(-)-Glaciantarcin, a New Dipeptide and Some Secondary Metabolites from the Psychrophilic Yeast Glaciozyma antarctica PI12

Abstract

A new dipeptide, (-)-glaciantarcin (1) and three known compounds, cyclo(-Pro-Gly) (2), 1-(2-deoxypentofuranosyl)-5methyl-2,4(1H,3H)-pyrimidinedione (3) and vidarabine (Ara-A) (4), were isolated from Glaciozyma antarctica PI12, a cold-adapted yeast. The chemical structures were elucidated by FT-IR, NMR and mass spectrometry. The cytotoxicity and antioxidant activities of compounds 1-4 were evaluated by using the MTT bioassay on MCF-7 (human breast cancer cell line), PC-3 (human prostate cancer cell line) and HEK-293 (normal human embryonic kidney cell line) and DPPH free radical scavenging activity, respectively. At concentration of 400 µM, all compounds showed the highest activity on MCF-7, with compound 1 at 65%, compound 2 (70%), compound 3 (66%) and compound 4 (58%) cell viability. All compounds exhibited weak antioxidant properties. To the best of our knowledge, this is the first report of compounds 1-4 from Glaciozyma antactica.

Exploring Sources, Biological Functions, and Potential Applications of the Ubiquitous Marine Cyclic Dipeptide: A Concise Review of Cyclic Glycine-Proline

“…However, marine organisms have emerged as a noteworthy natural source of cGP . This review primarily focuses on marine sources of cGP up to 2022, due to the prevalence of cGP in marine natural product chemistry ( Table 1 ) [ 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ]. Interestingly, the majority of collection sites for marine sources of cGP are located in tropical and subtropical coastal areas [ 47 ], and several sites are closely associated with mangroves.…”

“…Augmenting the topological polar surface area and introducing three-dimensional spatial Based on a structure-activity relationship study of Spodoptera exigua serotonin-specific receptor (Se-5HTR) inhibitors, Hasan et al linked the cGP fragment to the end of the carbon chain, which enhanced the specificity and competitive inhibitory activity of compound 34 against Se-5HTR (Figure 8c) [92]. This modification resulted in a two-order-of-magnitude improvement in the in vitro immunosuppressive activity compared to the prototype compounds (32)(33). Thus, leveraging the outstanding drug-likeness and bonding affinity advantages of cGP provides efficient pharmaceutical building blocks for lead optimisation in the early stages of drug discovery.…”

Antibacterial activity of lupeol from the bark of Dehaasia cuneate (Lauraceae)

“…The sample was eluted using n-hexane/ethyl acetate (EtOAc) (in ascending polarity manner) and finally with MeOH to afford 10 fractions. Purification of fraction 6 was carried out using a radial chromatography (RC) with silica gel plate of 1 mm thickness eluted with 95:5 n-hexane-EtOAc in 5% polarity increment to yield compounds 1 (25 mg) (Rosandy et al 2013;2018).…”

Phenazine-1-carboxylic acid (PCA) from Cold-Adapted Yeast Glaciozyma antarctica PI12

“…The procedures of cultivation of yeast G. antarctica PI12 and isolation of compound were described in Rosandy et al (2017Rosandy et al ( , 2018.…”

“…Early studies regarding the chemical constituents of cold-adapted yeast Glaciozyma antarctica PI12 (Di Menna 1960;Fell et al, 1969;Donachie 1995;Turkiewicz et al, 2005;Connell et al, 2008;Turchetti et al, 2011) revealed the presence of a new diketopiperazine i.e. (-)-Glaciantarcin, together with five known diketopiperazine and two pyrimidine (Rosandy et al, 2017(Rosandy et al, & 2018Alwi et al, 2017s). This paper reported for the first time the isolation and detailed characterization of a PCA from yeast G. antarctica PI12…”