scholarly journals A Sesquiterpene Isonitrile with a New Tricyclic Skeleton from the Indo-Pacific Nudibranch Phyllidiella pustulosa: Spectroscopic and Computational Studies

2020 ◽  
Vol 73 (3) ◽  
pp. 129
Author(s):  
Desmond C.-M. Sim ◽  
Natasha L. Hungerford ◽  
Elizabeth H. Krenske ◽  
Gregory K. Pierens ◽  
Katherine T. Andrews ◽  
...  
Keyword(s):  
Plasmodium Falciparum ◽  
Molecular Modelling ◽  
Density Functional ◽  
Biosynthetic Pathway ◽  
Antimalarial Activity ◽  
Computational Study ◽  
Ring System ◽  
Computational Studies ◽  
Molecular Modelling Studies ◽  
Modelling Studies

The sesquiterpene isonitrile, 9-isocyanoneoallopupukeanane 1, has been obtained from the Indo-Pacific nudibranch Phyllidiella pustulosa. The structure of 1, which was investigated by extensive NMR experiments, molecular modelling studies, and density functional calculations, has a different arrangement of the tricyclic ring system compared with other isonitrile metabolites isolated from nudibranchs or sponges. The viability of a biosynthetic pathway leading to 1, proposed to involve a series of carbocation rearrangements, is explored in a computational study. Isonitrile 1 exhibited micromolar antimalarial activity when screened against Plasmodium falciparum infected erythrocytes.

scholarly journals Chromolactol, an Oxygenated Diterpene from the Indo-Pacific Nudibranch Goniobranchus coi: Spectroscopic and Computational Studies

2018 ◽  
Vol 71 (10) ◽  
pp. 798 ◽  
Author(s):  
Ariyanti S. Dewi ◽  
Gregory K. Pierens ◽  
Karen L. Cheney ◽  
Joanne T. Blanchfield ◽  
Mary J. Garson
Keyword(s):  
Molecular Modelling ◽  
Density Functional Calculations ◽  
Density Functional ◽  
Biosynthetic Pathway ◽  
Computational Studies ◽  
Relative Configuration ◽  
Data Comparison ◽  
Molecular Modelling Studies ◽  
Modelling Studies ◽  
Spongian Diterpene

A rearranged spongian diterpene chromolactol was obtained from the mantle extract of the Indo-Pacific nudibranch Goniobranchus coi. The structure of chromolactol, either 1a or 1b, which was investigated by extensive NMR experiments and by data comparison as well as by molecular modelling studies and density functional calculations, has a different relative configuration of the 2,8-dioxabicyclo-[3.3.0]-octane ring compared with the co-metabolite norrisolide (2). A biosynthetic pathway leading to the preferred diastereomer of chromolactol (1a) is presented.

Synthesis, molecular modelling studies of indolyl chalcone derivatives and their antimalarial activity evaluation

2019 ◽  
pp. 1-8 ◽  
Author(s):  
Jyoti ◽  
Rashmi Gaur ◽  
Yogesh Kumar ◽  
Harveer Singh Cheema ◽  
Deepak Singh Kapkoti ◽  
...  
Keyword(s):  
Molecular Modelling ◽  
Antimalarial Activity ◽  
Chalcone Derivatives ◽  
Activity Evaluation ◽  
Molecular Modelling Studies ◽  
Modelling Studies

Caloundrin B and Funiculatin A: New Polypropionates From Siphonariid Limpets

1994 ◽  
Vol 47 (12) ◽  
pp. 2255 ◽  
Author(s):  
JT Blanchfield ◽  
DJ Brecknell ◽  
IM Brereton ◽  
MJ Garson ◽  
DD Jones
Keyword(s):  
Molecular Modelling ◽  
Ring System ◽  
Correlation Spectroscopy ◽  
Two Dimensional ◽  
Coupling Constant ◽  
Relative Stereochemistry ◽  
Molecular Modelling Studies ◽  
Modelling Studies ◽  
New Compounds ◽  
Absolute Stereochemistry

Two new polypropionates, caloundrin B (11), systematic name (1″R,2R,3″R,4R,5S,5″R,6S,-7″R,8″S,9″S,10″R)-2-(6′-ethyl-3′,5′-dimethyl-4′-oxopyran-2′-yl)-6-(5″-ethyl-7″-hydroxy-8″,9″,10″-trimethyl-2″,4″,6″-trioxatricyclo[3.3.1.13,7]dec-3″-yl)-5-hydroxy-4-methylheptan-3-one, and funiculatin A (12), systematic name (2ξ,1′S,4R,5′S,6′S)-2-(1′-ethyl-4′,6′,8′-trimethyl-2𔈀,9′-dioxabicyclo[3.3.1]nona-3′,7′-dien-3′-yl)-4,6-dimethylnon-6-en-3-one, have been isolated from Siphonaria zelandica and S. funiculata respectively. The structures of the new compounds were deduced by two-dimensional n.m.r. spectroscopy, particularly long-range 13C- 1H correlation spectroscopy (HMBC), by biosynthetic reasoning and by comparison with the known polypropionates denticulatin A (5), siphonarin B (8), muamvatin (9) and baconipyrone C (14). Information about the relative stereochemistry of the tricyclic ring system of (11) and the bicyclic ring system of (12) was deduced from coupling constant values, and by n.O.e. difference and NOESY experiments, and was confirmed by molecular modelling studies. The relative stereochemistry of the side chains and the absolute stereochemistry were inferred from biosynthetic comparison with the above known polypropionates, and by correlation of funiculatin A with denticulatin A (5) of known absolute stereochemistry. The stereochemistry at C10 of funiculatin A (position 2 of the non-6-en-3-one chain) could not be unambiguously determined. A third new polypropionate funiculatin B, epimeric with funiculatin A at C10, was isolated and partially characterized.

Recreational drugs 25I-NBOH and 25I-NBOMe bind to both Sudlow's sites I and II of Human Serum Albumin (HSA): Biophysical and molecular modeling studies

2021 ◽  
Author(s):  
Wellington Alves de Barros ◽  
Marina de Magalhães Silva ◽  
Maria Dayanne de Araújo Dantas ◽  
Josue Santos ◽  
Isis Figueiredo ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Human Serum Albumin ◽  
Serum Albumin ◽  
Human Serum ◽  
Molecular Modelling ◽  
Recreational Drugs ◽  
Modeling Studies ◽  
Molecular Modelling Studies ◽  
Modelling Studies ◽  
Molecular Modeling Studies

Experimental, biophysical, and molecular modelling studies between 25I-NBOH and 25I-NBOMe with human serum albumin (HSA) have indicated that these recreational drugs simultaneously bind to site I and II of the...

Discovery of potent anticonvulsant ligands as dual NMDA and AMPA receptors antagonists by molecular modelling studies

2011 ◽  
Vol 21 (11) ◽  
pp. 3465-3484 ◽  
Author(s):  
Shailesh V. Jain ◽  
Kamlendra S. Bhadoriya ◽  
Sanjaykumar B. Bari ◽  
Nitendra K. Sahu ◽  
Manjunath Ghate
Keyword(s):  
Molecular Modelling ◽  
Ampa Receptors ◽  
Molecular Modelling Studies ◽  
Modelling Studies
Sign in / Sign up

Export Citation Format

Share Document