Progress in the Chemistry of Cytochalasans
7
2.1.1 Carbocyclic Cytochalasins
[5.6.11]-Cytochalasins and Related Derivatives
This group, with 101 members, refer to cytochalasins with an 11-membered carbocyclic ring that is fused to the isoindolone moiety, leading to the [5.6.11] ring system
as well as their derivatives with [5.6.6.7], [5.6.5.8], [5.6.6.6], or other skeletons
(Table 2 and Fig. 2). Cytochalasins C (1) and D (2) are the first cytochalasins of
HN
O
OH
OAc
O
HO
HN
O
OH
OAc
O
HO
1 (cytochalasin C)
2 (cytochalasin D)(zygosporin A)
HN
O
OAc
OAc
O
HO
4 (dytochalasin D monoacetate)
(zygosporin F)
HN
O
OH
OAc
O
5 (zygosporin E)
HN
O OAc
O
HO
6 (zygosporin G)
HN
O
HO
OH
OAc
7 (cytochalasin H)
HN
O OH
O
O
OH
HO
13 (engleromycin)
9 (kodo-cytochalasin-2)
HN
O
HO
OH
OH
HN
O
HO
OAc
11 (epoxycytochalasin H)
O
HN
O
HO
OH
12 (epoxycytochalasin J)
(epoxydeacetylcytochalasin H)
O
HN
O
HO
OH
OAc
8 (kodo-cytochalasin-1)
HN
O
HO
OH
OH
10 (cytochalasin J)
(deacetylcytochalasin H)
HN
O
HO
OH
OAc
14 (cytochalasin N Natori)
HN
O
HO
OH
OH
15 (cytochalasin O Natori)
HN
O
OH
OH
O
HO
3 (desacetylcytochalasin D)
(zygosporin D)
Fig. 2 Structures of [5.6.11]-cytochalasins and related derivatives