Dendrodoa grossularia dendrodoine from

The structure of the cytotoxic metabolite dendrodoine (81) from the tunicate Dendrodoa grossularia was determined by X-ray analysis [103] and it was later synthesised by a convergent route [104],... 

Novel indole derivatives continue to be found in marine organisms those reported recently include dendrodoine (3), a cytotoxic thiadiazole derivative, which occurs in the tunicate Dendrodoa grossularia, from Brittany,4 and the keto-lactam (4), one of two lactams isolated from the Caribbean sponge Hali-chondria melanodocia.5... 

Dendrodoine (109) [80,81], the related aminoimidazole (110) analogue [82] and the recently reported oxadiazinone, alboinon (111) [83] were reported from Dendrodoa grossularia. There are structural similarities between these tryptophane-derived metabolites, the phenylalanine-derived metabolites (5), (6) and (7), and the tyrosine-derived metabolite... 

The First S -N Bond in a Natural Product —Dendrodoine, of which 98 mg was isolated from 2.2 tonnes of a marine tunicate, Dendrodoa grossularia (Styelidae), has been shown by JT-ray and spectral data to be an indole derivative of 1,2,4-thiadiazole (139). A noteworthy feature is that, as far as this Reporter is aware, this is the first natural product with a sulphur(ii)-nitrogen bond. All the other fourteen possible combinations of the five common biological elements (C, H, N, O, and bivalent S) are elaborated by living cells only S—N has, so far, been missing. 

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