Sulawesins A–C, Furanosesterterpene Tetronic
Acids That Inhibit USP7, from a Psammocinia sp. Marine
Sponge
Posted on 2017-06-16 - 18:20
Three new furanosesterterpene tetronic
acids, sulawesins A–C
(1–3), were isolated from a Psammocinia sp. marine sponge, along with the known compounds
ircinins-1 (4) and -2 (5). Although ircinins-1
and -2 were previously isolated as (+)- or (−)-enantiomers
from marine sponges, we isolated them as enantiomeric mixtures. Sulawesins
A and B possess a new carbon skeleton with a 5-(furan-3-yl)-4-hydroxycyclopent-2-enone
moiety and were also found to be diastereomeric mixtures of four isomers
by an HPLC analysis with a chiral-phase column. Sulawesin C has a
dimeric structure of ircinin-1 and is the first dimer in this family.
USP7, a deubiquitinating enzyme, is an emergent target of cancer therapy,
and the isolated compounds inhibited USP7 with IC50 values
in the range of 2.7–4.6 μM.
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Afifi, Ahmed
H.; Kagiyama, Ippei; El-Desoky, Ahmed H.; Kato, Hikaru; E. P. Mangindaan, Remy; J. de Voogd, Nicole; et al. (2017). Sulawesins A–C, Furanosesterterpene Tetronic
Acids That Inhibit USP7, from a Psammocinia sp. Marine
Sponge. ACS Publications. Collection. https://doi.org/10.1021/acs.jnatprod.7b00184
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AUTHORS (9)
AA
Ahmed
H. Afifi
IK
Ippei Kagiyama
AE
Ahmed H. El-Desoky
HK
Hikaru Kato
RE
Remy E. P. Mangindaan
NJ
Nicole J. de Voogd
NA
Nagwa M. Ammar
MH
Mohammed S. Hifnawy
ST
Sachiko Tsukamoto