Studies on crude drugs effective on visceral larva migrans. IV. Isolation and identification of larvicidal principles in pepper.
- 1 January 1988
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 36 (7) , 2452-2465
- https://doi.org/10.1248/cpb.36.2452
Abstract
Eight new amide constitutents together with seven known amides were isolated from pepper and their structures were determined by spectroscopic means. They are piperamide-C5:1(2E) (2), -C7:1(6E) (3), -C7:2(2E,6E) (4), -C9:1(8E) (5), -C9:2(2E,8E) (6), -C9:3(2E,4E,8E) (7), 1-[(2E,4E)-2,4-decadienoyl]pyrrolidine (8), and 1-[(2E,4E)-2,4-dodecadienoyl]pyrrolidine (9). Among all of the amides isolated, seven (3, 4, 5, 6, 8, 9, and 15) showed larvicidal activity against second-stage larva of Toxocara canis, and the others were inactive. The assay results suggested that the strongest activity was exhibited by the tertiary amides (piperidin- and pyrrolidin-amides) possessing a nine-carbon chain between the aromatic group and the amine moiety [for example, piperamide-C9:1(8E), MLC: 0.05 mM after 24h of incubation]. The aliphatic amides 8 and 9 were also larvicidal. Mass spectra of piperamides are also discussed.This publication has 6 references indexed in Scilit:
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