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

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.


1979 ◽  
Vol 32 (10) ◽  
pp. 2265 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
CL Raston ◽  
GJ Stokie ◽  
...  

.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.



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 .



1978 ◽  
Vol 31 (9) ◽  
pp. 2039 ◽  
Author(s):  
BF Bowden ◽  
JC Coll ◽  
SJ Mitchell ◽  
GJ Stokie ◽  
JF Blount

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.



RSC Advances ◽  
2016 ◽  
Vol 6 (36) ◽  
pp. 30277-30284 ◽  
Author(s):  
Zhi-Wen Liu ◽  
Xiao-Jun Huang ◽  
Han-Lin Xiao ◽  
Guo Liu ◽  
Jian Zhang ◽  
...  

The structures and absolute configurations of seven new iboga-type alkaloids 1–7 were determined by spectroscopic data, Mosher's method, single crystal X-ray diffraction and ECD analyses.



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.



1986 ◽  
Vol 64 (7) ◽  
pp. 1258-1261 ◽  
Author(s):  
Sadanand V. Pathre ◽  
William B. Gleason ◽  
Yin-Wan Lee ◽  
Chester J. Mirocha

An isolate of Fusariumroseum "Graminearum" obtained from overwintered oats in Alaska produced toxic cultures when grown on rice. The toxic principle called fusarochromanone isolated from these cultures reproduced the signs of tibial dyschondroplasia in poultry and also reduced hatchability of fertile eggs. Spectroscopic data (nmr, ir, and ms) indicated the mycotoxin to be a chromanone derivative. The chromanone ring structure was also confirmed by single crystal X-ray.



1981 ◽  
Vol 34 (8) ◽  
pp. 1625 ◽  
Author(s):  
L Jurd ◽  
RY Wong

The heartwood of Euxylophora paraensis Hub. (Rutaceae) has given N-methylflindersine (2),spectabiline (3), skimmianine (4) and two new alkaloids, identified from spectroscopic data as 4-hydroxy-2,2,6-trimethyl-3,4,5,6-tetrahydro-2H-pyrano[3,2-c]quinolin-5-one (5) and 4-(2,3-dihydroxy-3-methylbutoxy)-1-methylquinolin-2(1H)-one (6). Five new dimeric quinolinone alkaloids, C30H30N2O4, were isolated. The structure of one of these, paraensidimerin D, has now been shown by single-crystal X-ray diffraction methods to be (11), viz. (6aα,7α,14aα)-6,6,9,16- tetramethyl-7-(2-methylprop-1-enyl)-6,6a,7,9,14a,16-hexahydro-8H,15H- quino[3'',4'':5',6'] pyrano [2',3':4,5] pyrano-[3,2-c]quinoline-8,15- dione.



2021 ◽  
Vol 87 (2) ◽  
pp. 97-106
Author(s):  
Olivio Nino Castro ◽  
Jesús López Rodilla ◽  
Sofia Pombal ◽  
Francisca Sanz González ◽  
Julio Santiago Contreras

In this research, a new depside of the lichen Everniopsis trulla has been isolated. The extraction was carried out to 400 g of dry sample and ground with ethanol for 3 repetitions, then, it was fractionated by applying column chromatography with the CHCl3-MeOH system and purified by recrystallization with MeOH-Acetone (1: 1); Finally, white crystals in the form of needles (solid C) with a melting point of 198 ° C were obtained, whose structure was elucidated based on spectroscopic data (UV-Visible, IR, NMR-H1, NMR-C13, mass spectrometry and single crystal X-ray diffraction). According to the Science Finder databases, it is a new depside, called trullarin, and it is observed that molecular packing is influenced by both intramolecular and intermolecular forces. Intermolecular hydrogen bonds of O - H -O type binds neighboring molecules forming dimers.



Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 483 ◽  
Author(s):  
Pei Qiu ◽  
Zhaoming Liu ◽  
Yan Chen ◽  
Runlin Cai ◽  
Guangying Chen ◽  
...  

Four new metabolites, asperchalasine I (1), dibefurin B (2) and two epicoccine derivatives (3 and 4), together with seven known compounds (5–11) were isolated from a mangrove fungus Mycosphaerella sp. SYSU-DZG01. The structures of compounds 1–4 were established from extensive spectroscopic data and HRESIMS analysis. The absolute configuration of 1 was deduced by comparison of ECD data with that of a known structure. The stereostructures of 2–4 were further confirmed by single-crystal X-ray diffraction. Compounds 1, 8 and 9 exhibited significant α-glucosidase inhibitory activity with IC50 values of 17.1, 26.7 and 15.7 μM, respectively. Compounds 1, 4, 6 and 8 showed antioxidant activity by scavenging DPPH· with EC50 values ranging from 16.3 to 85.8 μM.



2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
Yen-You Lin ◽  
Su-June Tsai ◽  
Michael Y. Chiang ◽  
Zhi-Hong Wen ◽  
Jui-Hsin Su

Chemical investigation of a crinoid Himerometra magnipinna has afforded three anthraquinones (1–3), including one new metabolite, (+)-rhodoptilometrin (1). The structures of these compounds were elucidated on the basis of their spectroscopic data and the absolute configuration of 1 was further confirmed by single-crystal X-ray diffraction analysis. In the in vitro anti-inflammatory effects test, compound 2 was found to significantly inhibit the accumulation of the pro-inflammatory iNOS protein of the LPS-stimulated RAW264.7 macrophage cells.



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