The Structure of the Decalone Obtained From the Oxidation of Guaiol

1992 ◽  
Vol 45 (2) ◽  
pp. 327 ◽  
Author(s):  
RM Carman ◽  
AC Garner ◽  
WT Robinson

The structure of the decalone previously reported from the oxidation of guaiol has, after X-ray crystallographic analysis, been revised to structure (3c) which contains a cis -fused ring system. Deuteration studies give insight into the conformation of the transition state during the reaction.


1991 ◽  
Vol 44 (2) ◽  
pp. 323 ◽  
Author(s):  
DP Arnold ◽  
LJ Nitschinsk ◽  
CHL Kennard ◽  
G Smith

A series of pyrrole-3,4-dicarboxylic acid derivatives has been prepared, and the crystal structure of one, 2-methylpyrrolo[3,4-c]pyrrole-1,3(2H,5H)- dione, has been determined by X-ray diffraction and refined to a residual R 0.049 for 1415 observed reflections. Crystals are monoclinic, space group P21/c, with Z= 8 in a cell of dimensions a 14.775(3), b 7.0692(5), c 15.151(3)Ǻ, β 118.82(8)�. Strain in the planar fused ring system is evident from the widening of the external interring angles to 143°, and from the unusual substituent effects in the 13C n.m.r. spectra.



1974 ◽  
Vol 3 (9) ◽  
pp. 951-954 ◽  
Author(s):  
Joung Hee Lee ◽  
Akira Matsumoto ◽  
Masayuki Yoshida ◽  
Osamu Simamura


1979 ◽  
Vol 57 (16) ◽  
pp. 2114-2117 ◽  
Author(s):  
John M. McIntosh

Regiospecific formation of 10-allyl-1-ketoquinolizidine (7) is achieved in high yield by a [2.3] sigmatropic rearrangement of N-allyl-1-ketoquinolizidinium bromide (6). Wolff–Kischner reduction of 7 affords 10-allylquinolizidine (8) contaminated by the 10-propyl and 10-ethynyl analogs in amounts which depend on the reaction conditions. The carbon-13 spectrum of 8 indicates a trans-fused ring system with an axial substituent at C-10.



2021 ◽  
Vol 14 (7) ◽  
pp. 653
Author(s):  
Yu-Chi Tsai ◽  
Racheal A. Nell ◽  
Jonathan E. Buckendorf ◽  
Norbert Kúsz ◽  
Peter Waweru Mwangi ◽  
...  

Euphorbia usambarica is a traditional medicine used for gynecologic, endocrine, and urogenital illnesses in East Africa; however, its constituents and bioactivities have not been investigated. A variety of compounds isolated from Euphorbia species have been shown to have activity against latent HIV-1, the major source of HIV-1 persistence despite antiretroviral therapy. We performed bioactivity-guided isolation to identify 15 new diterpenoids (1–9, 14–17, 19, and 20) along with 16 known compounds from E. usambarica with HIV-1 latency reversal activity. Euphordraculoate C (1) exhibits a rare 6/6/3-fused ring system with a 2-methyl-2-cyclopentenone moiety. Usambariphanes A (2) and B (3) display an unusual lactone ring constructed between C-17 and C-2 in the jatrophane structure. 4β-Crotignoid K (14) revealed a 250-fold improvement in latency reversal activity compared to crotignoid K (13), identifying that configuration at the C-4 of tigliane diterpenoids is critical to HIV-1 latency reversal activity. The primary mechanism of the active diterpenoids 12–14 and 21 for the HIV-1 latency reversal activity was activation of PKC, while lignans 26 and 27 that did not increase CD69 expression, suggesting a non-PKC mechanism. Accordingly, natural constituents from E. usambarica have the potential to contribute to the development of HIV-1 eradication strategies.





IUCrData ◽  
2016 ◽  
Vol 1 (4) ◽  
Author(s):  
Yassine Kharbach ◽  
Youssef Kandri Rodi ◽  
Catherine Renard ◽  
El Mokhtar Essassi ◽  
Lahcen El Ammari

In the title compound, C15H10BrNO2, the indoline ring system, the two ketone O atoms and the Br atom lie in a common plane, with the largest deviation from the mean plane being 0.073 (1) Å for the Br atom. The fused-ring system is nearly perpendicular to the benzyl ring, as indicated by the dihedral angle between them of 74.58 (10)°. In the crystal, molecules are linked by weak C—H...O hydrogen bonds and by π–π interactions [inter-centroid distance = 3.625 (2) Å], forming a two-dimensional structure.



2007 ◽  
Vol 63 (11) ◽  
pp. o4340-o4340 ◽  
Author(s):  
Xiao-Bing Wang ◽  
Ling-Yi Kong

The title compound, C16H11ClO2, is a synthetic flavonoid. The fused-ring system is almost planar, with a mean deviation from the least-squares plane of 0.0204 (2) Å. The dihedral angle between the chromene group and the chlorophenyl ring is 50.9 (6)°, due to unfavourable steric interactions with the Cl atom. Aromatic π–π stacking interactions between the fused benzene (π-rich) and pyran (π-deficient) rings are observed, with a centroid–centroid distance of 3.578 Å.



2019 ◽  
Vol 21 (24) ◽  
pp. 10081-10084 ◽  
Author(s):  
Takayuki Hoshi ◽  
Eisuke Ota ◽  
Yasuhide Inokuma ◽  
Junichiro Yamaguchi


2020 ◽  
Vol 18 (37) ◽  
pp. 7326-7329
Author(s):  
Huibo Liu ◽  
Zhaoming Liu ◽  
Haohua Li ◽  
Haibo Tan ◽  
Qingbo Zhang ◽  
...  

Lithocaldehydes A (1) and B (2), a pair of novel diastereoisomers possessing an unprecedented 6/6/5/5/6 highly-fused ring system that forms an earring-like skeleton, were isolated from the deep sea-derived fungus, Phomopsis lithocarpus FS508.



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