Using UHPLC–MS profiling for the discovery of new sponge-derived metabolites and anthelmintic screening of the NatureBank bromotyrosine library

• Sasha Hayes,
• Aya C. Taki,
• Kah Yean Lum,
• Joseph J. Byrne,
• Merrick G. Ekins,
• Robin B. Gasser and
• Rohan A. Davis

Beilstein J. Org. Chem. 2022, 18, 1544–1552, doi:10.3762/bjoc.18.164

• ][36]. The psammaplysin structure class has also had antimalarial [28], cytotoxicity [37] and antimicrobial data reported, albeit with low to moderate potencies [7]. More recently psammaplysin F and several semi-synthetic analogues have been shown to cause loss of mitochondrial membrane potential

Strategies for the synthesis of brevipolides

• Yudhi D. Kurniawan and
• A'liyatur Rosyidah

Beilstein J. Org. Chem. 2021, 17, 2399–2416, doi:10.3762/bjoc.17.157

• , entries 1–7). A very low ED50 value of 8.5 nM was obtained for brevipolide C (3) (Table 2, entry 3) [4], making it a very potent lead compound for anticancer candidates related to mitochondrial dysfunction effect. A reduction in the mitochondrial membrane potential (MMP) could also indicate apoptosis [20

α,ß-Didehydrosuberoylanilide hydroxamic acid (DDSAHA) as precursor and possible analogue of the anticancer drug SAHA

• Shital K. Chattopadhyay,
• Subhankar Ghosh,
• Sarita Sarkar and
• Kakali Bhadra

Beilstein J. Org. Chem. 2019, 15, 2524–2533, doi:10.3762/bjoc.15.245

• potential dependent accumulation in mitochondria, indicated by a fluorescence emission shift from red to green. The exposure of 11b to the cells caused remarkable loss of mitochondrial membrane potential, hence the fluorescence gradually shifted from red to green as the membrane potential (Ψm) decreased

Synthesis of a dihalogenated pyridinyl silicon rhodamine for mitochondrial imaging by a halogen dance rearrangement

• Jessica Matthias,
• Thines Kanagasundaram,
• Klaus Kopka and
• Carsten S. Kramer

Beilstein J. Org. Chem. 2019, 15, 2333–2343, doi:10.3762/bjoc.15.226

• metabolic diseases to ischemic injuries, necrosis, therapy response and cancer [39][40][41][42][43]. Because many cancer cells have a higher mitochondrial membrane potential than nontransformed cells [41][44][45], we believe that our imaging agent will achieve a reasonable tumor-to-background ratio

Synthesis and biological activity of N-substituted-tetrahydro-γ-carbolines containing peptide residues

• Nadezhda V. Sokolova,
• Valentine G. Nenajdenko,
• Vladimir B. Sokolov,
• Daria V. Vinogradova,
• Elena F. Shevtsova,
• Ludmila G. Dubova and
• Sergey O. Bachurin

Beilstein J. Org. Chem. 2014, 10, 155–162, doi:10.3762/bjoc.10.13

• autooxidation and the t-BHP-induced lipid peroxidation. Keywords: mitochondrial membrane potential; mitochondrial permeability transition; multicomponent; peptides; tetrahydro-γ-carbolines; Ugi multicomponent reaction; Introduction The design and synthesis of new efficient pharmaceutical drugs for the

• corresponding dihydrochloride salts 7a–g in nearly quantitative yields (Scheme 4). The final dihydrochloride salts 7a–g were tested on rat liver mitochondria (RLM) using standards tests: lipid peroxidation (LP), mitochondrial membrane potential (ΔΨm) and Ca2+-induced mitochondrial permeability transition (MPT

• isolated rat liver mitochondria. Mitochondrial membrane potential was monitored using safranine O [23]. The ability of the compounds to affect MPT was assessed by monitoring mitochondria swelling caused by calcium chloride addition in a plate reader (Victor3, Perkin Elmer). Swelling rate (Vmax) was

Synthesis and biological activities of the respiratory chain inhibitor aurachin D and new ring versus chain analogues

• Xu-Wen Li,
• Jennifer Herrmann,
• Yi Zang,
• Philippe Grellier,
• Soizic Prado,
• Rolf Müller and
• Bastien Nay

Beilstein J. Org. Chem. 2013, 9, 1551–1558, doi:10.3762/bjoc.9.176

• some ring as opposed to chain analogues, allowing for the description of structure–activity relationships. Biological screening of the analogues showed antiparasitic, cytotoxic, antibacterial and antifungal activities, and depletion of the mitochondrial membrane potential. The strongest activity was

• found on Plasmodium falciparum with a selectivity index of 345, compared to Vero cells, for the natural product and its geranyl analogue. The loss of mitochondrial membrane potential induced by aurachins in human U-2 OS osteosarcoma cells was studied, showing the best activity for aurachin D and a

• cyclization. Keywords: antiplasmodial activities; Conrad–Limpach reaction; mitochondrial membrane potential; natural products; quinolones; total synthesis; Introduction The four aurachins A–D (1–4) were first isolated from the myxobacterium Stigmatella aurantiaca strain Sg a15 in 1987 (Figure 1) [1]. This

Hydrophobic analogues of rhodamine B and rhodamine 101: potent fluorescent probes of mitochondria in living C. elegans

• Laurie F. Mottram,
• Safiyyah Forbes,
• Brian D. Ackley and
• Blake R. Peterson

Beilstein J. Org. Chem. 2012, 8, 2156–2165, doi:10.3762/bjoc.8.243

• accumulate in these organelles, and some rosamines, i.e., compounds that lack the carboxylate of rhodamines [10], have been shown to potently depolarize mitochondria. Elevated mitochondrial membrane potential is a hallmark of cancer cell lines [11][12], and depolarization of mitochondria by rhodamines and