Ryania insecticide: analysis and biological activity of 10 natural ryanoids

Phillip R. Jefferies, Robert F. Toia, Brian Brannigan, Isaac Pessah, Isaac N Pessah

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

Ryania insecticide, the powdered stemwood of Ryania speciosa, was analyzed by HPLC and 1H NMR for the content (ppm, w/w) of 10 ryanoids. The compounds were isolated and their potencies compared for toxicity to housefly adults (injection, piperonyl butoxide as a synergist), flour beetle larvae (dietary exposure), and mice (intraperitoneal) and for competition with [3H]ryanodine for binding to the Ca2+ release channel complex. Ryanodine (range 450-600 ppm) and 9,21-dehydroryanodine (650-700 ppm) are essentially equipotent and account for almost all of the biological activity of ryania in each of these systems. 9-Hydroxy-10-epiryanodine (7-17 ppm) and three 8ax-hydroxy-10-epiryanodine derivatives [10-(O-methyl) (28-33 ppm), dehydro (30-64 ppm), and 10-(O-methyl)dehydro (22-32 ppm)] are very effective with houseflies but not in the other assays. 18-Hydroxyryanodine (<10 ppm), ryanodyl 3-(pyridine-3-carboxylate) (42-58 ppm), 8ax,18-dihydroxy-10-(O-methyl)-10-epiryanodine (5-10 ppm), and 9-hydroxyanhydroryanodine (12-17 ppm) are all of low activity. The potency of a ryanoid at the Ca2+ release channel is a better predictor of toxicity to mice and beetle larvae than to housefly adults.

Original languageEnglish (US)
Pages (from-to)142-146
Number of pages5
JournalJournal of Agricultural and Food Chemistry®
Volume40
Issue number1
StatePublished - 1992

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Ryania
Houseflies
Ryanodine
Ryania speciosa
Insecticides
Bioactivity
Toxicity
bioactive properties
insect larvae
insecticides
Beetles
Piperonyl Butoxide
toxicity
calcium
piperonyl butoxide
stemwood
synergists
Larva
dietary exposure
Tenebrionidae

ASJC Scopus subject areas

  • Agricultural and Biological Sciences (miscellaneous)
  • Food Science
  • Chemistry (miscellaneous)

Cite this

Ryania insecticide : analysis and biological activity of 10 natural ryanoids. / Jefferies, Phillip R.; Toia, Robert F.; Brannigan, Brian; Pessah, Isaac; Pessah, Isaac N.

In: Journal of Agricultural and Food Chemistry®, Vol. 40, No. 1, 1992, p. 142-146.

Research output: Contribution to journalArticle

Jefferies, PR, Toia, RF, Brannigan, B, Pessah, I & Pessah, IN 1992, 'Ryania insecticide: analysis and biological activity of 10 natural ryanoids', Journal of Agricultural and Food Chemistry®, vol. 40, no. 1, pp. 142-146.
Jefferies, Phillip R. ; Toia, Robert F. ; Brannigan, Brian ; Pessah, Isaac ; Pessah, Isaac N. / Ryania insecticide : analysis and biological activity of 10 natural ryanoids. In: Journal of Agricultural and Food Chemistry®. 1992 ; Vol. 40, No. 1. pp. 142-146.
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