Two Bioactive Compounds, Uniformides A and B, Isolated from a Culture of Nocardia uniformis IFM0856^T in the Presence of Animal Cells

Abstract

Two new peptides named uniformides A and B (1 and 2, respectively) were isolated from the cultured extracts of Nocardia uniformis IFM0856T in the presence of mouse macrophage-like cell line J774.1, in modified Czapek–Dox medium. These compounds were not produced in a culture containing only N. uniformis but in one that also included J774.1. Compounds 1 and 2 showed high cytotoxicity against J774.1 and suppressed the production of nitric oxide, IL-6, and IL-1β by inhibiting the NF-κB pathway.

Two new siderophores produced by Pseudomonas sp. NCIMB 10586: The anti-oomycete non-ribosomal peptide synthetase-dependent mupirochelin and the NRPS-independent triabactin

“…We found that the antagonistic molecule is a novel non-ribosomal peptide synthetase (NRPS) siderophore, designated mupirochelin. Its predicted structure shares resemblance with several siderophores, especially with the putative structures of coelibactin (Bentley et al, 2002) and equibactin (Heather et al, 2008), as well as with the bioactive compounds transvalencin A (Hoshino et al, 2004) and uniformides A and B (Hara et al, 2022). Besides pyoverdine and mupirochelin, the present study identifies a third siderophore produced by NCIMB 10586, which has been denoted triabactin.…”

“…The final predicted structure shares similarities with several siderophores, such as the predicted aryloxazoline siderophore coelibactin (4) (Bentley et al, 2002), the arylthiazoline siderophores yersiniabactin (2) (Drechsel et al, 1995), pyochelin (5) (Cox et al, 1981), thiazostatin (6) (Shindo et al, 1989), escherichelin (7) (Ohlemacher et al, 2017), ulbactin F and G (8) (Igarashi et al, 2016), and pre-equibactin (3) (Heather et al, 2008). Furthermore, structural similarities are also found with the bioactive compounds transvalencin A (9) (Hoshino et al, 2004) and uniformides A and B (10-11) (Hara et al, 2022; Supplementary Figure S3).…”

A Survey of Recently Discovered Naturally Occurring Organohalogen Compounds

“…from the Zhoushan Islands, China, is associated with the fungus Trichoderma hamatum Z36-7 that apparently produces the first natural halogenated trichothecane, trichodermol chlorohydrin (185). 80 Another chlorohydrin, peniciphenalenin G (186), is produced by the marine-sediment-derived fungus Pleosporales sp. HDN1811400.…”

“…The unusual structure of uniformide A with the O−Zn−O linkage is supported by detailed NMR and MS data, and by comparison to the known structure of transvalencin A that embodies a similar zinc complex. 186 A Chinese humus soil sample provided Streptomyces morookaense SC1169 that generates the 13 new chlorinecontaining fasamycins, streptovertidine B (408) and streptovertimycins I−P (409−416), R (417), Q (418), S (419), and T (420). These metabolites, to varying degrees, are active against a suite of cancer cell lines (A549, HeLa, HepG2, MCF-7) and Vero cells, and against several bacterial lines.…”

“…Cultures of Nocardia uniformis IFM0856 from Solonetz soil yield the novel peptides, uniformides A ( 406 ) and B ( 407 ), which are cytotoxic toward J774.1 immune cells (IC 50 0.85 and 0.69 μM, respectively). The unusual structure of uniformide A with the O–Zn–O linkage is supported by detailed NMR and MS data, and by comparison to the known structure of transvalencin A that embodies a similar zinc complex …”