Marine-Derived Fungal Metabolites 32.3 Marine Organic Compounds 773
Part F | 32.3
5
1
5
3
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
H
O
O
O
O
O
O
O
O
O
OCH 3
R 5 R 6
R 3
R 4
R 2
R 1
OH
OH
H 3 CO
O
O
O
O
O
O
O
O
O
OH
OH
OH
OH
OH
OH
OH
OH
OH
OH
OH
OH
OH
HO
O
O
O
O
O
O
H
O
H
OH
OH
OH
OH
HO
HO
OH
OH
OH
OH
OH
OH
OH
OH
HO
OH
OH
HO
OH
OH
OH
OH
OH
OH
OH
OH
OH
R
HO
HO
103: R = H
104: R = CH 3
105: R = H
106: R = CH 3
112: 1S
113: 1R
107
111
120
114
121
122
127
126
125
123
124
O
O
O
O
O
O
O
O
O
O
O
108
109
110
115: R 1 = R 5 = OH, R 2 = R 6 = H, R 3 = α–H, R 4 = –H
116: R 1 = R 6 = OH, R 2 = R 5 = H, R 3 = –H, R 4 = α–H
117: R 1 = R 5 = H, R 2 = R 6 = OH, R 3 = α–H, R 4 = –H
118: R 1 = OCOCH 3 , R 2 = R 5 = H, R 3 = α–H, R 4 = –H, R 6 = OH
119: R 1 = R 6 = OH, R 2 = R 5 = H, R 3 = α–H, R 4 = double bond
Fig. 32.8 Chemical structures of compounds 103–127
tida sponge [32.117]. The structure of acremostrictin
(102) was established based on combined spectroscopic and X-ray crystallographic analyses. In the
antimicrobial activity assay, 102 revealed moderate
activity with MIC values between 50 and 200 M
against Micrococcus luteus (IFO 12708), Salmonella
typhimurium (ATCC 14028), and Proteus vulgaris
(ATCC 3851) [32.117].
Eight new ˛-pyrone derivatives, namely nigerapyrones A–E (103–110, Fig. 32.8), were isolated from
the endophytic fungus Aspergillus niger MA-132, derived from the Chinese mangrove plant Avicennia marina [32.118]. All isolated compounds were assessed
for their cytotoxic and antimicrobial activity against
a panel of eight tumor cell lines, two bacteria, and
four plant-pathogenic fungi. Among the compounds
tested, only compounds 104, 106, and 107 showed
moderate to weak cytotoxicity against some of the
tested tumor cell lines with IC 50 values between 38 and
120 M [32.118].
Paecilocins A–D (111–114), four new polyketide
derivatives, were isolated from the fungus Paecilomyces
variotii, derived from the jellyfish Nemopilema nomurai [32.119]. In the antimicrobial activity assay,