2010, 76 (04) :1173-1180