Lyngbyatoxin from Lyngbya majuscula

The absolute configuration of lyngbyatoxin A (105 = teleocidin A-l) and teleocidin A-2 (106), potent tumor promoters isolated from the blue-green alga Lyngbya majuscula or terrestrial Streptomyces mediocidicus, was determined to be (14/ ) and (145), respectively, by chemical degradation including ozonolysis (103). 

In the marine environment, cyanobacteria are emerging as contributors to HABs, especially in tropical environments however, their impact is likely more pronounced on the ecological structure of shallow-water reef systems than on human populations. But in some locations, such as the East Coast of Australia, extensive blooms of Lyngbya majuscula, which produce the hepatotoxic lyngbyatoxins, have influenced human health. Nevertheless, some populations of this same species from elsewhere in the world do produce neurotoxic natural products, as reviewed in the latter part of... 

Chemoenzymatic synthesis. In parallel to the work of the Li group on C7 [43, 219], Edwards and co-workers recently identified, expressed and characterised the bacterial ferf-prenyltransferase LtxB from the marine cyanobacterium Lyngbya majuscula [28]. It was possible to catalyse the 7-tert-geranylation of indolactam V (1) with geranylpyrophosphate (289) affording the natural product lyngbyatoxin (290) (Scheme 55). 

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