Didemnum conchyliatum

Steglich s group coupled A-methyl bromoindolylmaleimide 36 with 5-tributylstannyl-l-methyl-1//-imidazole to afford 37 and then converted 37 to didemnimide C (38), an alkaloid isolated from the Caribbean ascidian Didemnum conchyliatum [25]. 5-Tributylstannyl- 1-methyl-IH-imidazole, in turn, was prepared according to Undheim s direct metalation method from 1-methyl- l/Z-imidazole [26]. 

Vervoort, H.C. Fenical, W. Keifer, P.A. (1999) A cyclized didemnimide alkaloid from the Caribbean ascidian Didemnum conchyliatum. J. Nat. Prod., 62,389-91. 

Didemnimides B (219) and D (220) have been isolated from the Caribbean mangrove ascidian Didemnum conchyliatum [170]. 

Vervoort HC, Richards-Gross SE, Fenical W, Lee AY, Clardy J (1997) Didemnimides A-D Novel, Predator-Deterrent Alkaloids from the Caribbean Mangrove Ascidian Didemnum conchyliatum. J Org Chem 62 1486... 

Vervoort, H. C., Richards-Gross, S. E., Fenical, W., Lee, A. Y., and Clardy, J. C., Didemnimides A-D novel, predator-deterrent alkaloids from the Caribbean mangrove ascidian Didemnum conchyliatum, J. Org. Chem., 62, 1486, 1997. 

Vervoort et al.115 next isolated and characterized a novel cyclized didemnimide alkaloid from the Caribbean Ascidian Didemnum conchyliatum. In prior work, the primary author and colleagues isolated and identified four novel alkaloids possessing unprecedented indole- maleimide imida/ole carbon frameworks, which ecological testing suggested served in a predator-deterrent role for the organism. Further fractionation led to a small quantity of a deep purple minor metabolite that required the use of micro-probe technology to facilitate its characterization. The molecule was shown to be related to the previously characterized molecules via cyclization to afford (52). 

Some atypical indolic derivatives comprising an imidazole and a maleimide were isolated from the two species Didemnum conchyliatum and D. granulatum. Didemni-mides A-D are powerful repellents against carnivorous... 

Didemnum conchyliatum Vervoort, Richards-Gross, and Fenical, 1997... 

Didemnum granulatum Berlinck et al., 1998 Didemnum conchyliatum Vervoort, Fenical, and Keifer, 1999... 

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