131
first and second position, either glycine, alanine or serine, and third position is glycine. The exceptions include 38 and 39, 38 is a cyclic heptapeptide with four amino
acids in ring made up of four glycine residues (Deml et al. 1984) and, an acyclic
linear tripeptide of diserylglycyl amino acid substitutions. Des(diserylglycyl)ferrirhodin (39) (Fig.  8.11) unlike to a typical ferrichrome back bone. (Jalal et  al.
1985). In this compound, the absence of characteristic ferrichrome family feature of
cyclic hexapeptide ring and the presence of terminal N
5
-acylated hydroxy ornithine
groups in 39, identical with those found in fusarinine B (40), fusigen (41) and ferrirhodin (34), can be observed (Jalal et al. 1985).
Table 8.4 Fungal fusarinine siderophores
Name of the siderophore
Fungal species
References
Cis-fusarinine (16)
Fusarium roseum
Emery (1965)
Trans-fusarinine (42)
Fusarium dimerum
Diekmann (1970)
Fusarinine A (43)
Gliocladium virens
Jalal et al. (1986)
Fusarinine B (40)
Gliocladium virens
Jalal et al. (1986)
Fusarinine C (Fusigen) (41)
Rhodothamnus chamaecistus Haselwandter et al. (1992)
N,N′,N″-triacetylfusarinine C (44) Penicillium sp.
Moore and Emery (1976)
Neurosporin (45)
Neurospora crassa
Eng-Wilmot et al. (1984)
Fig. 8.10 The structure of tetraglycyl ferrichrome (38) and its Fe
3+ octahedral complex
33
CH2OH
H
CH3
CH3
CH3
A. sp.
W alter and
Deér (1963)
34
CH2OH
CH2OH
D
D
D
A. sp.
Walter (1963)
35
CH2OH
CH2OH
B
B
B
Penicillium sp Walter (1963)
36
CH3
CH2COOH CH2COOH CH2COOH Fusarium
roseum
Emery (1980)
37
CH3
CH2OH
CH3
CH3
CH3
A. ochraceous Llinás and
Neilands
(1976)
38*
H
H
H
CH3
CH3
CH3
Neovossia
indica (Mitra)
Deml et al.
(1984)
Table 8.3 (continued)
a
An additional glycyl residue present in the peptide ring
8 Chemistry and Biomedical Applications of Fungal Siderophores