Studies of Australian soft corals. VIII. A chemical and crystallographic study of a novel bicyclic diterpene alcohol with a rearranged skeleton from an unknown species of soft coral

1978 ◽  
Vol 31 (9) ◽  
pp. 2039 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
GJ Stokie ◽  
JF Blount
Keyword(s):  
Single Crystal ◽  
Spectroscopic Analysis ◽  
Soft Coral ◽  
Soft Corals ◽  
X Ray ◽  
Crystallographic Study ◽  
Unknown Species ◽  
Diterpene Alcohol

The structure of a novel bicyclic diterpene alcohol is reported and shown to be (3Z,5E,9E,1R*,-7R*,12aR*)-1-isopropyl-6,10,12a-trimethyl- 1,2,4,7,8,11,12,12a-octahydrocyclopentacycloundecen-7-ol(1a). It is structurally related to the known diterpene (2) from Dollabella californica. However, in (1a), there has been a methyl migration resulting in a rearranged isoprenoid skeleton. The structure was solved by single-crystal X-ray analysis, after spectroscopic analysis failed to yield an unambiguous structure.

Studies of Australian soft corals. IX. A novel nor-diterpene from the soft coral Sinularia leptoclados

1978 ◽  
Vol 31 (9) ◽  
pp. 2049 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
J Mulder ◽  
GJ Stokie
Keyword(s):  
Single Crystal ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Parent Compound ◽  
Soft Corals ◽  
X Ray

The structure of a novel nor-cembranoid diterpene of formula C19H24O6 (1) is reported. The compound was extracted from the soft coral Sinularia leptoclados, and spectroscopic data were collected on the parent compound (1) and a series of derivatives. It was not possible to assign an unambiguous structure on purely spectroscopic grounds, and so single-crystal X-ray analysis was used to prove the structure (1): (4R*,8S*,11R*,13S*,14R*)-14-hydroxy-4-isopropenyl-11-methyl-6,9-dioxo-8,11-epoxycyclotetradec-1-ene-1,13-carbolactone.

Studies of Australian Soft Corals. XV. The Structure of Pachyclavulariadiol, a Novel Furano-Diterpene from Pachyclavularia violacea

1979 ◽  
Vol 32 (10) ◽  
pp. 2265 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
CL Raston ◽  
GJ Stokie ◽  
...  
Keyword(s):  
Single Crystal ◽  
Diffraction Study ◽  
Furan Ring ◽  
Soft Coral ◽  
Soft Corals ◽  
X Ray Diffraction ◽  
Isopropyl Group ◽  
X Ray ◽  
Naturally Occurring

.Pachyclavulariadiol (3) and its naturally occurring mono-(4) and di-acetylated (5) derivatives have been isolated from the soft coral Pachyclavularia violacea. Their structures were deduced spectroscopically and confirmed by a single-crystal X-ray diffraction study on the diol(3). Each compound is shown to be a highly functionalized cembranoid diterpene with the isopropyl group elaborated as a furan ring.

Studies of Australian Soft Corals. XLI. Structure Determination of a New Sesquiterpene From Xenia novae-britanniae and an Investigation of a Xenia Species

1987 ◽  
Vol 40 (8) ◽  
pp. 1483 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
LM Engelhardt ◽  
A Heaton ◽  
AH White
Keyword(s):  
Single Crystal ◽  
Structure Determination ◽  
Soft Coral ◽  
Soft Corals ◽  
X Ray ◽  
X Ray Crystallography ◽  
Relative Stereochemistry

.A novel sesquiterpene (1 Z,2R*,4R*,7S*,11S*)-3,3,7,11-tetramethyltricyclo[6.3.0.02,4]undec-1(8)-en-4-ol (3) was isolated from the soft coral Xenia novae-britanniae. Its structure was tentatively deduced by n.m.r. spectroscopy, and the structure with relative stereochemistry was confirmed by single-crystal X-ray crystallography. Investigation of a Xenia species afforded the known metabolite waixenicin -A previously isolated from Anthelia edmondsoni .

scholarly journals Phase transformations in cucurbituril host-guest complexes

2014 ◽  
Vol 70 (a1) ◽  
pp. C646-C646
Author(s):  
Oksana Danylyuk ◽  
Karolina Kedra-Krolik ◽  
Marta Worzakowska ◽  
Joanna Osypiuk-Tomasik ◽  
Vladimir Fedin
Keyword(s):  
Single Crystal ◽  
Crystal Lattice ◽  
Supramolecular Assembly ◽  
Water Molecules ◽  
Guest Molecules ◽  
X Ray ◽  
Host Guest Complex ◽  
Crystallographic Study ◽  
Partial Dehydration ◽  
Structure Changes

The retention of crystallinity upon desolvation of molecular crystals is not common, as the molecules are rigidly and densely packed in the crystals and the original framework usually collapses once solvent is removed from the structure. However, in rare cases the host framework remains substantially unaffected by solvent (guest) removal yielding structure with open channels or discrete lattice voids that can show permanent porosity. [1] Furthermore, sometimes happens, the desolvation process proceeds as single-crystal to single-crystal transformation resulting in distortion and sliding of the structure, changes in conformation, coordination modes and/or space group. Here we would like to present crystallographic study and thermal analysis on the dehydration process of the crystalline supramolecular complex between macrocyclic host cucurbit[6]uril and dopamine. In the solid state the 1:1 host-guest complex assembles into hexameric tubes with water-filled interior channels. Another set of water channels is created between three neighboring tubes in the crystal lattice. The crystals of such supramolecular assembly are not stable when out from mother solution and immediately start to loose water upon exposure to air. However, despite severe cracking the crystals dried in air maintained their integrity and still gave satisfactory diffraction pattern. The X-ray analysis showed significant decrease in the unit cell volume of the partially dehydrated crystals that corresponds to the liberation of some of the water molecules from the channels. Moreover, the reorganization of dopamine guest molecules has occurred in the crystal lattice as a response to the escape of water molecules from the structure. The partial dehydration and reorganization of the supramolecular framework proceeds via a single-crystal to single-crystal mechanism.

