Progress in the Chemistry of Cytochalasans
35
absolute configurations were determined only by the comparison of optical rotations.
Thus it is recommended that a further investigation should be made concerning the
unusual configuration assigned at C-9.
Recently, Zhang and coworkers reported an unexpected pyrichalasin named
armochaetoglasin A (194) [10] by feeding l-tyrosine into the culture medium of
the endophytic fungus, Chaetomium globosum TW1-1. This represented the first
tyrosine-derived cytochalasan alkaloid characterized by a [5.6.13] ring system, as
found only rarely in both pyrichalasin and cytochalasin structures.
Table 9 Lactone pyrichalasins
Compound
Origin
References
Cytochalasin Z 24 (195)
Eutypella sp. D-1
[97]
Cytochalasin Z 25 (196)
Eutypella sp. D-1
[97]
Cytochalasin Z 27 (197)
Xylaria sp. XC-16
[98]
Cytochalasin Z 28 (198)
Xylaria sp. XC-16
[98]
Cytochalasin Z1 (199)
Pyrenophora semeniperda
[74]
Cytochalasin Z4 (200)
Phoma exigua
[75]
Cytochalasin Z5 (201)
Phoma exigua
[75]
199 (cytochalasin Z1)
200 (cytochalasin Z4)
201 (cytochalasin Z5)
195 (cytochalasin Z 24 )
196 (cytochalasin Z 25 )
197 (cytochalasin Z 27 )
198 (cytochalasin Z 28 )
HN
O
O
OH
O
HO
HN
O
O
O
O
HO
HN
O
O
O
O
HO
OH
HN
O
O
O
O
HO
OH
HN
O
HO
OH
O
O
HN
O
O
O
HN
O
HO
OH
O
O
OH
HO
HO
Fig. 9 Structures of lactone pyrichalasins
35
absolute configurations were determined only by the comparison of optical rotations.
Thus it is recommended that a further investigation should be made concerning the
unusual configuration assigned at C-9.
Recently, Zhang and coworkers reported an unexpected pyrichalasin named
armochaetoglasin A (194) [10] by feeding l-tyrosine into the culture medium of
the endophytic fungus, Chaetomium globosum TW1-1. This represented the first
tyrosine-derived cytochalasan alkaloid characterized by a [5.6.13] ring system, as
found only rarely in both pyrichalasin and cytochalasin structures.
Table 9 Lactone pyrichalasins
Compound
Origin
References
Cytochalasin Z 24 (195)
Eutypella sp. D-1
[97]
Cytochalasin Z 25 (196)
Eutypella sp. D-1
[97]
Cytochalasin Z 27 (197)
Xylaria sp. XC-16
[98]
Cytochalasin Z 28 (198)
Xylaria sp. XC-16
[98]
Cytochalasin Z1 (199)
Pyrenophora semeniperda
[74]
Cytochalasin Z4 (200)
Phoma exigua
[75]
Cytochalasin Z5 (201)
Phoma exigua
[75]
199 (cytochalasin Z1)
200 (cytochalasin Z4)
201 (cytochalasin Z5)
195 (cytochalasin Z 24 )
196 (cytochalasin Z 25 )
197 (cytochalasin Z 27 )
198 (cytochalasin Z 28 )
HN
O
O
OH
O
HO
HN
O
O
O
O
HO
HN
O
O
O
O
HO
OH
HN
O
O
O
O
HO
OH
HN
O
HO
OH
O
O
HN
O
O
O
HN
O
HO
OH
O
O
OH
HO
HO
Fig. 9 Structures of lactone pyrichalasins