@article{fdi:010074948, title = {{T}hiodiketopiperazines with two spirocyclic centers extracted from {B}otryosphaeria mamane, an endophytic fungus isolated from {B}ixa orellana l}, author = {{B}arakat, {F}. and {V}ansteelandt, {M}. and {T}riastuti, {A}. and {J}argeat, {P}. and {J}acquemin, {D}. and {G}raton, {J}. and {M}ejia, {K}. and {C}abanillas, {B}. and {V}endier, {L}. and {S}tigliani, {J}. {L}. and {H}addad, {M}ohamed and {F}abre, {N}.}, editor = {}, language = {{ENG}}, abstract = {{T}hree thiodiketopiperazines, botryosulfuranols {A}-{C} (1-3) were isolated from the endophytic fungus {B}otryosphaeria mamane. {T}he three compounds present sulfur atoms on alpha- and beta-positions of phenylalanine derived residues and unprecedented two spirocyclic centers at {C}-4 and {C}-2'. {T}heir planar structures were determined by spectroscopic analysis and absolute configurations were achieved by {X}-ray diffraction analysis and {ECD} and {NMR} chemical shifts calculations. {B}otryosulfuranol {A} (1) was the most cytotoxic compound against four cancer cell lines ({HT}-29, {H}ep{G}2, {C}aco-2, {H}e{L}a) and two healthy cell lines ({IEC}6, {V}ero) highlighting the importance of an electrophilic center for cell growth inhibition.}, keywords = {{B}otryosphaeria mamane {DE} {G}ardner ({B}otryosphaeriaceae) ; {B}ixa orellana {L}. ; ({B}ixaceae) ; {T}hiodiketopiperazine ; {C}ytotoxic activity ; {PEROU}}, booktitle = {}, journal = {{P}hytochemistry}, volume = {158}, numero = {}, pages = {142--148}, ISSN = {0031-9422}, year = {2019}, DOI = {10.1016/j.phytochem.2018.11.007}, URL = {https://www.documentation.ird.fr/hor/fdi:010074948}, }