reef, yielded two indole diketopiperazines, 17-epi-notamides Q and M (416 and 417)
[131]. The fungus Aspergillus sydowii SCSIO 00305 was purified from the gorgonian Verrucella umbraculum collected from Sanya, Hainan Province. The indole
diketopiperazine cyclotryprostatin E (418) was isolated from the mycelium of liquid
GYM medium fermentation of this fungus [132]. A strain of Aspergillus fumigatus
406
HN
HN
N
O
O
O
HO
O
O
H
N
N
H
N
H
407 (cristatumin A)
HN
N
O
O
H
N
N
H
N
NH
O
O
409 (cristatumin C)
HO
O
O
H
N
N
H
N
H
408 (cristatumin B)
N
N
H
H
N
O
O
OH
411
O
O
O
H
N
N
H
N
H
412
N
H
N
H
H
N
O
O
R 2
R 1
413 R 1 = Me, R 2 = CH 2 OH
414 R 1 = CH 2 OH, R 2 = Me
O
O
O
H 2 N
O
N
H
N
H
410 (cristatumin D)
O
N
H
O
N
H
N
RO
O
O
416 R = Me (17-epi-notoamide Q)
417 R = H (17-epi-notoamide M)
N
H
N
H
H
N
O
O
O
415 (epoxyisoechinulin A)
N
H
N
N
O
O
HO
OH
O
O
418 (cyclotryprostatin E)
O
OH
O
O
N
OH
O
N
NH
419
O
N
O
N
N
O
O
OH
OH
R 2
R 1
420 R 1 =
R 2 = H (spirotryprostatin C)
421 R 1 =
R 2 = OH (spirotryprostatin D)
422 R 1 =
R 2 = H (spirotryprostatin E)
HOOC
O
N
N
N
O
O
OH
OH
HO
423, 424 diastereomeric OH
O
N
N
N
O
O
OH
O
O
O
425 (13-oxoverruculogen)
Fig. 23 Structures of diketopiperazines (part 1)
Secondary Metabolites from Marine-Derived Fungi from China
119