scholarly journals Facile Synthesis of 2-Phenyl-1,2-oxaphospholane and Its Related New Compounds. The Family of Deoxophostones and Deoxothiolphostones

1985 ◽  
Vol 58 (7) ◽  
pp. 2153-2154 ◽  
Author(s):  
Shiro Kobayashi ◽  
Masato Suzuki ◽  
Takeo Saegusa
Keyword(s):  
Facile Synthesis ◽  
The Family ◽  
New Compounds

Synthesis of 2-Methylheptadecane and 14-Methylpentadecan-3-one

1994 ◽  
Vol 59 (3) ◽  
pp. 721-724 ◽  
Author(s):  
Jasvinder Singh ◽  
Ajay K. Arora ◽  
Amandeep Kaur ◽  
Goverdhan L. Kad
Keyword(s):  
Sex Pheromone ◽  
Spectral Data ◽  
Spectroscopic Data ◽  
Ether Extract ◽  
Facile Synthesis ◽  
Tiger Moth ◽  
The Family

2-Methylheptadecane (I) is the sex pheromone of the family Arctiidae (tiger moth) and was isolated by Roelof and Carde and assigned structure I on the basis of spectral data. Haque et al. isolated a granular white solid (m.p. 80 °C) from the ether extract of dried and powdered plant of Parthenium hysterophorous L. (Compositae) and proposed its structure, 14-methylpentadecan-3-one (II) on the basis of spectroscopic data. We report herein a short and facile synthesis of these compounds.

Fused thia-heterocycles via isothiocyanates. Part I. Facile synthesis of some new 1-benzothiopyran- 4-one derivatives

2017 ◽  
Vol 72 (5) ◽  
pp. 369-375 ◽  
Author(s):  
Lina M. Barhoumi ◽  
Mustafa M. El-Abadelah ◽  
Salim S. Sabri ◽  
Wolfgang Voelter
Keyword(s):  
Facile Synthesis ◽  
One Pot ◽  
New Compounds

AbstractA selected set of new 4H-benzothiopyran-4-one derivatives 6a–h has been prepared by a one-pot reaction involving deprotonated methyl 3-oxo-3(2′,4′,5′-trichlorophenyl)propanoate 5 and the appropriate aryl or alkyl isothiocyanate. 2,4,5-Trichloroacetophenone 4, required for the synthesis of 5, is successfully prepared by Friedel–Craft’s acetylation of 1,2,4-trichlorobenzene in 82% yield. The structures of the new compounds 5 and 6a–h are based on microanalytical and spectral (NMR, MS(EI), and HRMS) data.

scholarly journals Isolation of New Secondary Metabolites from New Zealand Marine Invertebrates

2021 ◽  
Author(s):  
◽  
Joanna M Wojnar
Keyword(s):  
New Zealand ◽  
Methyl Ester ◽  
Secondary Metabolites ◽  
Chromatographic Separation ◽  
Structure Elucidation ◽  
Screening Tool ◽  
Marine Invertebrates ◽  
Toxic Metabolites ◽  
The Family ◽  
New Compounds

<p>This study describes the isolation and structure elucidation of several known and 13 new compounds from New Zealand marine organisms. Furthermore, it describes the development of a digital mask program for the analysis of HSQC spectra of crude sponge extracts. This was used as a screening tool to identify secondary metabolite producers that warranted further analysis. As reports of metabolites from New Zealand nudibranchs are poorly represented in the literature, a study of five New Zealand nudibranch species was undertaken. These coloured and seemingly undefended nudibranchs are known to concentrate or sequester toxic metabolites from their prey, facilitating rapid isolation and structure elucidation of these metabolites. This study resulted in the isolation of a variety of metabolite classes; two new compounds, 13alpha- acetoxypukalide diol (30) and lopholide diol (31) from the nudibranch Tritonia incerta, are described. Examination of the sponge Raspailia agminata resulted in the isolation of a novel family of partially acetylated glycolipids which contain up to six glucose residues. The chromatographic separation of these compounds was a challenge due to the similarity of the congeners and their lack of a chromophore. MSguided isolation eventually led to the purification of agminosides A-E (145-149). An unidentified sponge of the order Dictyoceratida was found to contain a new isomer (186) of the known sesterterpene variabilin. As variabilin-type compounds are predominantly found from sponges of the family Irciniidae, the unidentified sponge is most likely an irciniid. In addition, the sponge contained two prenylated quinones, one of which, 189, is a new isomer of a known sponge metabolite. The sponge Darwinella oxeata contained four new nitrogenous diterpenes of the aplysulphurane (rearranged spongian) skeleton, oxeatamide A (214), isooxeatamide A (215), oxeatamide A 23-methyl ester (216) and oxeatamide B (217).</p>

scholarly journals Diterpenoids from the Brown Alga Rugulopteryx okamurae and Their Anti-Inflammatory Activity

