@article{fdi:010074415,
  title = {{N}ew sulfur-containing polyarsenicals from the {N}ew {C}aledonian sponge {E}chinochalina bargibanti},
  author = {{T}ahtinen, {P}. and {G}uella, {G}. and {S}aielli, {G}. and {D}ebitus, {C}{\'e}cile and {H}nawia, {E}douard and {M}ancini, {I}.},
  editor = {},
  language = {{ENG}},
  abstract = {{A}rsenicin {A} ({C}3{H}6{A}s4{O}3) was isolated from the {N}ew {C}aledonian poecilosclerid sponge {E}chinochalina bargibanti, and described as the first natural organic polyarsenic compound. {F}urther bioguided fractionation of the extracts of this sponge led us to isolate the first sulfur-containing organic polyarsenicals ever found in {N}ature. {T}hese metabolites, called arsenicin {B} and arsenicin {C}, are built on a noradamantane-type framework that is characterized by an unusual {A}s-{A}s bonding. {E}xtensive {NMR} measurements, in combination with mass spectra, enabled the assignment of the structure for arsenicin {B} ({C}3{H}6{A}s4{S}2) as 2. {T}he scarcity of arsenicin {C} and its intrinsic chemical instability only allowed the collection of partial spectral data, which prevented the full structural definition. {A}fter the extensive computational testing of several putative structures, structure 3 was inferred for arsenicin {C} ({C}3{H}6{A}s4{OS}) by comparing the experimental and density functional theory ({DFT})-calculated {H}-1 and {C}-13 {NMR} spectra. {F}inally, the absolute configurations of 2 and 3 were determined with a combined use of experimental and time-dependent ({TD})-{DFT} calculated electronic circular dichroism ({ECD}) spectra and observed specific rotations. {T}hese findings pose great challenges for the investigation of the biosynthesis of these metabolites and the cycle of arsenic in {N}ature. {A}rsenicins {B} and {C} showed strong antimicrobial activities, especially against {S}. aureus, which is comparable to the reference compound gentamycin.},
  keywords = {antibacterial ; arsenical ; calculated {NMR} spectrum ; density functional theory ; natural products ; {NMR} spectroscopy ; structure elucidation ; sulfur metabolite ; {NOUVELLE} {CALEDONIE}},
  booktitle = {},
  journal = {{M}arine {D}rugs},
  volume = {16},
  numero = {10},
  pages = {art. 382 [14 ]},
  ISSN = {1660-3397},
  year = {2018},
  DOI = {10.3390/md16100382},
  URL = {https://www.documentation.ird.fr/hor/fdi:010074415},
}