95713-60-3Relevant articles and documents
Leopolic acid A, isolated from a terrestrial actinomycete, Streptomyces sp.
Raju, Ritesh,Gromyko, Oleksandr,Fedorenko, Viktor,Luzhetskyy, Andriy,Müller, Rolf
, p. 6300 - 6301 (2012)
Chemical analysis of a terrestrial-derived Streptomyces sp. isolated from the rhizosphere of the plant Juniperus excels collected from the Crimean Mountains (Ukraine) yielded a new acid, leopolic acid A (1). Leopolic acid A (1) was identified to possess a rare ureido dipeptide, Phe-CO-Val, attached to a 5-dihydro-3- hydroxy-pyrrole-2-one ring. A detailed spectroscopic and Marfey's analysis led to the structure elucidation of leopolic acid A (1).
Insights into the Biosynthetic Origin of 3-(3-Furyl)alanine in Stachylidium sp. 293 K04 Tetrapeptides
El Maddah, Fayrouz,Kehraus, Stefan,Nazir, Mamona,Almeida, Celso,K?nig, Gabriele M.
, p. 2838 - 2845 (2016)
The marine-sponge-derived fungus Stachylidium sp. 293 K04 produces the N-methylated peptides endolide A (1) and endolide B (2), showing affinity for the vasopressin receptor 1A and serotonin receptor 5HT2B, respectively. Both peptides feature the rare amino acid 3-(3-furyl)alanine. Isotope labeling experiments, employing several 13C-enriched precursors, revealed that this unprecedented heterocyclic amino acid moiety in endolide A (1) is synthesized from a cyclic intermediate of the shikimate pathway, but not from phenylalanine. Two new tetrapeptide analogues, endolides C and D (3 and 4), were characterized, as well as the previously described hirsutide (5).
3-Hydroxy-4-methyldecanoic Acid-Containing Cyclotetradepsipeptides from an Endolichenic Beauveriasp.
Zhou, Yuan-Fei,Hu, Kun,Wang, Fang,Tang, Jian-Wei,Zhang, Liang,Sun, Han-Dong,Cai, Xiang-Hai,Puno, Pema-Tenzin
, p. 1244 - 1253 (2021/05/05)
An investigation of an endolichenicBeauveriasp. led to the discovery of seven new cyclotetradepsipeptides, beauveamides A-G (2-8), along with the known beauverolide Ka (1). All incorporate a 3-hydroxy-4-methyldecanoic acid (HMDA) moiety in their structures. Their configuration was determined through Marfey’s,J-based configuration analysis, and NMR computational methods, representing the first time that the stereostructures of HMDA-moiety-containing cyclotetradepsipeptides have been established. Compounds1and2exhibited protecting effects on HEI-OC1 cells at 10 μM, while14, and5could stimulate glucose uptake in cultured rat L6 myoblasts at 50 μM. Compound1showed dose-dependent activity in both L6 myoblasts and myotubes.
Zelkovamycin is an OXPHOS Inhibitory Member of the Argyrin Natural Product Family
Krahn, Daniel,Heilmann, Geronimo,Vogel, Felix C. E.,Papadopoulos, Chrisovalantis,Zweerink, Susanne,Kaschani, Farnusch,Meyer, Hemmo,Roesch, Alexander,Kaiser, Markus
supporting information, p. 8524 - 8531 (2020/07/02)
Natural products (NPs) are an important inspirational source for developing drugs and chemical probes. In 1999, the group of ōmura reported the constitutional elucidation of zelkovamycin. Although largely unrecognized so far, this NP displays structural s