stachybonoid A (189), while cultivation of this fungus in PDB medium yielded
stachybonoids B–F (190–194) (Fig. 11). Stachybonoid A (189) was reported to
reduce the expression of the dengue virus protein prM in a dose-dependent manner,
while stachybonoid F (194) showed an inhibitory effect with regard to the production of NO with an IC 50 value of 27.2 μM [73].
O
CHO
AcO
OH
R
HO
189 R = OMe (stachybonoid A)
190 R = OH (stachybonoid B)
O
CHO
OH
OH
HO
191 (stachybonoid C)
O
CHO
OH
HO
AcO
AcO
192 (stachybonoid D)
O
HO
HO
N
O
R
193 R = CH 2 COOMe (stachybonoid E)
194 R = (CH 2 ) 3 COOMe (stachybonoid F)
196 R
1 = R
2 = H, R 3 = (CH 2 ) 4 COOH
(chartarlactam B)
197 R
1 = CH 2 OH, R
2 = R 3 = H
(chartarlactam C)
198 R
1 = R 3 = H, R
2 = -D-glucoside
(chartarlactam D)
O
O
199 (chartarlactam E)
NH
O
HO
O
R 1
N
HO
R 2
O
O
R 1
NH
HO
R 2
O
O
206 (chartarlactam L)
NH
HO
O
HO
O
HN
OH
O
OH
O
207 R 1 = R 2 = H (chartarlactam M)
208 R 1 = H, R 2 = (CH 2 ) 2 OH (chartarlactam N)
209 R 1 = OH, R 2 = H (chartarlactam P)
N
HO
O
HO
R 2
O
HO
210 (chartarlactam O)
NH
HO
O
O
HO
NH
O
HO
O
195 (chartarlactam A)
O
HO
N
R 2 O
R 1
O
R 3
R 1
200 R 1 = α-OH, R 2 = H (chartarlactam F)
201 R 1 = β-OH, R 2 = H (chartarlactam G)
202 R 1 = -OH, R 2 = (CH 2 ) 2 OH (chartarlactam H)
203 R 1 = α-OH, R 2 = -OH (chartarlactam I)
= β-OH, R 2 = -OH (chartarlactam J)
= -OAc, R 2 = -OH (chartarlactam K)
204 R 1 =
205 R 1
Fig. 11 Structures of merosesquiterpenes (part 1)
Secondary Metabolites from Marine-Derived Fungi from China
101