Supporting Information
for
New tridecapeptides of the theonellapeptolide family from the
Indonesian sponge Theonella swinhoei
Annamaria Sinisi1, Barbara Calcinai2, Carlo Cerrano2, Henny A. Dien3, Angela Zampella1, Claudio
D’Amore4, Barbara Renga4, Stefano Fiorucci4 and Orazio Taglialatela-Scafati1,*,§
Address: 1Dipartimento di Farmacia, Università di Napoli “Federico II”, via D. Montesano 49,
80131 Napoli, Italy, 2Dipartimento di Scienze della Vita e dell’Ambiente, Università Politecnica
delle Marche, Via Brecce Bianche, 60131 Ancona, Italy, 3Faculty of Fishery and Marine Science,
Sam Ratulangi University, Manado, Indonesia and 4Dipartimento di Medicina Clinica e
Sperimentale, Università di Perugia, Via Gambuli 1, 06132 Perugia, Italy
Email: Orazio Taglialatela-Scafati - [email protected]
*Corresponding author
§
Tel.: (0039) 081-678509, Fax (0039) 081-678552
COSY, key HMBC correlations and MS/MS fragmentations of 3, and 1H and COSY spectra
for sulfinyltheonellapeptolide (2) and theonellapeptolide If (3)
S1
COSY
O
HMBC H
O
MeO
N
H
MeO
C
N
H
Me
N
O
O
H
N
NH
NMe
O
O
H
N
O
N
Me
O
NH
OH
O
O
HN
N
Me
MeO
O
O
O
HN
O
NH
NH
O
O
O
O
O
Me
N
H
N
H
N
O
HN
Me
N
O
N
Me
O
O
NMe
O
O
H
N
H
N
O
HN
Me
N
O
N
Me
O
O
Figure S1: COSY and key KMBC correlations (left) and MS/MS fragmentations of 3.
S2
O
MeO
N
H
Me
N
O
O
H
N
NH
H O
O
O
O
N
Me
O
HN
O
NH
O H NMe
H
N
O
H
N
O
HN
Me
N
O
N
H Me
O
O
Figure S2: 1H NMR spectrum (CD3OD) of theonellapeptolide If.
S3
Figure S3: COSY NMR spectrum (CD3OD) of theonellapeptolide If.
S4
O
H3COS
N
H
Me
N
O
O
H
N
NH
H O
O
O
O
N
Me
O
HN
O
NH
O H NMe
H
N
O
H
N
O
HN
Me
N
O
N
H Me
O
O
Figure S4: 1H NMR spectrum (CD3OD) of sulfinyltheonellapeptolide.
S5
Figure S5: COSY NMR spectrum (CD3OD) of sulfinyltheonellapeptolide.
S6