Date of Original Version
Biomedical and Pharmaceutical Sciences
The trichophycin family of compounds are chlorinated polyketides first discovered from environmental collections of a bloom-forming Trichodesmium sp. cyanobacterium. In an effort to fully capture the chemical space of this group of metabolites, the utilization of MS/MS-based molecular networking of a Trichodesmium thiebautii extract revealed a metabolome replete with halogenated compounds. Subsequent MS-guided isolation resulted in the characterization of isotrichophycin C and trichophycins G–I (1–4). These new metabolites had intriguing structural variations from those trichophycins previously characterized, which allowed for a comparative study to examine structural features that are associated with toxicity to murine neuroblastoma cells. Additionally, we propose the absolute configuration of the previously characterized trichophycin A (5). Overall, the metabolome of the Trichodesmium bloom is hallmarked by an unprecedented amount of chlorinated molecules, many of which remain to be structurally characterized.
McManus, K. M., Kirk, R. D., Via, C. W., Lotti, J. S., Roduit, A. F., Teta, R.,...Bertin, M. J. (2020). Isolation of Isotrichophycin C and Trichophycins G–I from a Collection of Trichodesmium thiebautii. J. Nat. Prod., 83(9), 2664-2671. doi: 10.1021/acs.jnatprod.0c00550
Available at: https://doi.org/10.1021/acs.jnatprod.0c00550