Short and Flexible Route to 3,4-Diarylpyrrole Marine Alkaloids: Syntheses of Permethyl Storniamide A (I), Ningalin B (II), and Lamellarin G Trimethyl Ether (III).

ChemInform ◽  
2003 ◽  
Vol 34 (38) ◽  
Author(s):  
Masatomo Iwao ◽  
Toshiro Takeuchi ◽  
Naotaka Fujikawa ◽  
Tsutomu Fukuda ◽  
Fumito Ishibashi
Keyword(s):  
Marine Alkaloids ◽  
Trimethyl Ether

scholarly journals The application of vinylogous iminium salt derivatives to efficient formal syntheses of the marine alkaloids lamellarin G trimethyl ether and ningalin B

Tetrahedron ◽  
2009 ◽  
Vol 65 (22) ◽  
pp. 4283-4292 ◽  
Author(s):  
John T. Gupton ◽  
Benjamin C. Giglio ◽  
James E. Eaton ◽  
Elizabeth A. Rieck ◽  
Kristin L. Smith ◽  
...  
Keyword(s):  
Marine Alkaloids ◽  
Iminium Salt ◽  
Trimethyl Ether

Short and flexible route to 3,4-diarylpyrrole marine alkaloids: syntheses of permethyl storniamide A, ningalin B, and lamellarin G trimethyl ether

2003 ◽  
Vol 44 (24) ◽  
pp. 4443-4446 ◽  
Author(s):  
Masatomo Iwao ◽  
Toshiro Takeuchi ◽  
Naotaka Fujikawa ◽  
Tsutomu Fukuda ◽  
Fumito Ishibashi
Keyword(s):  
Marine Alkaloids ◽  
Trimethyl Ether

scholarly journals Oxidation Reactions of Marchantin A Trimethyl Ether and Some Aromatic Compounds using m-Chloroperbenzoic Acid. Formation of Muconic Acid Ester and m-Chlorobenzoate

1999 ◽  
Vol 23 (8) ◽  
pp. 470-471
Author(s):  
Motoo Tori ◽  
Masakazu Sono ◽  
Keiko Takikawa ◽  
Reiko Matsuda ◽  
Masao Toyota ◽  
...  
Keyword(s):  
Aromatic Ring ◽  
Methyl Ether ◽  
Aromatic Compounds ◽  
Acid Ester ◽  
Acid Formation ◽  
Oxidation Reactions ◽  
Muconic Acid ◽  
Trimethyl Ether

On treatment with m-chloroperbenzoic acid, dihydroeugenol methyl ether and marchantin A trimethyl ether afford muconic acid ester derivatives by oxidation of the aromatic ring as well as hydroxylated derivatives; the m-chlorobenzoate of the dihydroeugenol derivative is also observed for the former.

Tricyclic Marine Alkaloids: Synthetic Approaches to Cylindricines, Lepadiformine, and Fasicularin

ChemInform ◽  
2006 ◽  
Vol 37 (37) ◽  
Author(s):  
Pascal Schar ◽  
Sylvaine Cren ◽  
Philippe Renaud
Keyword(s):  
Marine Alkaloids ◽  
Synthetic Approaches

New Erythroxane-Type Diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf

2003 ◽  
Vol 58 (1-2) ◽  
pp. 23-32 ◽  
Author(s):  
Sahar R. Gedara ◽  
Osama B. Abdel-Halim ◽  
Saleh H. El-Sharkawy ◽  
Osama M. Salama ◽  
Thomas W. Shier ◽  
...  
Keyword(s):  
Herpes Simplex ◽  
Protein Tyrosine Kinase ◽  
Biological Activities ◽  
Aerial Parts ◽  
Sesquiterpene Alcohol ◽  
Trimethyl Ether ◽  
Chemical Correlation ◽  
Physical And Chemical ◽  
Active Cancer

The aerial parts of Fagonia boveana afforded two new erythroxane-type diterpenes, 3β, 15, 16-trihydroxy-erythrox-4(18)-ene (2) and 15, 16-dihydroxy-cis-ent-erythrox-3-ene (fagonene) (3) together with two known ones; 16-O-acetylfagonone (1) and 7β-hydroxy fagonene (8). Also a new guaiane sesquiterpene alcohol, 6,10-epoxy-4α-hydroxy guaiane type sesquiterpene (4) has been isolated In addition three 8-methoxy flavonols, 8-methoxy-quercetin-3, 7, 3′-trimethyl ether (ternatin) (5), gossypetin, 3, 8, 3′, 4′ tetramethyl ether (6) and herbacetin- 3, 8-dimethyl ether (7) were also isolated. The structures of the isolated compounds have been determined on the basis of spectroscopic evidences as well as physical and chemical correlation with known compounds. On performing different assays for biological activities, 6 displayed significant cytotoxic activity against KA3IT and NIH3T3 cell lines, 8 was the most active antiviral against Herpes simplex type 1 while 7 was the most active cancer-preventive agent using protein-tyrosine kinase inhibitory method

scholarly journals Studies on the formation of complex oxidation and condensation products of phenols. Part III. -Rearrangements of oxidation-reduction type in the diquinone group

1933 ◽  
Vol 143 (848) ◽  
pp. 223-228 ◽  
Keyword(s):  
Hydroxyl Group ◽  
Hydrogen Atoms ◽  
Blue Colour ◽  
Highly Active ◽  
Oxidation Reduction ◽  
Intramolecular Reactions ◽  
Trimethyl Ether ◽  
Free Hydroxyl ◽  
Ethereal Oxygen ◽  
Complex Oxidation

The diquinones have been but little investigated, and as they contain two condensed highly active quinonid systems it is to be anticipated that they should be capable of interesting intramolecular reactions. When heated to 210-215º, 4 : 4'-dimethoxydiquinone is rapidly converted into a red crystalline isomeride (yield, 90%), soluble in alkali with an intense blue colour, and yielding a mono-acetate indicating the occurrence of a free hydroxyl group. Two hydrogen atoms are taken up on reduction, and the phenolic product yields a triacetate and a trimethyl ether. It follows that of the four carbonyl oxygens of 4 : 4'-dimethoxydiquinone, one has been converted into a hydroxyl group, and another which does not exhibit any functional activity, is probably present as ethereal oxygen. These results led to formula (III) as representing the product of rearrangement.

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