Part F | 32.3
774 Part F Marine Derived Metabolites
CH 2
OH
OR 2
R 1 O
OH
Cl
Cl
OH
OH
OH
OH
OH
OH
OCH 3
OH
OH
OH
OH
OH
OH
OH
OH
R 2
R 1
OH
OH
HO
HO
OH
OH
OH
OH
OH
OH
HO
OH
OH
OH
RO
HO
CH 2
CH 2
R 1
R 2 R 3
R 1
R 4
R 2
130: R 1 = COCH 3 , R 2 = H
131: R 1 = CH 2 OH, R 2 = CH 3
132: R 1 = CH(OH)CH 3 , R 2 = H
139: R 1 , R 2 = H
140: R 1 = CH 3 , R 2 = H
141: R 1 = H, R 2 = CH 3
142: R 1 , R 2 = CH 3
143: R 1 = H, R 2 = n-butyl
144: R = H
145: R = CH 3
149
147: R 1 = OH, R 2 = CH 3
148: R 1 = CH 3 , R 2 = OH
146
150
151
152
153
154
133: R 1 = OCH 3 , R 2 = CH 3 , R 3 = CH 2 OH, R 4 = OH
134: R 1 = R 4 = OH, R 2 = CH 3 , R 3 = CH 2 OH
135: R 1 = R 4 = OH, R 2 = H, R 3 = CH 3
136: R 1 = OCH 3 , R 2 = R 3 = CH 3 , R 3 =
O
O
O
O
O
O
O
O
O
O
O
H
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
H
H
O
O
O
O
O
H
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
HO
O
O
O
O
O
O
H
H
O
O
OH
OH
OH
OH
O
O
O
O
128
129
137
138
Fig. 32.9 Chemical structures of compounds 128–154
paecilocins A–D revealed inhibitory activity against
pathogenic bacteria including MRSA 3089 and multidrug-resistant Vibrio parahemolyticus 7001 with MIC
values between 20 and 130 M [32.119].
Five new hydroanthraquinone derivatives, tetrahydroaltersolanols C–F (115–119) and five new alterporriol-type anthranoid dimers, alterporriols N–R (12–
124), were isolated along with seven known congeners
from the culture broth of the fungus Alternaria sp. ZJ2008003 obtained from the Chinese soft coral Sarcophyton sp. [32.120]. Structures and relative configurations of the isolated compounds were established
based on extensive NMR spectroscopic analyses and
single-crystal X-ray crystallography. Tetrahydroaltersolanol C (115) and alterporriol Q (123) exhibited
antiviral activity against the porcine reproductive and
respiratory syndrome virus (PRRSV) with IC 50 values
of 65 and 39 M, respectively [32.120]. Alterporriol P
(122) showed antiproliferative activity against PC-3 and
HCT-116 cell lines, with IC 50 values of 6:4 and 8:6 M,
respectively [32.120].
New hydrogenated azaphilones, pinophilins A
(125) and B (126), together with Sch 725680 (127)
were isolated from the fungal cultures of Penicillium
pinophilum Hedgock derived from a seaweed [32.121].
Compounds 125–127 selectively inhibited the activities
of mammalian DNA polymerases but not the activities of four X-family pols. Pinophilin A (125) revealed
the highest activity with IC 50 values of 48:655:6 M
through noncompetitive inhibition of both ˛ and Ä
activities [32.121]. Interestingly, compounds 125–127
suppressed cell proliferation in five human cancer cell
774 Part F Marine Derived Metabolites
CH 2
OH
OR 2
R 1 O
OH
Cl
Cl
OH
OH
OH
OH
OH
OH
OCH 3
OH
OH
OH
OH
OH
OH
OH
OH
R 2
R 1
OH
OH
HO
HO
OH
OH
OH
OH
OH
OH
HO
OH
OH
OH
RO
HO
CH 2
CH 2
R 1
R 2 R 3
R 1
R 4
R 2
130: R 1 = COCH 3 , R 2 = H
131: R 1 = CH 2 OH, R 2 = CH 3
132: R 1 = CH(OH)CH 3 , R 2 = H
139: R 1 , R 2 = H
140: R 1 = CH 3 , R 2 = H
141: R 1 = H, R 2 = CH 3
142: R 1 , R 2 = CH 3
143: R 1 = H, R 2 = n-butyl
144: R = H
145: R = CH 3
149
147: R 1 = OH, R 2 = CH 3
148: R 1 = CH 3 , R 2 = OH
146
150
151
152
153
154
133: R 1 = OCH 3 , R 2 = CH 3 , R 3 = CH 2 OH, R 4 = OH
134: R 1 = R 4 = OH, R 2 = CH 3 , R 3 = CH 2 OH
135: R 1 = R 4 = OH, R 2 = H, R 3 = CH 3
136: R 1 = OCH 3 , R 2 = R 3 = CH 3 , R 3 =
O
O
O
O
O
O
O
O
O
O
O
H
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
H
H
O
O
O
O
O
H
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
O
HO
O
O
O
O
O
O
H
H
O
O
OH
OH
OH
OH
O
O
O
O
128
129
137
138
Fig. 32.9 Chemical structures of compounds 128–154
paecilocins A–D revealed inhibitory activity against
pathogenic bacteria including MRSA 3089 and multidrug-resistant Vibrio parahemolyticus 7001 with MIC
values between 20 and 130 M [32.119].
Five new hydroanthraquinone derivatives, tetrahydroaltersolanols C–F (115–119) and five new alterporriol-type anthranoid dimers, alterporriols N–R (12–
124), were isolated along with seven known congeners
from the culture broth of the fungus Alternaria sp. ZJ2008003 obtained from the Chinese soft coral Sarcophyton sp. [32.120]. Structures and relative configurations of the isolated compounds were established
based on extensive NMR spectroscopic analyses and
single-crystal X-ray crystallography. Tetrahydroaltersolanol C (115) and alterporriol Q (123) exhibited
antiviral activity against the porcine reproductive and
respiratory syndrome virus (PRRSV) with IC 50 values
of 65 and 39 M, respectively [32.120]. Alterporriol P
(122) showed antiproliferative activity against PC-3 and
HCT-116 cell lines, with IC 50 values of 6:4 and 8:6 M,
respectively [32.120].
New hydrogenated azaphilones, pinophilins A
(125) and B (126), together with Sch 725680 (127)
were isolated from the fungal cultures of Penicillium
pinophilum Hedgock derived from a seaweed [32.121].
Compounds 125–127 selectively inhibited the activities
of mammalian DNA polymerases but not the activities of four X-family pols. Pinophilin A (125) revealed
the highest activity with IC 50 values of 48:655:6 M
through noncompetitive inhibition of both ˛ and Ä
activities [32.121]. Interestingly, compounds 125–127
suppressed cell proliferation in five human cancer cell