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Secondary metabolites from Garcinia daedalanthera Pierre leaves (Clusiaceae).
Forestrania RC, Anaya-Eugenio GD, Acuña UM, Ren Y, Elya B, de Blanco EC. Forestrania RC, et al. Nat Prod Res. 2022 Jan;36(1):207-213. doi: 10.1080/14786419.2020.1777117. Epub 2020 Jun 12. Nat Prod Res. 2022. PMID: 32530310
Two new glycerol esters, (S)-2-hydroxy-3-(octanoyloxy)propyl tetracosanoate (1) and (S)-3-(((S)-11-acetoxy octadecanoyl)oxy)propane-1,2-diyl diacetate (2), and eight known compounds, docosanedioic acid (3), 2,5-dimethylnonadecane (4), lupeol (5), stigmasterol (6), beta-sit …
Two new glycerol esters, (S)-2-hydroxy-3-(octanoyloxy)propyl tetracosanoate (1) and (S)-3-(((S)-11-acetoxy octadecanoyl)oxy)propane-1 …
Cyclic Peptides from Graspetide Biosynthesis and Native Chemical Ligation.
Choi B, Acuña A, Link AJ. Choi B, et al. J Am Chem Soc. 2024 May 1;146(17):11605-11609. doi: 10.1021/jacs.4c02745. Epub 2024 Apr 18. J Am Chem Soc. 2024. PMID: 38634647
The graspetides, one family of macrocyclized RiPPs, harbor side chain-side chain ester or amide linkages. We recently reported the structure and biosynthesis of the graspetide pre-fuscimiditide, a 22-amino-acid (aa) peptide with two ester cross-links forming a stem- …
The graspetides, one family of macrocyclized RiPPs, harbor side chain-side chain ester or amide linkages. We recently reported the st …
Large-scale Bioinformatic Study of Graspimiditides and Structural Characterization of Albusimiditide.
Choi B, Acuña A, Koos JD, Link AJ. Choi B, et al. ACS Chem Biol. 2023 Nov 17;18(11):2394-2404. doi: 10.1021/acschembio.3c00365. Epub 2023 Oct 19. ACS Chem Biol. 2023. PMID: 37856788
By tandem mass spectrometry, hydrazinolysis, and amino acid substitution experiments, we elucidated the structure of albusimiditide to be a large tetracyclic peptide with four omega-ester linkages generating a stem-loop structure with one aspartimide. The ester cros …
By tandem mass spectrometry, hydrazinolysis, and amino acid substitution experiments, we elucidated the structure of albusimiditide to be a …
Bioactive flavaglines and other constituents isolated from Aglaia perviridis.
Pan L, Acuña UM, Li J, Jena N, Ninh TN, Pannell CM, Chai H, Fuchs JR, Carcache de Blanco EJ, Soejarto DD, Kinghorn AD. Pan L, et al. J Nat Prod. 2013 Mar 22;76(3):394-404. doi: 10.1021/np3007588. Epub 2013 Jan 9. J Nat Prod. 2013. PMID: 23301897 Free PMC article.
The structures of the new compounds (1-8) were determined on the basis of spectroscopic data interpretation. The Mosher ester method was employed to determine the absolute configurations of 5-7, and the absolute configuration of the 9,10-diol unit of compound 8 was establi …
The structures of the new compounds (1-8) were determined on the basis of spectroscopic data interpretation. The Mosher ester method …
Effect of the umami peptides on the ligand binding and function of rat mGlu4a receptor might implicate this receptor in the monosodium glutamate taste transduction.
Monastyrskaia K, Lundstrom K, Plahl D, Acuna G, Schweitzer C, Malherbe P, Mutel V. Monastyrskaia K, et al. Br J Pharmacol. 1999 Nov;128(5):1027-34. doi: 10.1038/sj.bjp.0702885. Br J Pharmacol. 1999. PMID: 10556940 Free PMC article. Clinical Trial.
Several peptides inhibited the [3H]-L-AP4 binding with the following rank order of potency: glutamate-glutamate>glutamate-glutamate-leucine=aspartate - glutamate>>glutamate - glutamate-aspartate>lactoyl-glutamate>>aspartate-aspartate. Aspartate-phenylalanine-met …
Several peptides inhibited the [3H]-L-AP4 binding with the following rank order of potency: glutamate-glutamate>glutamate-glutamate-leuci …
Cytotoxic and NF-κB inhibitory sesquiterpene lactones from Piptocoma rufescens.
Ren Y, Acuña UM, Jiménez F, García R, Mejía M, Chai H, Gallucci JC, Farnsworth NR, Soejarto DD, Carcache de Blanco EJ, Kinghorn AD. Ren Y, et al. Tetrahedron. 2012 Mar 25;68(12):2671-2678. doi: 10.1016/j.tet.2012.01.061. Epub 2012 Jan 26. Tetrahedron. 2012. PMID: 22685350 Free PMC article.
The absolute configurations of the sesquiterpene lactones isolated were determined from their CD and NOESY NMR spectra, together with the analysis of Mosher ester reactions. Bioassay screening results showed the majority of the sesquiterpene lactones isolated (1-13) to be …
The absolute configurations of the sesquiterpene lactones isolated were determined from their CD and NOESY NMR spectra, together with the an …
New Transmembrane Polyene Bolaamphiphiles as Fluorescent Probes in Lipid Bilayers.
Quesada E, Acuña AU, Amat-Guerri F. Quesada E, et al. Angew Chem Int Ed Engl. 2001 Jun 1;40(11):2095-2097. doi: 10.1002/1521-3773(20010601)40:11<2095::AID-ANIE2095>3.0.CO;2-I. Angew Chem Int Ed Engl. 2001. PMID: 29712215
These new bolaamphiphiles are obtained in good yields from a double cross-coupling between esters with a terminal acetylene group and conjugated 1,omega-dihalopolyenes, followed by partial reduction of the triple bond....
These new bolaamphiphiles are obtained in good yields from a double cross-coupling between esters with a terminal acetylene group and …