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. Author manuscript; available in PMC: 2015 Jan 31.
Published in final edited form as: J Nat Prod. 2014 Jan 31;77(2):377–387. doi: 10.1021/np401063s

Figure 5.

Figure 5

Proposed pathway for grisechelin A (4) biosynthesis in S. griseus CB00830, featuring 7-chlorotryptophan and 7-chloro-3-hydroxyquinaldic acid as key intermediates and a NRPS biosynthetic machinery incorporating 7-chloro-3-hydroxyquinaldic acid and two molecules of Lcysteine to afford the nonribosomal peptide backbone, as supported by the isolation of shunt metabolites grisechelin B (5), C (6), D (7), 4-chloroanthranilamide (8), and methyl 4- chloroanthranilate (9) from the same strain. “-S-Enz” depicts biosynthetic intermediates covalently tethered to the peptidyl carrier protein of the NRPS.