Dihydrotubastrines: phenethylguanidine analogues from the Indo-Pacific marine sponge Petrosia cf. contignata.
Two phenethylguanidine derivatives, 7,8-dihydrotubastrine (1) and 4-deoxy-7,8-dihydrotubastrine (2), along with the sterol xestobergsterol A (3), were isolated from the marine sponge Petrosia cf. contignata. The structures of the new natural products 1 and 2 were based on spectroscopic data and comparison to the literature properties for semisynthetic 1. This is the first example from this compound class with a saturated acyclic C2 unit.
Sperry
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Department of Chemistry and Biochemistry, University of California, Santa Cruz, Santa Cruz, California 95064, USA.
Crews
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P
D000818:Animals; D002240:Carbohydrate Sequence; D006146:Guanidines / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D011161:Porifera / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D014439:Tyramine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification
C113245:4-deoxy-7,8-dihydrotubastrine; C113244:7,8-dihydrotubastrine; D006146:Guanidines; D014439:Tyramine