Marine Drugs ◽  
2021 ◽  
Vol 19 (12) ◽  
pp. 677
Author(s):  
Belén Cuevas ◽  
Ana I. Arroba ◽  
Carolina de los Reyes ◽  
Laura Gómez-Jaramillo ◽  
M. Carmen González-Montelongo ◽  
...  
Keyword(s):  
Brown Algae ◽  
Inflammatory Cytokine ◽  
Inflammatory Mediator ◽  
Immune Cell ◽  
Chemical Study ◽  
Raw 264.7 ◽  
The Family ◽  
Anti Inflammatory ◽  
New Compounds ◽  
Biomedical Potential

Brown algae of the Family Dictyotaceae produce an array of structurally diverse terpenoids, whose biomedical potential in the anti-inflammatory area has been scarcely explored. Herein, the chemical study of the alga Rugulopteryx okamurae has led to the isolation of ten new diterpenoids: rugukadiol A (1), rugukamurals A–C (2–4), and ruguloptones A–F (6–10). The structures of the new compounds were established by spectroscopic means. Compound 1 exhibits an unprecedented diterpenoid skeleton featuring a bridged tricyclic undecane system. Compounds 2–10 belong to the secospatane class of diterpenoids and differ by the oxygenated functions that they contain. In anti-inflammatory assays, the new diterpenoid 1 and the secospatanes 5 and 10 significantly inhibited the production of the inflammatory mediator NO in LPS-stimulated microglial cells Bv.2 and macrophage cells RAW 264.7. Moreover, compounds 1 and 5 were found to strongly inhibit the expression of Nos2 and the pro-inflammatory cytokine Il1b in both immune cell lines.

scholarly journals VARIATIONS IN PHYTOCONSTITUENTS AND ANTIMICROBIAL ACTIVITIES IN ECOTYPES OF OXALIS CORNICULATA L. AND OXALIS DEBILIS KUNTH

2016 ◽  
Vol 8 (10) ◽  
pp. 270
Author(s):  
Eleena Panda ◽  
Chinmay Pradhan ◽  
Anath Bandhu Das
Keyword(s):  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Disc Diffusion ◽  
Disc Diffusion Method ◽  
Leaf Extracts ◽  
The Family ◽  
Zones Of Inhibition ◽  
New Compounds ◽  
First Time ◽  
Better Than

<p><strong>Objective: </strong>The present study aims at the comparative analysis of phytoconstituents and antimicrobial activities of four ecotypes of Odisha, India, each of <em>Oxalis corniculata </em>L. (OC-Eco-1, OC-Eco-2, OC-Eco-3, OC-Eco-4) and <em>Oxalis debilis</em> Kunth. (OD-Eco-1, OD-Eco-2, OD-Eco-3, OD-Eco-4) of the family Oxalidaceae.</p><p><strong>Methods: </strong>The ecotypes were collected from four districts (Balasore, Bhadrak, Jajpur, Khurda) of Odisha, India. The qualitative phytochemical screening was done to test glycosides, saponins, tannins and terpenoids. Further analysis of phytochemicals was also screened through TLC and HPTLC. Antimicrobial potentiality of leaf extract of various ecotypes was studied against <em>Bacillus subtilis</em>, <em>Pseudomonas aeruginosa</em> and <em>Streptococcus epidermis</em> by disc diffusion method.</p><p><strong>Results: </strong>Tannin and terpenoids estimation revealed that significantly high amount of phytoconstituents were present in OD-Eco-3 of <em>O. debilis</em>. The methanolic leaf extracts of each ecotype were screened for qualitative analysis of phytochemical through TLC and HPTLC that showed maximum 16 compounds in <em>O. debilis </em>(OD-Eco-3)<em> </em>a new report, as compared to <em>O. corniculata. </em>All the four ecotypes of <em>O. debilis</em><em> </em>showed some new HPTLC bands (Rf 0.96, 0.90, 0.90, 0.81) as compared to <em>O. corniculata </em>that occupied 7.70%, 22.38%, 23.79% and 34.42% of peak area respectively. Cluster analysis on the basis of HPTLC banding pattern showed a close affinity among ecotypes of each species. Crude extracts showed antibacterial activity against <em>B. subtilis</em>, <em>P. aeruginosa</em> and <em>S. epidermis</em>. Leaf extracts of ecotypes of <em>O. corniculata</em> showed zones of inhibition and MIC better than that of <em>O. debilis </em>against <em>S. epidermis</em>.<strong></strong></p><p><strong>Conclusion: </strong>The findings significantly reported some new compounds for the first time in <em>O. debilis. </em>The study also indicated a promising potential of antimicrobial activity of <em>O. debilis</em> which was the first report.</p>

scholarly journals Cycloartane and Oleanane Glycosides from the Tubers of Eranthis cilicica