Studies of Australian soft corals. XXXII. The structure determination of degraded xenicin-type diterpenes from several Efflatounaria species

1983 ◽  
Vol 36 (11) ◽  
pp. 2279 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
VA Patrick ◽  
DM Tapiolas
Keyword(s):  
Single Crystal ◽  
Chemical Transformation ◽  
Structure Determination ◽  
High Field ◽  
Soft Corals ◽  
X Ray ◽  
The Third

Three new diterpenes have been isolated from soft corals of the genus Efflatounaria (Coelenterata, Octocorallia, Alcyonacea, Xeniidae). The structure of the first compound (4) was elucidated on the basis of high-field 1H n.m.r. spectroscopy while that of the second metabolite (5) was determined by single-crystal X-ray analysis. The third diterpene (6) was structurally related to (5), and its structure was confirmed by chemical transformation. All three diterpenes can be derived from xenicin-type precursors, by cleavage and recyclization.

Synthesis, high-resolution NMR spectroscopic analysis, and single-crystal X-ray diffraction of isoxazoline tetracycles

2002 ◽  
Vol 337 (24) ◽  
pp. 2419-2425 ◽  
Author(s):  
Mirta L Fascio ◽  
Angel Alvarez-Larena ◽  
Norma B D'Accorso
Keyword(s):  
High Resolution ◽  
Single Crystal ◽  
Spectroscopic Analysis ◽  
X Ray Diffraction ◽  
X Ray ◽  
High Resolution Nmr

Mycalone: a New Steroidal Lactone From a Southern Australian Marine Sponge, Mycale sp.

1996 ◽  
Vol 49 (6) ◽  
pp. 715 ◽  
Author(s):  
SJ Rochfort ◽  
RW Gable ◽  
RJ Capon
Keyword(s):  
Single Crystal ◽  
Marine Sponge ◽  
Structure Determination ◽  
Spectroscopic Analysis ◽  
Side Chain ◽  
X Ray ◽  
Steroidal Lactone

Mycalone (1), a new steroid incorporating a novel six- membered lactone side chain, has been isolated fram a southern Australian marine sponge, Mycale sp. The gross structure for mycalone (1) was secured by spectroscopic analysis, and the stereochemistry established by a single-crystal X-ray structure determination.

Structural Analysis of a Potent Seed Germination Stimulant

2005 ◽  
Vol 58 (7) ◽  
pp. 505 ◽  
Author(s):  
Gavin R. Flematti ◽  
Emilio L. Ghisalberti ◽  
Kingsley W. Dixon ◽  
Robert D. Trengove ◽  
Brian W. Skelton ◽  
...  
Keyword(s):  
Structural Analysis ◽  
Seed Germination ◽  
Single Crystal ◽  
X Ray ◽  
Germination Stimulant ◽  
Crystallographic Study

A single-crystal X-ray crystallographic study of a seed germination stimulant isolated from plant-derived smoke confirms it to be 3-methyl-2H-furo[2,3-c]pyran-2-one 1.

Studies of Australian Soft Corals .XXXVI. The Isolation and Structure Determination of 11 Calamenene-Based Sesquiterpenes From Lemnalia-Cervicornis (Coelenterata, Octocorallia, Alcyonacea)

1986 ◽  
Vol 39 (1) ◽  
pp. 103 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
LM Engelhardt ◽  
DM Tapiolas ◽  
AH White
Keyword(s):  
Structure Determination ◽  
Soft Coral ◽  
Soft Corals ◽  
X Ray ◽  
Chemical Correlation ◽  
Derivatives Of ◽  
Absolute Stereochemistry

The soft coral Lemnalia cervicornis May 1898 has afforded 13 novel sesquiterpenoid metabolites. The majority were derivatives of calamenen-7-ol and the structures were deduced by 1H and 13C n.m.r . spectroscopy. Absolute stereochemistry of compounds (3)-(13) was determined by chemical correlation with 7-hydroxycalamenen-3-one (3) for which an X-ray structure determination of its 7-p-bromobenzoyl derivative is reported. Two minor metabolites (15) and (16) were not aromatic, but were structurally related to the algal metabolite zonarene (21) for which absolute stereochemistry was available.

Studies of Australian soft corals. XXVIII. The structure determination of two new diterpenes from the genus Xenia (Alcyonacea)

1982 ◽  
Vol 35 (5) ◽  
pp. 997 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
E Ditzel ◽  
SJ Mitchell ◽  
WT Robinson
Keyword(s):  
Single Crystal ◽  
Structure Determination ◽  
Soft Corals ◽  
X Ray

The isolation of '9-deacetoxyxenicin' [systematic name: (1R*,4aS*,7E,11aS*,1'R*,2'R*)-1-acetoxy-4-(1',2'-diacetoxy-4'-methylpent-3'-enyl)-7-methy1-11-methylene-1,4a,5,6,9,10,11,11a-octahydrocyclonona[c]pyran] (2) from Xenia crassa and a further cyclized diterpene (6) from Xenia viridis are described. The structure of (2) was derived from n.m.r. spectroscopic comparison with xenicin (1), whilst the structure of (6) was determined by a single-crystal X-ray analysis when spectroscopy failed to afford an unambiguous structure.

Sign in / Sign up

Export Citation Format

Share Document