Synthesis and bioactivity of novel coumarin derivatives
Guan, AY; Liu, CL; Li, M; Li, ZN; Zhang, MX; Zhang, H
| HERO ID | 2530333 |
|---|---|
| In Press | No |
| Year | 2011 |
| Title | Synthesis and bioactivity of novel coumarin derivatives |
| Authors | Guan, AY; Liu, CL; Li, M; Li, ZN; Zhang, MX; Zhang, H |
| Journal | Natural Product Communications |
| Volume | 6 |
| Issue | 12 |
| Page Numbers | 1917-1920 |
| Abstract | A series of coumarin derivatives (6-8) containing (E)-methyl 2-(methoxyimino)-2-phenylacetate, (E)-2-(methoxyimino)-N-methyl-2-phenylacetamide and methyl methoxy(phenyl)carbamate were synthesized from substituted resorcinols (1) and substituted beta-keto esters (2) as starting material via cyclization and condensation reactions. The test results indicated that (E)-methyl 2-{2-[(3-hexyl-4-methyl-coumarin-7-yloxy)methyl]phenyl}-2-(methoxyimino)acetate (6f) was the optimal structure with good fungicidal activity against cucumber grey mold (CGM) giving 100% control at 100 mg L(-1) concentration, much higher than that of coumoxystrobin. Methyl 2-[(3,4-dimethyl-coumarin -7-yloxy)methyl]phenyl(methoxy)carbamate (8a) was another optimal structure with good fungicidal activity against wheat powdery mildew (WPM) showing 100% control at 50 mg L(-1) concentration, at the same level as that of the commercial kresoxim-methyl, and very significantly higher than that of coumoxystrobin (no control against WPM at 400 mg L(-1)). |
| Doi | 10.1177/1934578x1100601232 |
| Pmid | 22312739 |
| Wosid | WOS:000298445300032 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-83455224317&doi=10.1177%2f1934578x1100601232&partnerID=40&md5=266e3a5d0c72fc3a5a91fc6fd217fc57 |
| Is Public | Yes |
| Language Text | English |
| Keyword | Coumarins; Fungicidal activity; Insecticidal activity; Intermediate derivatization method; Strobilurins; 2 (methoxyimino) n methyl 2 [2 [(4 methylcoumarin 7 yloxy)methyl]phenyl]acetamide; antifungal agent; coumarin derivative; coumoxystrobin; kresoxim methyl; methyl 2 [(3,4 dimethylcoumarin 7 yloxy)methyl]phenyl(methoxy)carbamate; methyl 2 [2 [(3 hexyl 4 methylcoumarin 7 yloxy)methyl]phenyl] 2 (methoxyimino)acetate; unclassified drug; antifungal activity; article; chemical reaction; concentration response; controlled study; cucumber grey mold; cyclization; drug structure; drug synthesis; mould; nonhuman; powdery mildew |
| Is Peer Review | No |