Synthesis and biological evaluation of new analogues of the active fungal metabolites N-(2-methyl-3-oxodecanoyl)-2-pyrroline and N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline (II)

Journal of Agricultural and Food Chemistry

Volumn 48, Issue 8, 2000, Pages 3682-3688

  Cantin, A ^a   Moya, P ^a   Miranda, M A ^a   Primo, J ^a   Primo Yufera, E ^a  

^a UNIVERSITAT POLITÈCNICA DE VALÈNCIA   (Spain)

Author keywords

ketoamide; Analogues; Fungal metabolites; Fungicide; Insecticide; Penicillium brevicompactum

Indexed keywords

ANTIFUNGAL AGENT; INSECTICIDE; N (2 METHYL 3 OXODEC 8 ENOYL) 2 PYRROLINE; N (2 METHYL 3 OXODECANOYL) 2 PYRROLINE; N-(2-METHYL-3-OXODEC-8-ENOYL)-2-PYRROLINE; N-(2-METHYL-3-OXODECANOYL)-2-PYRROLINE; PYRROLE DERIVATIVE; PYRROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; FUNGICIDAL ACTIVITY; FUNGUS; INSECT; LARVA; MICROBIOLOGICAL EXAMINATION; MICROBIOLOGY; NONHUMAN; PENICILLIUM; PHYSIOLOGY; SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; SYNTHESIS; VERTICILLIUM;

ANIMALS; ANTIFUNGAL AGENTS; INSECTS; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; PENICILLIUM; PYRROLES; SPECTRUM ANALYSIS;

ANIMALIA; FUNGI; INSECTA; ONCOPELTUS FASCIATUS; PENICILLIUM BREVICOMPACTUM;

EID: 0033865003     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf990948g     Document Type: Article

References (28)

1. Stereoselective synthesis of (-)-metasequoic acid B
2. Mastering β-keto esters
3. Isolation of N-(2-methyl-3-oxodecanoyl)pyrrole and N-(2-methyl-3-oxodec-8-enoyl)pyrrole, two new natural products from Penicillium brevicompactum, and synthesis of analogues with insecticidal and fungicidal activity
4. A heterocyclic oxime from a fungus with antijuvenile hormone activity
5. Anodic amide oxidations: Conformationally restricted peptide building blocks from the direct oxidation of dipeptides
6. Electrochemical cyclization of dipeptides toward novel bicyclic, reverse-turn peptidomimetics. Synthesis and conformational analysis of 7,5-bicyclic systems
7. The structure of Meldrum's supposed β-lactonic acid
8. Synthesis of optically active Vasicinone based on intramolecular aza-Wittig reaction and asymmetric oxidation
9. Asymmetric synthesis of Premonensin, a potential intermediate in the biosynthesis of Monensin
10. Asymmetric acylation reactions of chiral imide enolates. The first direct approach to the construction of chiral β-dicarbonyl synthons
11. Compounds related to podophyllotoxin. XI. An unusual Stobbe condensation
12. A β-lactonic acid from acetone and malonic acid
13. Anodic amide oxidations: The synthesis of two spirocyclic L-pyroglutamide building blocks
14. The use of HMQC-TOCSY experiments for elucidating the structures of bicyclic lactams: Uncovering a surprise rearrangement in the synthesis of a key PRO-PHE building block
15. Brevioxime, a new juvenile hormone biosynthesis inhibitor isolated from Penicilium brevicompactum
16. Isolation, structural assignment and synthesis of N-(2-methyl-3-oxodecanoyl)-2-pyrroline, a new natural product from Penicillium brevicompactum with in vivo anti-juvenile hormone activity
17. Synthesis and biological activities of new analogues of the active fungal metaboliotes N-(2-methyl-3-oxodecanoyl)-2-pyrroline and N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline
18. Stereoselective reduction β-keto esters with zinc borohydride. Stereoselective synthesis of erytro-3-hydroxy-2-alkylpropionates
19. Total synthesis of (±)-oudemansin
20. Meldrum's acid in organic synthesis. A general and versatile synthesis of β-keto esters
21. Aminolysis of 5-acyl-2,2-dimethyl-1,3-dioxane-4,6-diones (acyl Meldrum's acids) as a versatile method for the synthesis β-oxo caroxamides
22. 3]
23. Electroorganic chemistry in organic synthesis
24. Electroorganic chemistry. A new carbon-carbon bond forming reaction at the α-position of amines utilizing anodic oxidation as a key step
25. A new synthetic method of α-amino acids from α-methoxyurethanes
26. Electroorganic Chemistry. Electroorganic synthesis of enamides and enecarbamates and their utilization in organic synthesis
27. A new method of acylation at β-position of aliphatic amines
28. Electrochemical cyclization of dipeptides to form novel bicyclic, reverse-turn peptidomimetics. Synthesis and conformational analysis of 6,5-bicyclic systems