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

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.

1982 ◽  
Vol 35 (5) ◽  
pp. 997 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
E Ditzel ◽  
SJ Mitchell ◽  
WT Robinson

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.


1989 ◽  
Vol 42 (10) ◽  
pp. 1695 ◽  
Author(s):  
JC Coll ◽  
BW Skelton ◽  
AH White ◽  
AD Wright

Laurencia tenera has been shown to contain two novel sesquiterpenes. The structure of the less abundant metabolite (3) was determined by single-crystal X-ray diffraction as (1S,2R,4S,5R,6R,8S,9R)-4,8-dibromo-2,5,6,9-tetramethyltricyclo[7.2.0.01.6] undecane-3-one.‡ The more abundant, but less stable metabolite (4) was investigated by extensive high-field N.M.R. spectroscopy. Its structure is proposed as (1S*,2R*,4R*,5R*,6R*,8R*)-4-bromo-2,5,6-trimethyl-11-methylenetricyclo[6.2.1.01.6]undecan-3-one.§ The sesquiterpene (3) is isomeric with the known metabolite perforatone (5).


1987 ◽  
Vol 40 (12) ◽  
pp. 2085 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
W Patalinghug ◽  
BW Skelton ◽  
I Vasilescu ◽  
...  

The structure and relative stereochemistry of four new metabolites from Briareum steckei has been deduced from 2D-n.m.r. experiments at high field, and confirmed by a single-crystal X-ray determination of a minor metabolite. The new compounds are non-halogenated briaran derivatives: (1R*,2S*,3R*,5Z,7S*,8(17)Z,l0R*, llR *,12S*,14S*)- 3,14-diacetoxy- 11,12-epoxy- 18-oxobriara-5,8(17)-dien-2-yl butanoate (3), its 3-deacetoxy derivative (4), (1R*,2R*,4R*,5Z,7S*,8(17)Z,10R*, 11R *,12S*,14S*)-4,14-diacetoxy-11,12-epoxy-18-oxobriara-5,8(17)-dien-2-yl butanoate (5) and the related 2-propanoate (6). Single-crystal X-ray determinations were performed on (5) and (6).


1987 ◽  
Vol 40 (8) ◽  
pp. 1483 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
LM Engelhardt ◽  
A Heaton ◽  
AH White

.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 .


1984 ◽  
Vol 49 (6) ◽  
pp. 1030-1033 ◽  
Author(s):  
Thomas K. Dobbs ◽  
Arnold R. Taylor ◽  
Julie A. Barnes ◽  
Belma D. Iscimenler ◽  
Elizabeth M. Holt ◽  
...  

2013 ◽  
Vol 25 (22) ◽  
pp. 4623-4632 ◽  
Author(s):  
Michael Zeilinger ◽  
Iryna M. Kurylyshyn ◽  
Ulrich Häussermann ◽  
Thomas F. Fässler

ChemInform ◽  
2010 ◽  
Vol 26 (18) ◽  
pp. no-no
Author(s):  
M.-R. SPIRLET ◽  
X. JEMINE ◽  
J. GOFFART

2004 ◽  
Vol 59 (5) ◽  
pp. 567-572 ◽  
Author(s):  
Claus Mühle ◽  
Andrey Karpov ◽  
Jürgen Nuss ◽  
Martin Jansen

Abstract Crystals of K2Pt(CN)4Br2, K2Pt(CN)4I2 and K2Pt(CN)4Cl2 ·2H2O were grown, and their crystal structures have been determined from single crystal data. The structure of K2Pt(CN)4Cl2 has been determined and refined from X-ray powder data. All compounds crystallize monoclinicly (P21/c; Z = 2), and K2Pt(CN)4X2 with X = Cl, Br, I are isostructural. K2Pt(CN)4Cl2: a = 708.48(2); b = 903.28(3); c = 853.13(3) pm; β = 106.370(2)°; Rp = 0.064 (N(hkl) = 423). K2Pt(CN)4Br2: a = 716.0(1); b = 899.1(1); c = 867.9(1) pm; β = 106.85(1)°; R(F)N′ = 0.026 (N’(hkl) = 3757). K2Pt(CN)4I2: a = 724.8(1); b = 914.5(1); c = 892.1(1) pm; β = 107.56(1)°; R(F)N′ = 0.025 (N’(hkl) = 2197). K2Pt(CN)4Cl2 ·2H2O: a = 763.76(4); b = 1143.05(6); c = 789.06(4) pm; β = 105.18(1)°; R(F)N′ = 0.021 (N’(hkl) = 2281). Raman and infrared spectroscopy data are reported.


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