[PMID]: | 19023800 |
[Au] Autor: | Ratnayake R; Ratnayake Bandara BM; Wijesundara S; Macleod JK; Simmonds P; Karunaratne V |
[Ad] Endereço: | Department of Chemistry, University of Peradeniya, Peradeniya, Sri Lanka. |
[Ti] Título: | Bioactivity and chemistry of the genus Hortonia. |
[So] Source: | Nat Prod Res;22(16):1393-402, 2008. |
[Is] ISSN: | 1478-6427 |
[Cp] País de publicação: | England |
[La] Idioma: | eng |
[Ab] Resumo: | The dichloromethane extracts of the leaves, stem bark, bark and the roots of the three species of the primitive endemic genus Hortonia, H. angustifolia, H. floribunda and H. ovalifolia, collected from nine geographical locations ranging from lower elevations (84-420 m) to higher (2000 m) showed comparable HPLC profiles and mosquito larvicidal and antifungal activities; protein analysis of the leaves of the three species of Hortonia showed identical peaks and bands. The two major metabolites (4S)-4-methyl-2-(11-dodecynyl)-2-butenolide (2) and (4S)-4-methyl-2-(11-dodecenyl)-2-butenolide (3), which were previously reported from all three plants, showed potent larvicidal activities. Compound 2 was excessively high in the extracts of the stem bark and the roots of all three species amounting to approximately 38 and 60%, respectively. A minor new butenolide (4), (4S)-4-methyl-2-((2R)-hydroxy-11-dodecenyl)-2-butenolide, with much reduced larvicidal activity and ishwarane (1), which showed antifungal activity, were also isolated from all three plants. Treatment of compound 2 with H(2)/Pd-C afforded the completely reduced compound 5, which showed no larvicidal activity, indicating that unsaturation in both 2 and 3 is necessary for their bioactivity. The foregoing evidence showed that there are major similarities between the three species of Hortonia. |
[Mh] Termos MeSH primário: |
4-Butirolactona/análogos & derivados Antifúngicos/isolamento & purificação Antifúngicos/farmacologia Culicidae/efeitos dos fármacos Monimiaceae/química Monimiaceae/metabolismo Controle de Mosquitos
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[Mh] Termos MeSH secundário: |
4-Butirolactona/química 4-Butirolactona/isolamento & purificação 4-Butirolactona/farmacologia Animais Antifúngicos/química Cladosporium/efeitos dos fármacos Larva/efeitos dos fármacos Monimiaceae/genética Casca de Planta/química Folhas de Planta/química Raízes de Plantas/química Sri Lanka Relação Estrutura-Atividade
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[Pt] Tipo de publicação: | JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S. |
[Nm] Nome de substância:
| 0 ((4S)-4-methyl-2-(11-dodecenyl)-2-butenolide); 0 ((4S)-4-methyl-2-(11-dodecynyl)-2-butenolide); 0 (Antifungal Agents); 8KXK25H388 (butenolide); OL659KIY4X (4-Butyrolactone) |
[Em] Mês de entrada: | 0812 |
[Cu] Atualização por classe: | 131121 |
[Lr] Data última revisão:
| 131121 |
[Sb] Subgrupo de revista: | IM |
[Da] Data de entrada para processamento: | 081122 |
[St] Status: | MEDLINE |
[do] DOI: | 10.1080/14786410701722433 |
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