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 69 ◽  
Author(s):  
Kazuki Watanabe ◽  
Yoshihiro Mimaki ◽  
Haruhiko Fukaya ◽  
Yukiko Matsuo
Keyword(s):  
Spectroscopic Analysis ◽  
Apoptotic Cell ◽  
2D Nmr ◽  
Phytochemical Analysis ◽  
X Ray ◽  
C 23 ◽  
The Family ◽  
Ic50 Values ◽  
Cycloartane Glycosides ◽  
New Compounds

Phytochemical analysis of the tubers of Eranthis cilicica was performed as part of our continuous study on the plants of the family Ranunculaceae, which resulted in the isolation of eleven new cycloartane glycosides (1–11) and one new oleanane glycoside (13), together with one known oleanane glycoside (12). The structures of the new compounds were determined by extensive spectroscopic analysis, including two-dimensional (2D) NMR, and enzymatic hydrolysis followed by either X-ray crystallographic or chromatographic analysis. The aglycone (1a) of 2 and its C-23 epimer (8a), and the oleanane glycosides (12 and 13) showed cytotoxic activity against HL-60 leukemia cells with IC50 values ranging from 10.6 μM to 101.6 μM. HL-60 cells were much more sensitive to 8a (IC50 14.8 μM) than 1a (IC50 101.1 μM), indicating that the C-23 configuration is associated with the cytotoxicity of these cycloartane derivatives. Compound 12 was revealed so as to partially induce apoptotic cell death in HL-60 cells, as was evident from morphology of HL-60 cells treated with 12.

Fused thia-heterocycles via isothiocyanates. Part II. A convenient synthesis of some new thieno[2,3-b]thiopyran-4-one derivatives

2018 ◽  
Vol 73 (2) ◽  
pp. 109-113 ◽  
Author(s):  
Lana Z. El-Agha ◽  
Mustafa M. El-Abadelah ◽  
Marwan R. Kamal ◽  
Salim S. Sabri ◽  
Randa M. Al-As’ad ◽  
...  
Keyword(s):  
Electron Impact ◽  
Ester Group ◽  
Carboxyl Group ◽  
Direct Reaction ◽  
Facile Synthesis ◽  
Anhydrous Tetrahydrofuran ◽  
Convenient Synthesis ◽  
New Compounds ◽  
Group Structures ◽  
Aryl Isothiocyanates

AbstractA facile synthesis of some methyl 5-(arylamino)-4-oxothieno[2,3-b]thiopyran-6-carboxylates 6a–g is achieved via direct reaction of deprotonated methyl 3-(2,5-dichlorothien-3-yl)-3-oxopropanoate with aryl isothiocyanates in anhydrous tetrahydrofuran (THF) under reflux. Upon saponification of 6a,b, the ester group is eliminated, most logically via decarboxylation of the presumably-formed carboxyl group. Structures of the new compounds 6a–g and 7a,b are supported by microanalytical and spectral [NMR, MS electron impact (EI) and HRMS] data.

Terpenoid Constituents of Morphologically Similar Sponges in the Family Aplysillidae

1986 ◽  
Vol 39 (10) ◽  
pp. 1643 ◽  
Author(s):  
P Karuso ◽  
PR Bergquist ◽  
RC Cambie ◽  
JS Buckleton ◽  
GR Clark ◽  
...  
Keyword(s):  
New Zealand ◽  
Single Crystal ◽  
X Ray ◽  
The Family ◽  
New Compounds

The sponge Darwinella sp, contains the known compounds ambliofuran (4) and aplysulphurin (3), and the new compound tetrahydroaplysulphurin-1 (5). Darwinella oxeata collected from various locations around New Zealand, contains aplysulphurin (3) and the new compounds tetrahydroaplysulphurins-1 (5), -2 (6), and -3 (7). Dendrilla rosea which is morphologically similar to the Darwinella sp. above, contains the known compounds ambliofuran (4), aplyroseols-1 (8),-2 (9),-3 (10),-5(11),-6 (12), and -7(15), as well as the new compounds dendrillol-1 (13), dendrillol-2 (14), dendrillol-3 (17) and dendrillol-4 (18). The structure of dendrillol-1 (13) has been confirmed by a single-crystal X-ray determination.

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