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Molecules, Volume 7, Issue 6 (June 2002), Pages 469-506

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Research

Open AccessArticle Toward a Library Synthesis of the Natural Dipeptide Antibiotic TAN 1057 A,B
Molecules 2002, 7(6), 469-474; doi:10.3390/70600469
Received: 2 May 2002 / Revised: 10 June 2002 / Accepted: 14 June 2002 / Published: 30 June 2002
Cited by 3 | PDF Full-text (33 KB) | HTML Full-text | XML Full-text
Abstract
The natural dipeptide antibiotic TAN 1057 A,B represents a promising new antibiotic entity. In this communication we report a novel approach for the synthesis of TAN 1057 A,B analogs bearing variations in the β-arginine side chain. This approach involves a combination of [...] Read more.
The natural dipeptide antibiotic TAN 1057 A,B represents a promising new antibiotic entity. In this communication we report a novel approach for the synthesis of TAN 1057 A,B analogs bearing variations in the β-arginine side chain. This approach involves a combination of liquid and solid phase methods and allows for a library synthesis of analogs of the natural product. Full article
Open AccessArticle Synthetic Studies on Diels-Alder Adducts: Intramolecular Interactions Between Two Functions
Molecules 2002, 7(6), 475-486; doi:10.3390/70600475
Received: 17 August 2001 / Revised: 28 June 2002 / Accepted: 28 June 2002 / Published: 30 June 2002
Cited by 1 | PDF Full-text (87 KB) | HTML Full-text | XML Full-text
Abstract
In this paper we describe the synthesis of a γ,δ-unsaturated aldehyde from a bicyclic Diels-Alder adduct, to be used in future electrocyclic reaction studies. A number of reactions produced undesired materials resulting from the interaction between functions, forcing the use of partial [...] Read more.
In this paper we describe the synthesis of a γ,δ-unsaturated aldehyde from a bicyclic Diels-Alder adduct, to be used in future electrocyclic reaction studies. A number of reactions produced undesired materials resulting from the interaction between functions, forcing the use of partial protection to accomplish a synthesis that would be otherwise straightforward. Suggestions to account for the results are given. Full article
Open AccessArticle An Efficient Preparation of 1,2-Diamino-1-phenylheptane
Molecules 2002, 7(6), 487-493; doi:10.3390/70600487
Received: 12 December 2001 / Revised: 24 June 2002 / Accepted: 25 June 2002 / Published: 30 June 2002
Cited by 3 | PDF Full-text (50 KB) | HTML Full-text | XML Full-text
Abstract
A convenient four-step method for the preparation of the lipophilic vicinal diamine 1,2-diamino-1-phenylheptane is described. Condensation involving octan-2-one, benzaldehyde and ammonia is reported. Regioselective Schmidt rearrangement of 2,6-diphenyl-3-pentyl-piperidin-4-one (1) to 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one (3) is presented. Hydrolysis of 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one to 1,2-diamino-1-phenylheptane (4) [...] Read more.
A convenient four-step method for the preparation of the lipophilic vicinal diamine 1,2-diamino-1-phenylheptane is described. Condensation involving octan-2-one, benzaldehyde and ammonia is reported. Regioselective Schmidt rearrangement of 2,6-diphenyl-3-pentyl-piperidin-4-one (1) to 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one (3) is presented. Hydrolysis of 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one to 1,2-diamino-1-phenylheptane (4) is also reported for the first time. Full article
Open AccessArticle A Novel Synthesis of 1,2,4-Triazolopteridines
Molecules 2002, 7(6), 494-500; doi:10.3390/70600494
Received: 19 March 2002 / Revised: 9 June 2002 / Accepted: 12 June 2002 / Published: 30 June 2002
Cited by 8 | PDF Full-text (117 KB) | HTML Full-text | XML Full-text
Abstract Reaction of 1,2-dihydro-2-thioxopteridin-4(3H)-one, 6,7-dimethyl-1,2-dihydro-2-thioxopteridin-4(3H)-one and 6,7-diphenyl-1,2-dihydro-2-thioxopteridin-4(3H)-one with hydrazonoyl halides affords the title compounds in good yields. Full article
Open AccessArticle Carotamine, a Unique Aromatic Amide from Daucus Carota L. Var Biossieri (Apiaceae)
Molecules 2002, 7(6), 501-506; doi:10.3390/70600501
Received: 11 May 2002 / Revised: 24 June 2002 / Accepted: 26 June 2002 / Published: 30 June 2002
PDF Full-text (34 KB) | HTML Full-text | XML Full-text
Abstract
The unique aromatic peptide 4-(p-aminobenzoylamino)-2-aminobenzoic acid, carotamine, together with 2,4-diaminobenzoic acid, isolated for the first time from a plant source, were identified from the aqueous alcoholic extract of the aerial parts of Daucus carota L. var. boissieri (Apiaceae). The structures were determined [...] Read more.
The unique aromatic peptide 4-(p-aminobenzoylamino)-2-aminobenzoic acid, carotamine, together with 2,4-diaminobenzoic acid, isolated for the first time from a plant source, were identified from the aqueous alcoholic extract of the aerial parts of Daucus carota L. var. boissieri (Apiaceae). The structures were determined through conventional methods of analysis and confirmed by LC-ESI/MS and NMR spectral analysis. Full article

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