Synthesis and insect antifeedant activity of plumbagin derivatives with the amino acid moiety

Journal of Agricultural and Food Chemistry

Volumn 57, Issue 14, 2009, Pages 6090-6094

  Sreelatha, Thonthula ^a   Hymavathi, Atmakur ^a   Babu, Katragadda Suresh ^a   Murthy, Joish Madhusudana ^a   Pathipati, Usha Rani ^a   Rao, Janaswamy Madhusudana ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Achaea janata; Amino acid esters; Insect antifeedant; Plumbagin; Spodoptera iltura

Indexed keywords

BENZOQUINONE; BENZOQUINONE DERIVATIVE; INSECTICIDE; NAPHTHOQUINONE; PLUMBAGIN; SUPEROXIDE;

ANIMAL; ARMYWORM; ARTICLE; CHEMISTRY; DRUG EFFECT; EATING; LARVA; MOTH; PHYSIOLOGY; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANIMALS; BENZOQUINONES; EATING; INSECTICIDES; LARVA; MOTHS; NAPHTHOQUINONES; SPODOPTERA; STRUCTURE-ACTIVITY RELATIONSHIP; SUPEROXIDES;

ACHAEA JANATA; HEXAPODA; NICOTIANA TABACUM; SPODOPTERA;

EID: 67650892417     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf901760h     Document Type: Article

References (15)

1. Didry, N.; Dubrevil, L.; Pinkas, M. Activity of anthraquinonic and naphthoquinonic compounds on oral bacteria. Die Pharmazie 1994, 49, 681-683.
2. Nguyen, A. T.; Malonne, H.; Duez, P.; Vanhaelen-Fastre, R.; Vanhaelen, M.; Fontaine, J. Cytotoxic constituents from Plumbago zeylanica. Fitoterapia 2004, 75, 500-504.
3. Likhitwitayawuid, K.; Kaewamatawong, R.; Ruangrungsi, N.; Krungkrai, J. Antimalarial naphthaquinones from Nepenthes thorelii. Planta Med. 1998, 64, 237-241.
4. Kayser, O.; Kiderlen, A. F.; Laatsch, H.; Croft, S. L. In vitro leishmanicidal activity of monomeric and dimeric naphthoquinones. Acta Tropica 2000, 76, 131-138.
5. Kubo, I.; Uchida, M.; Klocke, J. A. An insect ecdysis inhibitor from African medicinalplant, Plumbago capensis (Plumbaginaceae) a naturally occurring chitin synthetase inhibitor. Agric. Biol. Chem. 1983, 47, 911-913.
6. Tokunga, T.; Takada, N.; Ueda, M. Mechanism of antifeedant activity of plumbagin. a compound concerning the chemical defense in carnivorous plant. Tetrahedron. Lett. 2004, 45, 7115-7119.
7. Tokunaga, T.; Dohmura, A.; Takada, N.; Ueda, M. Cytotoxic Antifeedant from Dionaea muscipula Ellis: a defensive mechanism of carnivorous plants against predators. Bull. Chem. Soc. Jpn. 2004, 77, 537-541.
8. Babu, K. S.; Haribabu, T.; Srinivas, P. V.; Kishore, K. H.; Murthy, U. S. N.; Rao, J. M. Synthesis and biological evaluation of novel C (7) modified chrysin analogues as antibacterial agents. Bioorg. Med. Chem. Lett. 2006, 16, 221-224.
9. Haribabu, T.; Rao, V. R. S.; Tiwari, A. K.; Babu, K. S.; Srinivas, P. V.; Rao, J. M. Synthesis and Biological evaluation of novel 8-amino methylated oroxylin A analogues as α-glucosidase inhibitors. Bioorg. Med. Chem. Lett. 2008, 18, 1659-1662.
10. Nadkarni, K. M. In Indian Materia Medica; Popular Prakashan: Kolkata, India, 1994; Vol II, p 334.
11. Dinda, B.; Hajra, A. K.; Das, S. K. Chemical constituents of Plumbago indica roots. Indian J. Chem. 1998, 37B, 672-675.
12. Akhtar, Y.; Isman, M. B. Feeding responses of specialist herbivores to plant extracts and pure allelochemicals: effects of prolonged exposure. Entomol. Exp. Appl. 2004, 111, 201-208.
13. Isman, M. B.; Koul, O.; Luczynski, A.; Kaminski, A. Insecticidal and antifeedant bioactivities of neem oils and their relationship to azadirachtin content. J. Agric. Food Chem. 1990, 55, 1406-1411.
14. Jamil, K.; Usha Rani, P.; Tyagarajan, G. Water hyacinth a potential new juvenile hormone mimic. Int. Pest Cont. 1984, 26, 106-108.
15. Finney D. J. In Probit Analysis; Cambridge University Press: London, 1971; pp 68-72.