Clerodendrin I, a new neoclerodane diterpenoid from clerodendro trichotomum

Bioscience, Biotechnology and Biochemistry

Volumn 63, Issue 10, 1999, Pages 1795-1797

  Kawai, Kunji ^a,c   Nishida, Ritsuo ^a   Fukami, Hiroshi ^b  

^a KYOTO UNIVERSITY   (Japan)

^b RITSUMEIKAN UNIVERSITY   (Japan)

^c MITSUBISHI CHEMICAL CORPORATION   (Japan)

Author keywords

Athalia rosae ruficornis; Clerodendrin; Clerodendron trichotomum; Neoclerodane diterpene; Pharmacophagy

Indexed keywords

APIGENIN; CLERODENDRIN;

ANIMAL; CHEMISTRY; CLERODENDRUM; DRUG EFFECTS; FEEDING BEHAVIOR; HYMENOPTERA; ISOLATION AND PURIFICATION; PHYSIOLOGY; PLANT LEAF; STEREOISOMERISM;

ANIMALS; APIGENIN; CLERODENDRUM; FEEDING BEHAVIOR; HYMENOPTERA; PLANT LEAVES; STEREOISOMERISM;

EID: 0006249675     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.63.1795     Document Type: Article

References (16)

1. Kato, N., Shibayama, M., and Munakata, K., Structure of the diterpene clerodendrin A. J. Chem. Soc., Chem. Commun., 1971, 1632-1633 (1971).
2. Kato, N., Shibayama, M., and Munakata, K., Structure of the diterpene clerodendrin A. J. Chem. Soc., Perkin Trans. I, 1973, 712-719 (1972).
3. Kato, N., Takahashi, M., Shibayama, M., and Munakata, K., Antifeeding-active substances for insects in Clerodendron trichotomum Thunb. Agric. Biol. Chem., 36, 2579-2582 (1972).
4. Nishida, R., Fukami, H., Miyata, T., and Takeda, M., Cleroden-drins: Feeding stimulants for the adult turnip sawfly, Athalia ro-sae ruficornis, from Clerodendron trichotomum (Verbenaceae). Agric. Biol. Chem., 53, 1641-1645 (1989).
5. Kawai, K., Amano, T., Nishida, R., Y. Kuwahara, and Fukami, H., Clerodendrins from Clerodendron trichotomum and their feeding stimulant activity for the turnip sawfly. Phytochemistry, 49, 1975-1980 (1998).
6. Hosozawa, S., Kato, N., and Munakata, K., Diterpenoids from Caryopteris divaricata. Phytochemistry, 12, 1833-1834 (1973);
7. Belles, X., Camps, F., Coll, J., and Piulachs, M. D., Insect antifeedant activity of clerodane diterpenoids against larvae of Spodoptera littoralis (Boisd.) (Lepidoptera). J. Chem. Ecol., 11, 1439-1445 (1985).
8. Blaney, W. M., Simmonds, M. S. J., Ley, S. V., and Jones, P. S., Insect antifeedants: A behavioural and electrophysiological investigation of natural and synthetically derived clerodane diterpenoids. Entomol. Exp. Appl., 46, 267-274 (1988).
9. Nishida, R. and Fukami, H., Sequestration of distasteful compounds by some pharmacophagous insects. J. Chem. Ecol., 16, 154-164 (1990).
10. Shimokawa K. and Kitano, H., Feeding habit of the turnip sawfly adult Athalia rosae ruficornis, A. lugens infumata and A. japonica (Hymenoptera: Tenthredinidae) on the glandular trichome of Clerodendron trichotomum leaves and its biological significance. Jpn. J. Entomol., 57, 881-888 (1989).
11. Meyer, G. S., Morozovitch, P., Glen, W. L., Barber, R., Papineau-Couture, G., and Grant, G. A., Some new hypotensive ester alkaloids from Veratrum viride. J. Am. Chem. Soc., 11, 3348-3353 (1955).
12. Hosozawa, S., Kato, N., and Munakata, K., Diterpenic compounds in Clerodendron fragrans Vent. Abstracts of Papers, Annual Meeting of the Agricultural Chemical Society of Japan, Sapporo, p. 188 (1975).
13. Rao, L. J. M., Pereira, J., and Gurudutt, K. N., Neo-clerodane diterpenes from Clerodendron inerme. Phytochemistry, 34, 572-574 (1993).
14. Hernândez, A., Pascual, C., Sanz, J., and Rodriguez, B., Diterpenoids from Ajuga chamaepitys: two /leo-clerodane derivatives. Phytochemistry, 21, 2909-2911 (1982).
15. Amano, T., Nishida, R., and Kuwahara, Y., Ajugatakasins A and B, new diterpenoids from Ajuga decumbens, and feeding stimulative activity of related neoclerodane analogs toward the turnip sawfly. Biosci. Biotechnol. Biochem., 61, 1518-1522 (1997).
16. Boneva, I. M., Mikhova, B. P., Malakov, P. Y., Papanov, G. Y., Duddeck, H., and Spassov, S. L., Afeo-clerodane diterpenoids from Ajuga chamaepitys. Phytochemistry, 29, 2931-2933 (1990).