scholarly journals Bathyptilones: Terpenoids from an Antarctic Sea Pen, Anthoptilum grandiflorum (Verrill, 1879)

Marine Drugs ◽  
2019 ◽  
Vol 17 (9) ◽  
pp. 513 ◽  
Author(s):  
Santana A.L. Thomas ◽  
Anthony Sanchez ◽  
Younghoon Kee ◽  
Nerida G. Wilson ◽  
Bill J. Baker
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Cell Line ◽  
Structure Elucidation ◽  
Two Dimensional ◽  
Mammalian Cell Line ◽  
X Ray ◽  
X Ray Crystallography ◽  
Austral Autumn ◽  
Skeleton Structure

An Antarctic coral belonging to the order Pennatulacea, collected during the 2013 austral autumn by trawl from 662 to 944 m depth, has yielded three new briarane diterpenes, bathyptilone A-C (1–3) along with a trinorditerpene, enbepeanone A (4), which bears a new carbon skeleton. Structure elucidation was facilitated by one- and two-dimensional NMR spectroscopy, mass spectrometry and confirmed by X-ray crystallography. The three compounds were screened in four cancer cell lines. Bathyptilone A displayed selective nanomolar cytotoxicity against the neurogenic mammalian cell line Ntera-2.

scholarly journals Ircinal E, a New Manzamine Derivative from the Indonesian Marine Sponge Acanthostrongylophora ingens

2015 ◽  
Vol 10 (11) ◽  
pp. 1934578X1501001 ◽  
Author(s):  
Mousa AlTarabeen ◽  
Georgios Daletos ◽  
Weaam Ebrahim ◽  
Werner E. G. Müller ◽  
Rudolf Hartmann ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
Cell Line ◽  
Marine Sponge ◽  
High Resolution Mass Spectrometry ◽  
Two Dimensional ◽  
Meoh Extract ◽  
L5178y Cell ◽  
Resolution Mass

Chemical investigation of the MeOH extract of the sponge Acanthostrongylophora ingens afforded the new manzamine derivative ircinal E (1), in addition to six known metabolites (2–7). The structure of the new compound was unequivocally elucidated using one- and two-dimensional NMR spectroscopy, as well as high-resolution mass spectrometry. Compounds 1–6 exhibited strong to moderate cytotoxicity against the murine lymphoma L5178Y cell line with IC50 values ranging from 2.8 to 21.7 μM.

Synthesis and crystal structures of three novel benzimidazole/benzoindolizine hybrids

2016 ◽  
Vol 71 (3) ◽  
pp. 231-239 ◽  
Author(s):  
Roumaissa Belguedj ◽  
Sofiane Bouacida ◽  
Hocine Merazig ◽  
Ali Belfaitah ◽  
Aissa Chibani ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Crystal Structures ◽  
Dipolar Cycloaddition ◽  
Dimethyl Acetylenedicarboxylate ◽  
X Ray ◽  
X Ray Crystallography ◽  
Dimethyl Maleate

AbstractThree benzoindolizine derivatives, 1, 2, and 3, were obtained via 1,3-dipolar cycloaddition. The reaction of 1-(2′-benzimidazolylmethyl)isoquinolinium ylides with dimethyl acetylenedicarboxylate gave a mixture of pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylate (1) and 1,10b-dihydropyrrolo[2,1-a]isoquinoline-1,2-dicarboxylate (2) derivatives containing a benzimidazole moiety. The reaction of this isoquinolinium N-ylide with dimethyl maleate gave an unexpected 2,3-dihydropyrrolo[2,1-a]isoquinoline-1,2-dicarboxylate (3). The structures of all reported compounds have been examined by X-ray crystallography, mass spectrometry, and NMR spectroscopy.

Terpyridine - Ruthenium Complexes as Building Blocks for New Metallo-Supramolecular Architectures

2004 ◽  
Vol 57 (5) ◽  
pp. 419 ◽  
Author(s):  
Harald Hofmeier ◽  
Philip R. Andres ◽  
Richard Hoogenboom ◽  
Eberhardt Herdtweck ◽  
Ulrich S. Schubert
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Functional Groups ◽  
Building Blocks ◽  
Two Dimensional ◽  
X Ray ◽  
Supramolecular Architectures ◽  
Directed Synthesis ◽  
Materials Research ◽  
Terpyridine Ligands

Supramolecular architectures are of great interest in modern materials research. The directed synthesis of asym-metric 2,2′:6′,2′′-terpyridine ruthenium(II) complexes is an important tool towards such systems. In this contribution, we report the synthesis of asymmetric terpyridine ruthenium(II) complexes as models for supramolecular architectures and polymers. Terpyridines, bearing different functional groups in the 4′-position, were complexed with unfunctionalized terpyridine ligands using Ru(III)/Ru(II) chemistry. The resulting compounds were characterized by UV-vis, one- and two-dimensional NMR spectroscopy as well as MALDI-TOF mass spectrometry. In addition, X-ray structure analysis was performed for one selected example.

Synthesis, Crystal Structures, and Reactions of 2-Oxomalonylbis(arylimidoyl) Chlorides and Hydroxymethane Tris(arylimidoyl) Chlorides

2005 ◽  
Vol 58 (7) ◽  
pp. 522
Author(s):  
Richard J. Bowen ◽  
Judy Caddy ◽  
Mabel E. Coyanis ◽  
Manuel A. Fernandes ◽  
Marcus Layh ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Crystal Structures ◽  
X Ray ◽  
X Ray Crystallography ◽  
Hydrolysis Of

The 2-oxomalonylbis(arylimidoyl) chlorides [C6H3(R2-2,6)N=CCl]2CO (R = Me, 3a; Pri, 3b; H, 3c) were synthesized from C6H3(R2-2,6)NHCHO and an excess of (COCl2)3 and their reaction with various nucleophiles was studied. Successive hydrolysis of 3a led to the formation of [C6H3(Me2-2,6)N=CCl]3COH 4a and [C6H3(Me2-2,6)NHCO]3COH 5a, while treatment of 3a with HAuCl4(H2O)x gave {[C6H3(Me2-2,6)N(H)=CCl][C6H3(Me2-2,6)NHCO]2COH}AuCl4 6a. All compounds were fully characterized by microanalysis, NMR spectroscopy, mass spectrometry, and, in the case of 3a, 4a, 5a, and 6a, by X-ray crystallography.

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